Vacation Rentals By Owner In Wellfleet, MA

Summary:brbr13356 - Bluefish Burrow: Private Pool and Close to Marconi Beach!brbrbrbrThe Space:brbrThe woods of Wellfleet are waiting for your next vacation. With your own private pool, access to the Cape Cod Rail Trail, a separate guest home and Marconi and Lecount Hollow Beach just a short bike ride away, you’ll be happy as a clam at the Bluefish Burrow. Pulling onto this secluded property, your eyes will gaze across the sprawling property, where both a main home and detached guest house welcome you to this sleeps 12 estate. Stepping up to the main home, you’ll walk over the covered front porch and enter this stunning two story home. You’ll immediately notice this home’s beautiful kitchen, with wooden countertops, center island, gorgeous painted wood floors and an elegant glass door pantry, as well as a dining table at the rear of the room. The home’s back deck is accessed off of the kitchen, where you can enjoy meals under the stars or afternoon drinks before heading to the beach. brbrBack inside, you will find endless entertainment options in the home’s living room, located towards the back of the home. The living room houses a large wall-mounted TV, board game options, a comfortable sectional and dining table awaiting mid-game drinks with chips and dip. Also located on the first floor is the home’s primary bedroom, a cozy room to the right of the front entryway, complete with king size bed and easy access to the home’s first bathroom. brbrHead upstairs via the beautiful main staircase, where the remaining two bedrooms preside. The second bedroom has a king bed and seating area, while the third and final bedroom has a bunk bed with trundle, as well as two additional twin beds. Straight ahead from the staircase is the second bathroom, with a large soaking tub and stand up shower.brbrStroll across the gorgeous yard to the home’s guest house, where you can escape the main household for a little extra privacy. Entering into this two story home, you’re greeted by a stylish living room with wood stove, wall-mounted TV and comfy couch.Natural light pours in from both the exterior doors and windows surrounding the living room and kitchen. The open-concept living room and kitchen is separated by a dining table, providing the perfect place to sit down for a mid-day meal. Cook up some grub while you overlook the backyard and the Cape Cod Rail Trail, watching bikers heading to more Cape adventures. Upstairs is a bedroom with a king size bed and a unique ceiling fan keeping you cool all summer long, as well as a full en suite bathroom.brbrThe allure of these homes aren’t constrained to the indoors. Enjoy all this home has to offer with a brand new swimming pool, a multi-tiered yard with plenty of room for your pup to run around, and easy access to the Cape Cod Rail Trail, one of the most beautiful bike trails in the country. Using the map shown, walk or bike to Lecount Hollow Beach and avoid any stress parking might bring! brbrOther amenities include a washer and dryer, numerous outdoor seating areas, a fire pit and an outdoor shower. Escape to the Outer Cape and spend your vacation like a true Wellfleetian, at the Bluefish Burrow. brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Signature Homebr-Sleeps 12br-Main House with Guest Housebr-3000 sq ft. Totalbr-Main House: 2 Floors (1st Floor + 2nd Floor)br-Guest House: 2 Floors (1st Floor + 2nd Floor)br-4 Bedrooms Totalbr-4.5 Bathrooms Totalbr-Bedroom #1: 1 King Bed, 1st Floorbr-Bedroom #2: 1 Full/Full Bunk Bed w/ Twin Trundle + 2 Twin Beds (2 Full Beds + 3 Twin Beds Total), 2nd Floorbr-Bedroom #3: 1 King Bed, 2nd Floorbr-Bedroom #4: 1 King Bed (Guest House), 2nd Floorbr-3.5 Bathroomsbr-Bathroom #1: Full Bath w/ Shower, 1st Floorbr-Bathroom #2: Full Bath w/ Jacuzzi Tub and Shower, 2nd Floorbr-Bathroom #3: Full Bath w/ Shower (Guest House), 2nd Floorbr-Bathroom #5: Half Bath (Guest House), 1st Floorbr-Fully Equipped Kitchenbr-A/C units in bedrooms br-Smart Lock/Self Check-Inbr-WiFibr-Smart TV w/ Cablebr-Washer/Dryer (1st floor)br-Patiobr-Deckbr-Gas Grillbr-Fire Pitbr-Outdoor Showerbr-Private Yardbr-Private Heated In-Ground Pool (Pool Open from Memorial Day to Labor Day - may be longer but not guaranteed)br-Abuts Cape Cod Bike Tailbr-Just a few minute bike ride to Marconi Beach and Lecount Hollow Beachbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0421903180brbrbrbrThe Neighborhood:brbrOceanside

Private Pool and Close to Marconi Beach!

