Home Vacation Rentals By Owner In Wellfleet, MA

Showing 60 Of 344 Vacation Rentals
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Exceptional(5)

$494.49

/ Nightly
Private Vacation Home

Beautiful, private & spacious, great location, large outdoor stone patio!

Wellfleet, Massachusetts, United States

Summary:brbr13328 - Happy Days: Beautiful, private & spacious, great location, large outdoor stone patio!brbrbrbrThe Space:brbrBeautiful, private & spacious, great location, with large outdoor stone patio! Situated in a quiet neighborhood on a private road in Wellfleet, this vacation rental offers plenty of room for everyone and is a short drive from many world-class beaches, such as White Crest Beach, Marconi Beach, and Cahoon Hollow Beach. You will also be just minutes from all that Wellfleet has to offer, including golf, picturesque nature hikes, bike paths, surfing, deep-sea fishing, sailing, fine dining, numerous art galleries, a drive-in theater, robust farmer’s market and square dancing at the pier. Nestled on an acre of wooded land, our large vacation home offers a bright and open space with a ton of light. There is room for every temperament, space to be quiet/alone, space to hang out and talk, watch TV, eat, drink, and be merry! The master bath is a Jacuzzi and there is a peaceful second floor deck attached to the master bedroom, great for sunbathing and relaxing. The outdoor shower is a wonderful way to wash off a day on the beach and outside the home is serenely quiet, with over two hundred trees on the property. Our large outdoor stone patio is great for gathering and enjoying each other's company. Other amenities include cable TV, WiFi, central A/C, a washer/dryer, gas grill, and fresh linens and towels provided free of charge. Treat yourself to a lovely Cape Cod experience and book our home now! brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8br-2 Floorsbr-4 Bedroomsbr-2nd Floor Master Bedroom: King Bedbr-2nd Floor Bedroom #2: 2 Full Bedsbr-2nd Floor Bedroom #3: Queen Bedbr-2nd Floor Bedroom #4: 2 Twin Bedsbr-3.5 Bathroomsbr-1st Floor 1/2 Bathbr-2nd Floor Full bathroom, en suite master bedroombr-2nd Floor Full bathroom, semi en suite bedroom 3br-Ground floor full bathroombr-Central A/Cbr-Cable TVbr-WiFibr-Washer/Dryerbr-Ping Pong Table in Basementbr-Outdoor Showerbr-Large Outdoor Stone Patiobr-Gas Grillbr-Located in Wellfleetbr-Short Drive to Wellfleet Beachesbr-Sheets and Bath Towels Provided with Beds made Upon ArrivalbrC0190903180
Bed 4

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Bath 3

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Sleep 8

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Exceptional(5)

$384.07

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Private Vacation Home

4 Mins to Wellfleet Village, Screened sunroom!

Wellfleet, Massachusetts, United States

Summary:brbr13364 - Noble Nook: 4 Mins to Wellfleet Village, Screened sunroom!brbrbrbrThe Space:brbrLocated a mere 10-minute stroll from Duck Pond, and a 4-minute drive from the heart of Wellfleet Village and beaches, your escape to this serene home promises both convenience and seclusion. Surrounded by a wooded landscape, this retreat boasts a peaceful outdoor sanctuary where the soothing sounds of nature provide the soundtrack to your stay. Whether you seek quiet contemplation or vibrant family gatherings, this space is the perfect setting for both. brbrStep inside, and you'll discover a tastefully appointed interior with new, contemporary furnishings that harmoniously coexist with the rustic allure of Wellfleet. brbrDays here are destined for exploration and adventure. Venture into Wellfleet Village with your loved ones, immersing yourself in its rich culture, art, and cuisine. Then, as the sun begins its descent, return to relax and enjoy the evenings on the screened-in porch. Unwind with a cocktail in hand or gather around the fire pit to roast marshmallows with the whole family. brbrFor those yearning to explore further, Provincetown beckons just 20 minutes away by car, offering a myriad of attractions and experiences.brbrThis enchanting vacation rental offers the quintessential Cape Cod experience, where the attraction of Wellfleet's natural beauty and the comforts of modern living harmoniously converge. Don't miss your chance to make memories that will last a lifetime at this coastal retreat.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8br-2 Floorsbr-1st Floor Master Bedroom #1: 1 Queen Bed w/ensuite showerbr-2nd Floor Bedroom #2: 3 Twin Bedsbr-2nd Floor Bedroom #3: 1 Queen Bed + 1 Twin BedbrBathroomsbr-1st Floor Bathroom #1: Ensuite to Queen Bedroom - Shower onlybr-2nd Floor Bathroom #2: Full Bath w/ Tub/Shower Combobr-Split System AC throughout the homebr-WiFibr-Smart TV w/Standard Cablebr-Washer/Dryer br-Indoor Fireplace is NOT for guest use. br-Gas Grill br-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0453993180brbrbrbrThe Neighborhood:brbrGeneral
Bed 3

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Bath 2

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Sleep 8

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Exceptional(1)

$497.1

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Condo

Wellfleet Harbor 3BD Cottage--Association Bay Beach, Walk to Town Pier

Wellfleet, Massachusetts, United States

This comfortable, freestanding, three-bedroom cottage is in the Wellfleeter on Wellfleet Harbor. It is just a short stroll across the property to the wonderful 400 ft private association beach. brbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * * brbrThe single floor cottage has an open main living area with a kitchen, dining area and living room. There are two sliders--one off the well-equipped kitchen and the other off the living room with sectional and flat screen TV with cable and WiFi. There is an air conditioning window unit and a ceiling fan in the living room. brbrThe cottage has three bedrooms. Two of the bedrooms have two twin beds each and the master bedroom has a queen bed and a flat screen TV. There is a newly renovated full bathroom with a tub and shower. brbrThere is a washer and dryer in the basement accessed via a bulkhead.brbrLounge or dine out on the patio. brbrEnjoy the direct access to the beach for sunbathing, swimming and beachcombing. brbrWalk to Wellfleet Center for galleries, shops and restaurants or to the town pier for fresh seafood and ice cream. Short drive to the best of Wellfleet including live theater at WHAT (Wellfleet Harbor Actors Theater), golfing at Chequessett Yacht & Country Club, biking and walking on the Cape Cod Rail Trail, swimming in Wellfleet's beloved fresh water ponds and exploring the beaches, trails and historical spots of the Cape Cod National Seashore. Head down to Provincetown for more galleries, shopping and dining plus whale watches, boat charters, night clubs and live entertainment. brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee (no security deposit required); guest services fee; all applicable taxesbr* FREE WIFI br* SATURDAY TO SATURDAY RENTALbr* OFF-SEASON: AVAILABLE FOR SHORTER STAYS, THREE-NIGHT MINIMUM (LESS THAN 7 DAYS), $150 CLEANING FEE APPLIESbr* NO PETSbr* NO SMOKINGbr* OCCUPANCY: 6 (Adults and children)br* PARKING FOR 1 VEHICLE (TENANTS MAY ONLY HAVE ONE VEHICLE PER ASSOCIATION RULES)br* Sheets and towels not included, available to rent from local linen company, we are happy to provide informationbrbr**** FREE ACTIVITIES INCLUDED ****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area. brbrAs a guest of Kinlin Grover Compass, you'll receive free tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities! Activities and availability are subject to change. Not available on stays over 28 days.brbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.brbrKGC WMCAL
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Bath 1

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Sleep 6

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$580.42

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Cottage

3 Bdrm Cottage with A/C. Walk to Ocean Beach. Roof Deck, lovely garden.

Wellfleet, Massachusetts, United States

Walk to the Ocean Beach! With reduced beach parking to lessen the number of beach goers, imagine being able to park your car in the driveway, walk to the beach, to the bakery, and a great restaurant. Questions or consolidated pricing845.570.7495.Ride your bike about 1/8 of a mile to the bike trail. If you pick up enough groceries, you can almost never have to get in your car! This 3 Bdrm Cottage sleeps a MAXIMUM of 6 people (including children and infants). The cottage has A/C in each of the bedrooms, as well as ceiling fans. Walk down a sandy path to Maquires Landing beach. Within walking distance to Chez Chloe Restaurant and Blue Willow Bakery. Enjoy a cup of coffee or yoga on the roof deck, while gazing out to the dunes and ocean in the distance. There is a washer and dryer in a laundry room about 150' away from the cottage. Included is a charcoal grill, screened in porch, fireplace, full kitchen with a new electric stove and refrigerator, and a beautiful flower garden! There is an outdoor shower (in addition to an indoor shower), sandy play area for children in back of the cottage.brbrRESERVATION POLICYbrbrThe cottage is available for rental from Memorial Day Weekend until the end of September. brSummer rentals are Sunday to Sunday with a 7 night minimum. brDamage Protection: A $200 security deposit is required for damage or excessive cleaning caused by neglect, the guest will be liable for all costs.brbrOur well and septic systems are sized for the maximum occupancy allowed to protect our fragile area. We cannot allow even one extra person over the maximum of 6 people including babies. Strictly enforced!!! Also, there is parking for (2) cars. No trailers, boats, campers are allowed to be parked in the driveway or on the property.brbrCANCELLATION POLICYbrbrReservations are considered as commitments for the full time period requested. Deposits are viewed as security against vacancies caused by cancellations or date changes. A 50% deposit is required with the reservation agreement and the balance due 30 days before the date of the reservation.brbrWe understand that there are many legitimate reasons to have to cancel a reservation, some personal, some tragic and some are just unavoidable. If you cannot risk forfeiting your deposit, we would suggest Trip Cancellation Insurance. (See below)brbrSorry, no refunds given for early departures. Try as we might, we cannot guarantee weather.brbrIf a reservation is cancelled, we will try to re-rent the cottage. If the cottage is rented at the the same price as the original rental, a full return will be given, less any commission to a 3rd party, should they fill the time period. If the new rental is less than the original cost, then the difference will be refunded, also less any commissions paid. brbrTRIP CANCELLATION INSURANCEbrbrWe highly recommend that you consider trip cancellation insurance if there is a chance that you might not be able to honor your reservation. We especially recommend this insurance if you are making a reservation during hurricane season (August, September and September).brInsureMyTrip represents many different companies and offers different levels of coverage at different rates. One of these might be right for you.brbrbrbrGENERAL SURF SIDE POLICIES (Oceanside Cottage is a part of Surf Side Condominium so all Condo Policies MUST be adhered to) brbrCHECK-IN, CHECK-OUTbrCHECK-IN TIME for cottage rentals is 4 pm. In-season, early check-ins are rarely possible since we only have a limited time to get our cottages ready for the next renter. brbrCHECK-OUT TIME is 10:00 am. We are sorry but because we only have a limited time to get our cottages ready for the next renter, late check-outs are usually not possible. brbrQUIET HOURSbrQuite hours begin at 10:00 pm each night. During Quiet Hours all guests are asked to restrict their activities, both inside and outside their cottage, to those that do not impact their neighbors. This includes, but is not restricted to, those activities that may awaken a sleeping child next door.brbrFailure to follow the quiet hour policy that results in complaints can result in being asked to leave. Should this action be necessary, there is no refund of money! Sorry, but this is necessary to ensure that everyone can enjoy their stay.brbrLINENS AND CLEANINGbrPROVIDED IN THE COTTAGE: Blankets, pillows, Bedspreads, dishes, pots and pans, cooking and eating utensils, coffee maker, toaster, microwave oven, stove, refrigerator, charcoal BBQ (unless otherwise noted), outdoor picnic table. Most cottages have land-line telephones with private numbers.brbrNew For 2026: One set of sheets, pillowcases and towels, including beach towels will be provided. Starter rolls of toilet paper and paper towels are provided, but after the initial rolls are used, the guest must purchase their own.brbrPLEASE REMEMBER: These are housekeeping cottages. There is no maid service. Cleaning supplies are provided. All renters are expected to leave the cottage neat and clean for the next renter. Cleaning guidelines are provided. Our staff go in between renters to sanitize the kitchen and bath but the cottage should already be clean. When you reserve a cottage with us, you are agreeing to leave the cottage in the same condition as you found it. In the event that the cottage is not left in the condition found, additional cleaning fees will be deducted from the security deposit, as will any damages.brbrSMOKING: All of our cottages are non-smoking. Please smoke outside, keep ashtrays outdoors and smoke away from open doors and windows. Thank You.brbrPlease notify us immediately if anything is not in working order in your cottage.brbrPetsbrPets are allowed in some cottages for an additional fee with prior approval.brbrREVIEWS: This listing was updated. Here are reviews from the old listing.brbrLinda FletcherbrRes #HA-MP54D4brSat, Oct 7 – Sat, Oct 14, 2023brVrbobr10/10brPosted Oct 20, 2023brBeautiful LocationbrThe house and location were wonderful and Jan was amazing to work with. We had a great week!brbrSandra MathewsbrRes #HA-1Y5GHNbrSun, Jul 26 – Sun, Aug 2, 2020brVrbobr10/10brPosted Aug 3, 2020brMagnificent views!brLovely, well-appointed home with stunning ocean views. Very clean. Was nice to have use of the Spruce Point Inn amenities. The host was attentive and very easy to work with. Can't wait to return!brbrcolleen FaziobrRes #HA-592VPPbrMon, Jun 29 – Sun, Jul 5, 2020brVrbobr10/10brPosted Jul 6, 2020brWonderful timebrGreat house in an amazing location. Jan was an extremely helpful host and we can’t wait to come back.brVrboOwner on Jul 6, 2020brThanks Colleen! So glad you enjoyed your stay. Would love to have you back!brYou would rent to colleen Fazio againbr Paul KimbrRes #HA-S3J4M9brThu, Sep 5 – Sun, Sep 8, 2019brVrbobr10/10brPosted Sep 10, 2019br51 Linekin road drive point inn resortbrNice house. Clean. Views were great . Used facilities at spruce point inn. Would definitely come back. Checking in and checking out was easy. They even mailed back electric toothbrush cord my wife left there.brShow morebrbrVrboOwner on Sep 10, 2019brSo glad you enjoyed your stay Paul and would love to have you back again! JanbrYou would rent to Paul Kim againbrbrJoan HennighausenbrRes #HA-ZHW9ZHbrWed, Aug 28 – Wed, Sep 4, 2019brVrbobr10/10brPosted Sep 5, 2019brPerfect getawaybrComfy beds, nice views with a great bench right by the water. Totally enjoyed our stay and hope to be back.brRespondbrYou would rent to Joan Hennighausen againbrbrMary KingbrRes #HA-W9JKP2brSun, Aug 18 – Wed, Aug 21, 2019brVrbobr10/10brPosted Aug 27, 2019brLovelybrThe home was cozy and very clean. The location is gorgeous and very convenient to town. We thoroughly enjoyed our stay and hope to come back.brbrVrboOwner on Aug 27, 2019brThanks Mary! Would love to have you come back again! JanbrYou would rent to Mary King againbrbrMatt WalkerbrRes #HA-0XJY84brMon, Jul 2 – Sat, Jul 7, 2018brHOMEAWAY_USbr10/10brPosted Jul 19, 2018brQuintessential Boothbay Harbor/SPI Maine VacationbrWe have always loved vacationing at nearby Southport Island and decided to take a chance on the coast of Boothbay. Often times when vacationing you get a great home but no view or a great view but the home is lacking; this Spruce Point home offers the best of both. The rooms are spacious, the beds are comfortable, the ocean views from the Master bedroom, living room (comfortable chairs/couch with good reading lights!), dining room and kitchen are wonderful. Easy walking access through a beautiful flower garden down to the water's edge. We enjoyed reading from the bench at the water or sitting on the rocks during the day and watching the boats. We took advantage of walking and running everyday down to Boothbay Harbor. Loved being able to take a short five minute walk for both breakfast and dinner at Bogie's at the Spruce Point Inn. This home really offers access to everything with the privacy you want. Both owner and manager are wonderful to work with and made everything super easy. Highly recommend this home for vacation!brbrHarrington WilliambrRes #HA-ZL24DWbrSat, Jul 22 – Sat, Jul 29, 2017brHOMEAWAY_USbr8/10brPosted Aug 3, 2017brRelaxing Private Oasis Near All the AmenitiesbrOur family thoroughly enjoyed our stay at this property. The property offered the perfect combination of a relaxing private oasis, but one that was minutes away from all of the amenities offered at Spruce Point Inn (the rental included a pass providing access to Inn) and in Boothbay Harbor. After spending the day enjoying all the amenities offered at the Inn and in Boothbay, we were able to come back to our secluded retreat and to enjoy the views from the property's private beach before heading off to bed to fall asleep to the soothing sounds of the waves crashing on the shoreline.brShow morebrVbrV.brVrboOwner on Aug 3, 2017brWe are so pleased that you enjoyed your stay and hope that you can visit us again in the future!brYou would rent to Harrington William again
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Sleep 6

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Exceptional(2)

$893.34

/ Nightly
Private Vacation Home

Stunning Views w/ Private Beach on Lt. Island!

Wellfleet, Massachusetts, United States

Summary:brbr13366 - On Island Time : Stunning Views w/ Private Beach on Lt. Island!brbrbrbrThe Space:brbrPrepare to embark on a vacation of a lifetime as you step into this exquisite Wellfleet retreat, tucked behind the dunes on the waterfront with direct access to a private association beach on secluded Lt. Island. Please note that access to and from Lt Island may be delayed for a few hours each day due to marsh roads being submerged during high tide. This property transcends expectations, offering not only unrivaled convenience but also a rich historical backdrop, the first photo you see is your own private picnic spot with a birds eye view of the horizon, located just to the left of the home off the deck. brOne of the defining features of this remarkable retreat is its accessibility; there are no stairs to climb, ensuring that every corner of this historical gem is easily within reach. Accommodating up to 10 guests, this sprawling abode promises endless entertainment and a plethora of activities that will leave everyone in your party with cherished memories that will last a lifetime.brbrUpon entry, you'll be greeted by an inviting open floor plan that seamlessly merges modern comfort with the home's rich heritage. Your private deck, to the left, offers an unparalleled setting for outdoor dining, lounging in the sun, or just taking in the view. A custom-built bench with a dining table sets the stage for exquisite meals beneath the open blue sky, or offers a place to rest as you bask in the warm glow of evening sunsets over the tranquil water.brbrAs an added bonus, your stay includes access to private kayaks, conveniently stored on a rack at the association beach. Instructions will be provided. brbrIn this luxurious waterfront retreat, your dreams of the perfect vacation become a reality. Immerse yourself in the tranquility of Lt. Island, indulge in the convenience of beachfront living, and let the soothing rhythm of the ocean create a backdrop for cherished moments with your loved ones. Book your stay today and experience the magic of Wellfleet's waterfront oasis.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 10br-1 Floorbr-5 Bedroomsbr-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 2 Twin Bedsbr-4 Bathroomsbr-1st Floor Bathroom: Full Bath with Shower (ensuite)br-1st Floor Bathroom: Full Bath with Shower (ensuite)br-1st Floor Bathroom: Full Bath with Showerbr-1st Floor Bathroom: Full Bath with Showerbr-Split System AC throughout the homebr-WiFibr-Smart TVbr-Washer/Dryer br-Outdoor Showerbr-Propane Grill br-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0460743180
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Bath 4

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Sleep 10

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Exceptional(6)

$465.98

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Private Vacation Home

Eclectic Wellfleet Style Home near Lt. Island!

Wellfleet, Massachusetts, United States

Summary:brbr13363 - Wonderland: Eclectic Wellfleet Style Home near Lt. Island!brbrbrbrThe Space:brbr13363 - Wonderland: Eclectic Wellfleet Style Home near Lt. Island! Make memories that will last you a lifetime at this classic Cape Cod home! When you step inside, you'll be greeted by an eclectic and playful interior, thoughtfully designed to blend the traditional Cape aesthetic with sleek and modern elements. brbrWhile staying here, you can take leisurely strolls down the street to Lieutenant Island, or maybe a quick drive into the center of town where you’ll find some local favorite shops and eateries. For those who appreciate a more private setting and dining al fresco, the wrap-around deck is the perfect place to enjoy your meals surrounded by nature.brbrFor beach enthusiasts, Marconi Beach is a mere 2.2 miles away, promising days of sun and surf. And for those who enjoy a taste of local culture, just across the street, you'll find the Hog Island Surf Lodge and Beer Garden, offering both indoor and outdoor entertainment options for a memorable evening out.brbrThis vacation rental is a sanctuary where the Cape's rich traditions meet contemporary comforts, making it the perfect retreat for your coastal getaway. Don't miss your chance to create lasting memories in this Cape Cod gem.brbrbrHome Details:br-NO PETS (fines remitted)br-Sleeps 6br-3 Floors (Ground Floor, 1st Floor + 2nd Floor)br-3 Bedroomsbr-Bedroom #1: 1 Queen Bed, Ground Floorbr-Bedroom #2: 1 Queen Bed, 2nd Floorbr-Bedroom #3: 1 Queen Bed, 2nd Floorbr-2 Bathroomsbr-Bathroom #1: Full Bath with Tub/Shower Combo, 1st Floorbr-Bathroom #2: Full Bath with Shower Only, 2nd Floorbr-Mini-Split A/C Unitsbr-WiFibr-Smart Lockbr-Smart TV with Streamingbr-Washer & Dryer (Ground Floor)br-Outdoor Showerbr-Propane Grillbr-Fire Pitbr-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-(Sup boards are not available for guest use, and are locked)brC0459263180brbrbrbrThe Neighborhood:brbrGeneral
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$572.25

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Cottage

Wellfleet 3-bedroom cottage with AC. Walk to Ocean Beach. Roof deck.

Wellfleet, Massachusetts, United States

Walk to the Ocean Beach! With reduced beach parking to lessen the number of beach goers, imagine being able to park your car in the driveway, walk to the beach, to the bakeries, and a great restaurant. Ride your bike about 1/8 of a mile to the bike trail. If you pick up enough groceries, you can almost never have to get in your car! This 3 Bdrm Cottage sleeps a MAXIMUM of 6 people (including children and infants). The cottage has A/C in each of the bedrooms, as well as ceiling fans. Walk down a sandy path to Maquires Landing beach. Within walking distance to PB Boulangerie and Blue Willow Bakery. Enjoy a cup of coffee or yoga on the roof deck, while gazing out to the dunes and ocean in the distance. There is a washer and dryer in a laundry room about 150' away from the cottage. Included is a charcoal grill, screened in porch, fireplace, full kitchen with a new electric stove and refrigerator, and a beautiful flower garden! There is an outdoor shower (in addition to an indoor shower), sandy play area for children in back of the cottage.brbrRESERVATION POLICYbrbrThe cottage is available for rental from Memorial Day Weekend until the end of September. brSummer rentals are Sunday to Sunday with a 7 night minimum. brDamage Protection: A $200 security deposit is required for damage or excessive cleaning caused by neglect, the guest will be liable for all costs.brbrOur well and septic systems are sized for the maximum occupancy allowed to protect our fragile area. We cannot allow even one extra person over the maximum of 6 people including babies. Strictly enforced!!! Also, there is parking for (2) cars. No trailers, boats, campers are allowed to be parked in the driveway or on the property.brbrCANCELLATION POLICYbrbrReservations are considered as commitments for the full time period requested. Deposits are viewed as security against vacancies caused by cancellations or date changes. A 50% deposit is required with the reservation agreement and the balance due 30 days before the date of the reservation.brbrWe understand that there are many legitimate reasons to have to cancel a reservation, some personal, some tragic and some are just unavoidable. If you cannot risk forfeiting your deposit, we would suggest Trip Cancellation Insurance. (See below)brbrSorry, no refunds given for early departures. Try as we might, we cannot guarantee weather.brbrIf a reservation is cancelled, we will try to re-rent the cottage. If the cottage is rented at the the same price as the original rental, a full return will be given, less any commission to a 3rd party, should they fill the time period. If the new rental is less than the original cost, then the difference will be refunded, also less any commissions paid. brbrTRIP CANCELLATION INSURANCEbrbrWe highly recommend that you consider trip cancellation insurance if there is a chance that you might not be able to honor your reservation. We especially recommend this insurance if you are making a reservation during hurricane season (August, September and September).brInsureMyTrip represents many different companies and offers different levels of coverage at different rates. One of these might be right for you.brbrbrbrGENERAL SURF SIDE POLICIES (Oceanside Cottage is a part of Surf Side Condominium so all Condo Policies MUST be adhered to) brbrCHECK-IN, CHECK-OUTbrCHECK-IN TIME for cottage rentals is 4 pm. In-season, early check-ins are rarely possible since we only have a limited time to get our cottages ready for the next renter. brbrCHECK-OUT TIME is 10:00 am. We are sorry but because we only have a limited time to get our cottages ready for the next renter, late check-outs are usually not possible. brbrQUIET HOURSbrQuite hours begin at 10:00 pm each night. During Quiet Hours all guests are asked to restrict their activities, both inside and outside their cottage, to those that do not impact their neighbors. This includes, but is not restricted to, those activities that may awaken a sleeping child next door.brbrFailure to follow the quiet hour policy that results in complaints can result in being asked to leave. Should this action be necessary, there is no refund of money! Sorry, but this is necessary to ensure that everyone can enjoy their stay.brbrLINENS AND CLEANINGbrPROVIDED IN THE COTTAGE: Blankets, pillows, Bedspreads, dishes, pots and pans, cooking and eating utensils, coffee maker, toaster, microwave oven, stove, refrigerator, charcoal BBQ (unless otherwise noted), outdoor picnic table. Most cottages have land-line telephones with private numbers.brbrNew For 2026: One set of sheets, pillowcases and towels, including beach towels will be provided. Starter rolls of toilet paper and paper towels are provided, but after the initial rolls are used, the guest must purchase their own.brbrPLEASE REMEMBER: These are housekeeping cottages. There is no maid service. Cleaning supplies are provided. All renters are expected to leave the cottage neat and clean for the next renter. Cleaning guidelines are provided. Our staff go in between renters to sanitize the kitchen and bath but the cottage should already be clean. When you reserve a cottage with us, you are agreeing to leave the cottage in the same condition as you found it. In the event that the cottage is not left in the condition found, additional cleaning fees will be deducted from the security deposit, as will any damages.brbrSMOKING: All of our cottages are non-smoking. Please smoke outside, keep ashtrays outdoors and smoke away from open doors and windows. Thank You.brbrPlease notify us immediately if anything is not in working order in your cottage.brbrPetsbrPets are allowed in some cottages for an additional fee with prior approval.
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Exceptional(35)

$683.08

/ Nightly
Private Vacation Home

Waterfront w/ views on Blackfish Creek!

Wellfleet, Massachusetts, United States

Summary:brbr13315 - Blackfish Lookout: Waterfront w/ views on Blackfish Creek!brbrbrbrThe Space:brbrEscape to the tranquil shores of Wellfleet and discover the ultimate coastal retreat at this charming two-story home. With picturesque views of Blackfish Creek and a location just minutes from Lecount Hollow Beach, this waterfront oasis promises an unforgettable vacation experience.brbrStep inside to find a welcoming interior. The spacious living area invites you to unwind with loved ones, while the well-equipped kitchen offers everything you need to whip up delicious meals during your stay. Dine al fresco on the deck overlooking the creek, where you can savor your culinary creations while soaking in the serene surroundings.brbrAfter a day of beachcombing and exploration, retreat to one of the three cozy bedrooms, each thoughtfully appointed for a restful night's sleep. Wake up refreshed and ready to start your day with a refreshing rinse in the outdoor shower, surrounded by the sights and sounds of nature.brbrFor those traveling with furry friends, this dog-friendly home welcomes four-legged guests with open arms, ensuring that every member of the family can enjoy a well-deserved getaway. Plus, with the Cape Cod Rail Trail just across route 6, outdoor enthusiasts can easily explore the scenic beauty of the area on foot or by bike.brbrIndulge your sweet tooth with a visit to PB Boulangerie Bistro, located just a short drive from your doorstep. Treat yourself to delectable pastries and gourmet treats before embarking on your next adventure along the Cape.brbrWhether you're seeking relaxation or adventure, this Wellfleet hideaway offers the perfect blend of coastal charm and convenience. Book your stay today and experience the magic of Cape Cod living firsthand.br brHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 6br-2 FloorsbrBedroomsbr-Total: 3br-2nd Floor Master Bedroom: 1 Queen Bedbr-1st Floor Bedroom #1: 1 Queen Bedbr-1st Floor Bedroom #2: 2 Twin BedsbrBathrooms:br-Total: 2br-1st Floor: Full bathroom w/ Showerbr-2nd Floor: Full bath w/ Tub and ShowerbrOther Amenitiesbr-Cable TVbr-WiFibr-Window A/C Units in Bedroomsbr-Washer/Dryerbr-Gas Grillbr-Outdoor Showerbr-Private Yardbr-Water Viewsbr-Waterfront on the Marsh (not swimmable)br-please note outdoor amenities are available seasonallybr-There is parking available for a maximum of 2 carsbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrbrbrbrThe Neighborhood:brbrBayside
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$825.2

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Private Vacation Home

New 2026 Modern Outer Cape Home with a Heated Indoor Pool

Wellfleet, Massachusetts, United States

Summary:brbr4,000 sq ft of luxurious living on a private 3-acre wooded lot, just minutes from Great Island, Duck Harbor Beach, and downtown Wellfleet!brbrbrbrThe Space:brbrWelcome to Griffins Island Hideaway, a true Outer Cape original set on a spectacular wooded 3-acre lot in Wellfleet. Featuring a heated indoor lap pool, this unforgettable vacation escape delivers a truly elevated Cape Cod experience. Designed by renowned architect Nathaniel Saltonstall, this mid-century modern retreat is all about light, scale, and that unmistakable Cape Cod blend of indoor comfort and summer-outdoor living. With soaring warm-wood ceilings, clean architectural lines, and walls of glass framing the surrounding landscape, the home feels both serene and inspiring, a place where your group can settle in, slow down, and truly exhale.brbrbrbrThe main living spaces are sprawling, designed for togetherness without ever feeling crowded. The living room invites slow mornings and late nights, offering abundant seating, tall windows, and an easy flow into the dining area for long meals and great conversation. An adjacent TV room provides a more intimate gathering space. The formal dining room is a showstopper, featuring a striking table that seats eight. The spacious eat-in kitchen is set up for real vacation cooking—from farmers market finds to lobster night or just a simple breakfast before heading out for the day. The kitchen island provides copious room to prep, serve, and linger, and the open layout keeps everyone connected whether you are cooking, setting the table, or simply keeping the chef company.brbrbrbrOne of the home’s most memorable features is the heated indoor lap pool, perfect for a morning swim, a mid-afternoon break from the sun, or a relaxing dip after a day exploring the Outer Cape. Overlooking the lush, grassy backyard, the pool connects seamlessly to the home’s many outdoor spaces. From the main living areas, sliding glass doors lead to a patio and expansive deck surrounded by woodlands, giving a peaceful treehouse feel. The outdoor area is perfectly equipped for summer living, with a grill for casual dinners, an outdoor dining table for meals beneath the stars, and an outdoor shower to rinse off sandy toes after a beach day. The screened porch is ideal for coffee, reading, or breezy evening drinks.brbrbrbrLocation is another standout feature. The sandy shores of Duck Harbor Beach are about one mile away, making it easy to slip out for morning walks, sunset skies, and classic Cape Cod Bay vistas. The panoramic, windswept trails of Great Island are moments away, offering rolling dunes, sun-dappled paths, and sweeping views of Wellfleet Harbor and the pier. Galleries, restaurants, local seafood markets, and endless Outer Cape adventures are just moments away. Book your stay today!brbrbrbr**This is not a pet friendly home - no exceptions.** brbr**Linens and bath towels are provided. Please remember to bring your own beach towels!**brbrbrbrLayout of Bedrooms & Bathrooms:brbrbrbrMain LevelbrbrBedroom #1 - King bedbrbrBedroom #2 - Queen bedbrbrBedroom #3 - Queen bedbrbrBedroom #4 - Two twin bedsbrbrMain LevelbrbrBedroom #1 - King bedbrbrBedroom #2 - Full bedbrbrBedroom #3 - Full bedbrbrBedroom #4 - Two twin bedsbrbrbrbrBathroom #1 - Full bathroom with a walk-in showerbrbrBathroom #2 - Full bathroom with a tub and showerbrbrBathroom #3 - Full bathroom with a walk-in showerbrbrBathroom #4 - Full bathroom with a walk-in showerbrbrbrbrLower LevelbrbrBathroom #5 - Full Bath with ShowerbrbrbrbrCommon Space brbrPull out sofabrbrbrbrOther Things to Note:brbr-
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Exceptional(2)

$1175.64

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Private Vacation Home

Family & Pet Getaway | Scenic Views |Cape Cod Home

Wellfleet, Massachusetts, United States

Experience the peaceful charm of Wellfleet in this colonial-style home featuring five spacious bedrooms and modern amenities. Nestled on a 0.65-acre lot, this lovely retreat offers stunning water views and is perfect for families or groups looking to unwind in a beautiful setting. With a well-equipped kitchen, cozy living areas, and proximity to local favorites, we've got you covered with everything you need for a relaxing stay on Cape Cod.brbr• Secluded Location in Stunning Natural Surroundingsbr• Scenic Water Views br• Charming Colonial-Style Home w/ Modern Appliances br• Shops & Restaurants Nearbybr• Ideal for Nature Lovers and Outdoor Enthusiastsbr• Featured on HGTV!brbrThis charming 3,288 sq. ft. outstanding home in Wellfleet offers a perfect blend of comfort and convenience, set amidst the natural beauty of Cape Cod.brMain Level br• Bedroom 1: queen-size bed, TVbr• Bathroom: walk-in shower, toiletriesbr• Living Area: sofa, TV, dining area, board games, stair lift (to upper level)br• Kitchen: fully equipped + pantry with laundry nookbr• Wraparound Deck: outdoor seatingbrUpper Level br• Master Bedroom: queen-size bed, desk, TV, scenic water view, balconybr• Bedroom 3: double bed, TV, scenic viewbr• Bedroom 4: two twin bedsbr• Shared Bathroom: glass walk-in shower, toiletries + half bath in the corridor br• Office/Lounge: TV, sofa, desk, Peloton BikebrLower Level - Walk-Out Suite br• Bedroom 5: queen-size bed, TV, deck accessbr• Ensuite Bathroom: shower, toiletriesbr• Lounge: sofa, deskbrbrLOCAL FAVORITESbrbrFood & Drinkbrbr• PB Boulangerie Bistro: A delightful French bakery offering fresh pastries and a cozy atmosphere - 2.5 mibr• PJ's Family Restaurant: Famous for fried seafood and ice cream, it's the perfect spot for a casual meal - 4.7 mi br• Beachcomber: A popular beachfront bar known for its lively atmosphere, seafood, and signature cocktails - 5 mibrbrOutdoor Activitiesbrbr• Cook's Brook Beach: Relax on the sandy shores of this tranquil beach, perfect for swimming, sunbathing, and enjoying Cape Cod's natural beauty -4.3 mibr• Wellfleet Bay Wildlife Sanctuary: Explore the natural beauty of Cape Cod with walking trails and birdwatching opportunities - 2.8 mibr• Great Island Trail: A scenic hike offering stunning coastal views and a glimpse into Cape Cod’s history - 8.1 mibrbrThings to Dobrbr• Nauset Lighthouse: Visit this iconic lighthouse for stunning coastal views and a glimpse into Cape Cod's maritime history - 5.7 mibr• Chequessett Yacht & Country Club: Enjoy a round of golf at this scenic club offering both golf and tennis in a picturesque setting - 6.8 mibr• Provincetown: Take a day trip to explore the vibrant art scene, charming shops, and historic sites of this iconic Cape Cod destination - 19.5 mibrbrOTHER THINGS TO NOTE:br• Pets: Up to 2 dogs allowed. $25 pet rent per petbr• Smoking: prohibitedbr• Parking: private driveway, accommodates up to 3 vehicles br• Security Cameras: A Ring camera is installed at the front door, overlooking the driveway, while another camera on the upstairs balcony faces the marshlands. These cameras are positioned to ensure privacy and do not monitor or record activities in any private areas.brbrPlease note that to provide host and guest liability and damage protection, you will receive a secure link upon booking to complete a virtual check-in through a guest portal. A pre-authorization of $500 will be held on your credit card 7 days ahead of check-in, through to check-out.br
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Exceptional(29)

$363.3

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Private Vacation Home

On the bay in Wellfleet - walk to water!

Wellfleet, Massachusetts, United States

Summary:brbr13309 - Victorian Dream: On the bay in Wellfleet - walk to water!brbrbrbrThe Space:brbrCharming Victorian home on the bay in Wellfleet - walk to water! Peeks of harbor! Renovated, eat-in kitchen with custom cabinetry and soap stone countertops with access to a full updated bath. Delightful, sun-drenched dining room with original painted hardwood floors. Expansive living room with fire place, exposed chimney and Large flat screen TV. Adorable screen room off the living area to enjoy an evening libation or a morning cup of coffee. Upstairs you will find three spacious bedrooms that offer all new bedding and decor with maintaining the same Victorian ambiance. Second floor also includes one more fully renovated bath. Outdoor space offers fenced in patio for dining, grilling and, of course, the heavenly experience of a fully enclosed outdoor shower. Victorian Dream is located in one of the quaintest neighborhoods of Wellfleet, within short distance to the most sought after beaches Cape Cod has to offer, and the historic downtown of Wellfleet - Packed with art galleries, restaurants, and local shops. Book this centrally located, antique charm before it's too late! brHome Details: br-Sleeps 7 br-2 Floors br-1st bedroom (master): 1 queen bed br-2nd bedroom: 1 queen bed br-3rd bedroom: 1 full and 1 twin bed br-Gas grill br-Private patio br-Cable TV br-WiFi br-Washer and dryer br-Walk to the water br-Sheets and Bath Towels Provided with Beds Made Upon Arrival br-Cleaned with Hospital Grade DisinfectantbrC0406833180brbrbrbrThe Neighborhood:brbrBayside
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Exceptional(11)

$790.84

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Private Vacation Home

Waterfront~Dog Friendly~ Lieutenant's Lodge

Wellfleet, Massachusetts, United States

Brought to you by the Heart of Cape Cod, Lieutenant Lodge is a soul-stirring escape on Wellfleet’s Lieutenant Island, where tide and time move slow. This 1927 bluff-top hunting lodge offers panoramic bay views, private beach access, and wraparound porches made for sunset toasts. Kayak through golden marshes, read on the sleeping porch, and wake to seabirds echoing across the flats. Open spring through fall, it’s a timeless haven to breathe deep and fall in love with the Cape all over again.brbrI respect the autonomy of my guests and can easily be reached by facetime, email, text, carrier pigeon, smoke signal, or yodeling. Communication with guests is important to us. Please be sure you have app notifications turned on for your phone as this will be our means of communicating with you before, during, and after your stay. Our digital guidebooks contain directions, instructions, and access information. It is your responsibility to review this information prior to arrival.brbrWe love our neighbors! The neighborhood is quiet, picturesque, peaceful, and surrounded by water and nature, perfect for beach walks, kayaking, and hiking.brbrThe door code access information is sent upon booking confirmation in the digital house manualbrbrBrought to you by the Heart of Cape Cod, Lieutenant Lodge is a rare and remarkable escape on Wellfleet’s Lieutenant Island—where tidal rhythms guide your day, bird calls echo through the salt marsh, and sunsets set the bay ablaze in color.brbrOriginally built in 1927 as a hunting lodge, this historic home now welcomes guests with rustic charm, coastal elegance, and front-row seats to one of the Cape’s most protected and peaceful landscapes. Cross the one-lane wooden bridge and enter a slower world, where winding causeways, sweeping marshes, and hidden beaches feel like a page from another time.brbrPerched on a bluff above the bay, the lodge offers panoramic views and direct access to Hidden Beach below. Each day unfolds with quiet wonder—coffee on the porch as herons glide across the tidal flats, a slow paddle through golden reeds, or simply sinking into a chair as the sky turns rose and amber. Inside, the home retains its original character with wood beams, vintage touches, and a lived-in warmth that invites you to unplug, unwind, and reconnect.brbrWhether you're basking in summer sun or wrapped in fall color, Lieutenant Lodge is a place to experience the Cape as it once was—and still is, if you know where to look.brbrSleeping Arrangementsbr• 1 King bed – upstairs master with stunning bay viewsbr• 3 Queen beds – one on main floor, two more tucked upstairsbr• 2 Twin daybeds – on the enclosed sleeping porch, perfect for reading, napping, or stargazing napsbrbrOutdoor Highlightsbr• Wraparound porch with bay views—perfect for morning coffee, sunset wine, or birdwatching with binoculars in handbr• Private path to beach—just steps to sand and gentle wavesbr• Gas grill and outdoor dining area for laid-back cookoutsbr• Lounge seating for watching the light shift across the skybr• Seasonal outdoor shower—refreshing after beach walks or kayak paddlesbr• Kayaks available for guest use at Hidden BeachbrbrIndoor Amenitiesbr• Fully equipped kitchen and spacious dining room for shared meals and storytellingbr• Cozy living room and open sleeping porch with vintage details and inviting seatingbr• Coffee bar with drip coffee maker, French press, kettle, regular and decaf coffee, and assorted teas—all complimentarybr• No WiFi by design—hotspots work well for those who need to connect, but the real connection happens offline (your data plans work fine)br• Washer and dryer for guest usebr• Bikes available to explore the island and beyondbrbrComfort & Essentialsbr• Mini-split air and heat throughout the homebr• Ceiling fans and screened windows to invite in the Cape Cod breezebr• One full bathroom on the main floor and one half bath upstairsbr• Luxurious linens, duvets, Turkish towel sets, and charcoal-infused bamboo washclothsbr• Complimentary eco-conscious bath amenities: sulfate-free shampoo, conditioner, and body wash with no phosphates or microbeadsbr• Award-winning custom house manual included with each stay, featuring handpicked local experiences and hidden gemsbrbrLocation Perksbr• Set on a bluff with sweeping views of Cape Cod Bay and ever-changing tidal marshes on the other sidebr• Located on protected Lieutenant Island, part of the Audubon’s Wellfleet Bay Wildlife Sanctuarybr• Unplugged, immersive setting—ideal for nature lovers, photographers, and anyone seeking quiet inspirationbr• Walking distance to Hidden Beach, Lt Island Beach, or simply your private beach right off your deck and a short drive to Wellfleet’s downtown, galleries, seafood shacks, and pondsbr• The island’s wooden bridge occasionally floods during extreme high tides (10+ feet)—a local quirk that invites you to pause, wait, and enjoy the view. Never drive through salt water—tide charts are provided to plan accordinglybrbrExtras Availablebr• Optional add-ons include Farm Fresh Eggs, Romance Packages, Beach Cabanas, Local Tours, and more—details sent after bookingbr• Dog-friendly for one well-behaved pup (must be over 1 year old) with a $100 pet fee. No cats, birds, ferrets, hamsters, chocolate Easter bunnies, or pet rocks—just one happy wooferbr• Minimum booking age: 25br• Professionally cleaned by a VRMA-award-winning company using detailed checklists and EPA/CDC-approved sanitizing protocolsbrbrBooking Notesbr• We understand that plans can shift and recommend travel insurance for peace of mind during your Cape Cod getawaybr• Airbnb Guest Fee Transparency – We believe in clear pricing. We only set two things: a fair nightly rate and a set cleaning fee (what our professional team charges to reset the home). Airbnb adds its own platform service fee on top of this and collects local taxes. These are not controlled or collected by usbrbrWhether you're a returning Cape visitor or discovering this place for the first time, Lieutenant Lodge offers something rare—a front-row seat to the wild, quiet, endlessly beautiful side of the Cape. It’s not just a stay. It’s a return to rhythm, history, and something deep in your bones that knows how to rest.brbrbrbrThere is no wifi - Guest must use their own data plans to create a wifi hotspotbrWifi hotspots can be rented from library for use during staybrTides are the rise and fall of ocean water levels that happen every day. They’re caused by the gravitational pull of the moon and the sun on Earth’s oceans. The moon’s pull is stronger because it’s closer, and it causes water to bulge out on the side of Earth facing the moon and also on the opposite side. brbrAs Earth rotates, different areas move into these bulges, which is why we get two high tides and two low tides each day. It’s like the ocean is following the moon’s lead in a giant, watery dance.brPlease check a tide chart for Wellfleet Harbor (in your guidebook) so that you can plan accordingly.
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$578.79

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Private Vacation Home

Private Location w/ Guest House!

Wellfleet, Massachusetts, United States

Summary:brbr13349 - Pine Valley: Private Location w/ Guest House!brbrbrbrThe Space:brbrHidden down a private dirt road in the heart of Wellfleet sits Pine Valley, a unique 3 bedroom home with separate 1 bedroom/1 bath guest house cottage. Perfect for a multiple family vacation, this property features a wrap-around deck, two outdoor showers, a jacuzzi tub in the master bedroom of the main house and a screened in porch on the guest house.brbrThis home is conveniently situated between the Atlantic Ocean and Cape Cod Bay which means the toughest choice of your vacation might be whether to spend your days in the sun on the bay at Mayo Beach (2.2 miles) or on the Atlantic Ocean at Cahoon Hollow Beach–home of the world famous Beachcomber restaurant and bar (2.7 miles). Long Pond is also nearby (1.1 miles) if you have small children or are just in the mood for some freshwater!brbrEntering Pine Valley you’ll find the kitchen, a half bathroom with washer/dryer, and open living and dining area with access through multiple slider doors to the wrap around deck. Upstairs is the Master bedroom with Queen bed and en-suite bathroom with shower and jacuzzi tub. There is also a bonus twin daybed and desk area on the second floor landing which is open to the lower level. brbrDownstairs there is a full bathroom and two bedrooms–one with two Twin size beds and one with a Queen size bed. The adjacent guest house has a living room, small kitchen and full bathroom on the first floor with a Queen size bedroom on the second floor.brbrOutside Pine Valley there is a wrap around deck with plenty of room to relax and grill with a nice view of the whole property. There is a separate second floor balcony as well on the main house which has a fantastic feeling of elevation and is elevated from the main deck for a bit of privacy. The guest house has a screened in porch with furniture and both buildings have an outdoor shower outside.brbrWellfleet is also home to a variety of excellent places to eat and drink. Head to the Wellfleet pier (1.6 miles) and take your pick between fresh Seafood from Mac’s on the Pier or enjoy a drink and some live music from the open air bar the Pearl.brbrIf you are looking for a multi-building private home with two outdoor showers and room for the whole family, look no further than Pine Valley!brbrHome Details:br-Sleeps 8br-3 Floorsbr-2nd Floor Master Bedroom: 1 Queen Bed w/ en suite Full Bathroom & Jacuzzi Tubbr-2nd Floor lofted area: 1 Twin Daybedbr-Ground Floor Bedroom #2: 1 Queen Bedbr-Ground Floor Bedroom #3: 2 Twin Bedbr-Guest House Bedroom: 1 Queen Bedbr-Main House: 2 Full Bathrooms & 1 Half Bathroombr-Guest House: 1 Full Bathroombr-Central AC via minisplitbr-WiFibr-Smart TVbr-Washer/Dryerbr-Gas Grill br-Fire Pit (gas)br-Wrap Around Deckbr-2 Outdoor Showersbr-Screened Porchbr-NO pets (fines remitted) br-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0418433180brbrbrbrThe Neighborhood:brbrOceanside
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Exceptional(10)

$433.27

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Private Vacation Home

Quaint quarters in South Wellfleet

Wellfleet, Massachusetts, United States

Enjoy this Quaint 5 bedroom, 1.5 bathroom home located in South Wellfleet. Situated on almost 3 acres there is plenty of room to enjoy the outdoors. The house has all the essentials to make your stay in Cape Cod one to remember. Linens are not included but there is a rental company nearby that can accommodate you.brThe spacebrTake a trip to Cape Cod and a trip back in time. A summer at grandma and grandpas house in Wellfleet. A home of many generations and a time capsule of nostalgia for all.brThis quaint 5 bedroom 1.5 bath home was built in 1810. A claw foot tub in the downstairs bathroom and an outdoor shower for your enjoyment. A hammock in the yard or chair on the deck is just the type of relaxation you didn't know you needed. Washer and dryer available. A small equipped kitchen no dishwasher. With a lot of great dining options on the cape not sure you will get a chance to use the kitchen but if you make a meal in, it can be enjoyed at the old dining room table seated upon antique chairs that have endured countless family meals for generations. Wi-fi and a smart T.V. in the living room if you want to stay in touch with the hustle and bustle of modern day life while sitting on some vintage furniture. There is one full bathroom (bath only, shower is outside.) and one bedroom downstairs with one full bed. Upstairs there are 4 bedrooms. The master bedroom with a king bed has a half bath and a small adjoining bedroom with a twin bed. The next room can be accessed from either the master or the second staircase. It has a king or two twins if separated and another twin in the corner of the room. The last bedroom has one twin bed and a beautiful view of the trees below.brThere is no central air conditioning but there are 3 portable air conditioners available.brThe yard is large and there is a field downhill from the driveway for family play. Centrally located on the cape, this getaway is 2.9 miles from the beachcomber, 3.6 miles from long pond, 2.9 miles from Downtown Wellfleet. The house is right off of route 6 but tucked away out of view from the road.brGuest accessbrGuests have access to the entire home except the attic. This room is on the 3rd floor and was never completed. It is currently used as a storage room.
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Exceptional(15)

$814.95

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Private Vacation Home

Unwind at Newcomb Hollow Beach!

Wellfleet, Massachusetts, United States

Summary:brbr13318 - Architect's Escape: Unwind at Newcomb Hollow Beach!brbrbrbrThe Space:brbrIndulge in modern serenity amidst timeless landscapes at the Architect’s Escape, a contemporary marvel nestled within the embrace of Cape Cod’s National Seashore. Perched on over 5 acres of hilltop seclusion, modern architecture harmonizes with pristine nature, offering a retreat from the bustle of everyday life. brAtop a tranquil hill, the property boasts unparalleled privacy, with no neighbors in sight for over 500 yards. The main structure, adorned with three sun-drenched decks and a screened second-floor porch, offers two spacious bedrooms and two bathrooms on the first floor. Ascend to the second floor, where the open-concept living space, complete with a smart TV, kitchen, and dining area, flows seamlessly into a four-season sun porch-turned-bedroom, ideal for lounging or accommodating extra guests.brbrFor those seeking additional seclusion, a studio cottage awaits, a mere 200 yards away. Rustic yet charming, this minimalist retreat features a queen bed, cozy reading nook, and outdoor shower, providing a private sanctuary for extended family or guests.brbrThe Architect’s Escape accommodates up to 9 guests, ensuring ample space for relaxation and rejuvenation. Venture beyond the confines of the estate and discover a tapestry of natural wonders, with picturesque ponds and ocean beaches just a short stroll away. From Gull Pond to Newcomb Hollow Beach, adventure awaits amidst the pristine landscapes of the National Seashore.brbrPlease note the serene seclusion of the Architect’s Escape is accessed via a quarter-mile packed dirt road, leading to a steep paved driveway. While 4x4 vehicles are not required, we recommend a cautious approach to navigating the terrain.brbrDelve into the rich history of the property, originally crafted in the 1950s by renowned architect Serge Chermayeff, a luminary of modernist design and friend to architectural legends Eero Saarinen and Marcel Breuer. As you ascend the stairs, take note of Chermayeff's masterful shingle mixed media piece, a testament to the enduring legacy of design and innovation.brbrbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 9brMain structure, 2 Livable Floors w/living area on Second Floor!brBedrooms:br-Total: 3br-1st bedroom: 1st floor, Kingbr-2nd bedroom: 1st floor, Queenbr-3rd bedroom: 2nd floor, twin and trundlebrBathrooms:br-Total: 2brSecond structure, one floorbrBedrooms:br-Total: 1br-4th bedroom: Queen bed & daybed in large studio style cottagebrBathroomsbrTotal: 0.5br-Half bath with outdoor showerbrOther Amenitiesbr-A/C split system in main house - floor unit in detached cottage br-TV smart TVbr-WIFI - not extremely fast (but sufficient) due to National Seashore location. Comcast not available. Hotspot only.br-Washer and Dryerbr-Outdoor Showerbr-Private hilltop wooded 5-acres+br-Propane Grillbr-In THE National Seashore; 5 min walk to all best ponds; 10 min trail walk to Newcomb Hollow Beachbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrbrbrbrThe Neighborhood:brbrOceanside
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$737.39

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Cottage

Charming Cottage secluded and minutes to Mayo Beach and Downtown Wellfleet

Wellfleet, Massachusetts, United States

Get ready to relax in this 2-bedroom cottage in Wellfleet. (This is a two level home with stairs.) Guests will find two cozy queen bedrooms perfect for a restful night. The cottage features two bathrooms, AC in every room. Step inside this enchanting retreat and enjoy a serene atmosphere that invites you to unwind. With its wonderful blend of comfort and charm, it’s easy to see why you’ll be able to relax and recharge at our place. It is set in the forest but a short walk to Mayo Beach and downtown. Lots of space around the house. We have a fire pit for small little s'more moments and Bocce for that mellow evening outback. There is space for two cars and places for the kids to run or the adults to just hang or a bit of all the above- including a lovely outdoor shower off the deck.brThe open first floor plan with all new appliances and loads of windows makes you feel like your in a tree house. All modern but lovingly decorated with charm and comfort and ease. Huge sofa and reclining leather chair makes looking out into the forest with the HVAC a beautiful thing after a hot day. There is a Sonos sound system for your music pleasure.brbrDownstairs are the 2 bedrooms, the larger with sliding doors leading out to the yard. The other has 3 large windows looking out to the forest. There is also a washer dryer on this level as well as storage for towels and extra linens. There is a small half bath on this floor. (This is a walkout floor onto the yard and the fire pit.) brbrThis is home is best suited for our small family or romantic get away. It's approx. 980 sq. feet but we use every bit. Our neighbors we love and respect and we expect our tenants to do the same. It's a great walk anywhere from our house. A very short drive or walk to the market and all beaches. It's really magical and we are happy to share this summer with our guests.brbrConveniently located, our home is only .4 miles from Mayo Beach and The Bookstore Restaurant, .4 miles to Powers Landing Beach, only .9 miles from the center of Wellfleet town, 1.8 miles from Great Island, .6 miles from Chequessett Yacht Club and Café, and 2.7 miles from Duck Harbor. Wellfleet is an “artsy” town with many galleries, shops and restaurants. Plus, it is an easy drive to Truro and Provincetown!brbrThings to KnowbrCheck-in time: 4:00 PM.brCheck-out time: 10:00 AM.brAll guests shall abide by the good neighbor pledge and will not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM.brNo smoking is permitted anywhere on the premises.brStreaming services available with guests’ own account(s).brbrLinen services are not provided but you can always call the Furries who provide all that for a very low fee.
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Exceptional(52)

$389.9

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Private Vacation Home

Wellfleet Woodlands Escape - Privacy in the Pines!

Wellfleet, Massachusetts, United States

We are a Sat to Sat rental from second week of June through Sept. 2026. Escape to the woods of North Wellfleet! At our home situated just shy of the Truro line and surrounded by protected Cape Cod National Seashore, you will find serenity and privacy in the pines. Our Woodlands Escape is the perfect property for a family or two couples with children vacationing together. We feature ample outdoor gathering spaces, beautiful local art, a dedicated basement sleeping and entertainment space for kids, as well as many household amenities to make traveling easy and enjoyable such as high speed Wifi, a fully stocked kitchen, air conditioning and beach supplies. We are 5 minutes drive to town, bayside beaches, and kettle ponds; 8 minute drive to oceanside beaches, and neighboring P-town is just 15 minute drive away. As a family we enjoy the leisurely 10-15 minute bike ride into Wellfleet town center for groceries, ice cream and shopping. brbrOur house features the beautiful artwork of the former owner, a local artist and art educator. Our property features a functioning artist live/work space for a year round artist, which is on site in the property's adjacent garage. You will likely hardly notice it, but when you rent with us, you directly support a vibrant local art community on the Outer Cape which is at risk due to the affordable housing shortage here. brbrWe are life long lovers of the Outer Cape. Thus we believe in stewardship of the land, support of local artists and businesses, and support of year round residents to keep Wellfleet and its surrounding communities special! We hope you will also embody these values during your stay with us. We can't wait to host you.
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Exceptional(99)

$399.4

/ Nightly
Private Vacation Home

Classic Cape Great Location! Dog Welcome!

Wellfleet, Massachusetts, United States

Summary:brbr13301 - The Oyster House: Classic Cape Great Location! Dog Welcome!brbrbrbrThe Space:brbrEscape to the idyllic charm of Wellfleet with a stay at the delightful Oyster House—a cheerful haven offering the quintessential Cape Cod experience. With a brand new central AC system installed in 2025!brbrThis inviting home provides the perfect base for your Wellfleet adventure. Enjoy leisurely strolls to downtown Wellfleet and Mayo Beach, where sun-drenched days await, filled with beach-combing, paddle boarding, and frolicking in the crystal-clear waters of the kettle ponds. Immerse yourself in nature as you explore the scenic trails of the Audubon, or meander along Main Street, soaking in the quaint charm of Wellfleet Harbor.brbrExperience the magic of Wellfleet's off-season with visits to Oysterfest and Holly Folly, or simply savor the serene beauty of Fall and Winter on the Cape. When hunger strikes, indulge in delectable dining options at local favorites like Mac’s Shack, The Pearl, and PJ’s Family Restaurant.brbrBack at the Oyster House, unwind in comfort with modern amenities including central AC, TV, complimentary sheets and towels, and WiFi. Whether you're seeking sunny summer adventures or cozy winter retreats, create cherished memories that will last a lifetime at the Oyster House—a true gem on the Cape.brbrPlease note the main entry door is a up a set of steps, however, you can use the patio door in the back if you would like to avoid steps to enter and exit once you have entered and unlocked the home through the main entry door. brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 4br-Single floorbrBedroomsbr-Total 2br-1st Floor Bedroom: 1 Queen bedbr-1st Floor Bedroom: 2 Twin bedsbrBathroomsbr-Total 1br-1st Floor: Full Bathroom w/ Shower/Tub combobrOther Amenitiesbr-Central ACbr-TVbr-WiFibr-Washer and dryerbr-Private yard with deck and patiobr-Gas grillbr-Outdoor showerbr-Fireplace NOT for guest use (fines remitted)br-please note outdoor amenities are seasonalbr-15 minute walk to the water and downtownbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for a maximum of 2 carsbr-C0416383180brbrbrbrThe Neighborhood:brbrBayside
Bed 2

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Bath 1

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