Wellfleet, Massachusetts, United States

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Bath

Sleeps

$773.64

Enjoy the perfect balance of privacy and convenience at this charming three-bedroom, two-bath home tucked just off Wellfleet’s beloved Main Street and only a short stroll from the harbor. Surrounded by mature trees, gardens, and a peaceful private yard, this inviting property feels like a quiet retreat while still placing you close to local shops, galleries, restaurants, and the waterfront.brbrThe main level offers a warm and comfortable layout with a cozy living room, adjacent dining area, and a well-equipped kitchen with everything needed for easy vacation meals, including a stove, oven, microwave, refrigerator, and dishwasher. Just beyond the kitchen, step out onto the back deck with a gas grill and views of the lawn and flower beds, creating a lovely setting for morning coffee or unwinding after a day around town. The first floor also includes a spacious primary bedroom with a king bed, a full bath with tub and shower combination, and the convenience of a washer and dryer.brbrUpstairs, guests will find two additional bedrooms, one with a double bed and one with two twin beds, along with a second full bathroom. Window air conditioning units in each bedroom and one in the family room help keep the home comfortable during the warmer months.brbrOutside, the property’s private yard offers a peaceful place to relax, with sunlight filtering through the trees and an outdoor shower ready for rinsing off after the beach. Guests may occasionally notice the nearby caretaker in the area as part of the home’s attentive local oversight.brbrFrom this ideal location, it’s easy to enjoy the best of Wellfleet, whether that means browsing Main Street boutiques, dining at favorite local spots, or walking down to the harbor to take in the coastal scenery and salt air. Shorter getaways are welcome, with three-night minimum stays available for an added cleaning fee. Reservations of seven nights or longer include cleaning. Linens are not provided; guests may bring their own or rent them locally. Administrative fee and applicable taxes may apply.

Tucked Away Home Offering Privacy But Conveniently Close To Main St (2315)

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$576.34

Find serenity and isolation at this Wellfleet retreat the High Toss Hideaway. Located on a dead-end street, on an acre of manicured land, this is the perfect Cape Cod sanctuary. This beautifully appointed house features an open design, breathtaking two-story living room with fireplace, master suite with jacuzzi, two bedrooms upstairs along with a roomy loft space, bonus room on the first floor rear and two outside decks. A newly renovated cook's kitchen rounds out this home, while skylights galore give the home a bright sunny setting whether relaxing on the deck or reading on the couch. This home will satisfy your need to get away but is less than a mile walk to town with its wonderful shops and unique galleries, a little over a mile to the bay beaches and three miles to the ocean. The beach is calling. Come get away!

PROMOTION: June Week Reduced by 30%. Sun filled Home on Quiet Street. Sept open

Wellfleet, Massachusetts, United States

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Bath

Sleeps

$328.89

Wellfleet's historic 1825 Peake House in the heart of the village welcomes you. Newly renovated two-bedroom artist's apartment offers a fully equipped kitchen, original hardwood floors, a comfortable modern bathroom, and works from the art collection of Janet Doub Erickson.brbrSteps from restaurants, the town pier, & Mayo Beach. Close to Main Street. Perfect for active aesthetes who hate the hassle of driving. Ideal for kayakers & bikers. The best location in Wellfleet. We have two flats for rent in this house so if this one is booked on your date, please let us know as we may be able to accomodate you.brbrPeake House has a shared deck for outside dining. There's a coin-operated laundry in the basement. Guests may put their kayaks or paddle boards in on Duck Creek behind Peake House on the same property.

2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

Wellfleet, Massachusetts, United States

Bed

1

Bath

4

Sleeps

$351.89

***NEW TO RENTALS FOR 2026*** Escape to the charm and simplicity of seaside living at this cozy coastal cottage tucked away in a quaint cottage community in Wellfleet. Perfectly situated just moments from the breathtaking beaches of the Cape Cod National Seashore, this inviting retreat places you minutes to Main Street, Wellfleet Harbor, local dining, galleries, shopping, and all the timeless beauty of the Outer Cape.brbrThoughtfully designed for comfort and relaxation, the cottage offers a peaceful backyard. It is a perfect place to unwind after a day spent exploring sandy shores, tidal pools, and scenic bike trails. A spacious enclosed outdoor shower adds to the classic Cape Cod experience, letting you rinse away the salt and sand beneath the open sky. Driveway parking for two cars makes coming and going easy and convenient.brbrInside, the home features a warm and welcoming layout ideal for couples or small families. The two bedrooms are separated by the living space for added privacy, with one offering a queen bed and the other featuring two twin beds. A full bathroom with a shower provides everything needed for a comfortable stay. Added conveniences such as washer and dryer, central AC, and dish washer add to comfort of your next Cape Cod vacation. brbrThe full-size eat-in kitchen is perfect for preparing fresh seafood dinners and beach picnic lunches, while the cozy family room invites you to slow down and savor the relaxed pace of coastal life. Enjoy sunny breakfasts by the window, movie nights after long beach days, or quiet evenings curled up with a favorite book as the ocean breeze drifts through the cottage.brbrWhether you spend your days swimming at nearby ocean beaches, strolling through Wellfleet village, embracing the beauty of the National Seashore, or simply relaxing in the backyard under the stars, this charming cottage is the perfect home base for your Cape Cod escape.brbrAvailable for short getaways off season with an added cleaning fee. Avoid the cleaning fee by booking 7 or more consecutive nights. An administrative fee and applicable taxes may apply. Linens not provided. Guests may rent linens or bring their own.

Cottage

Cute Cottage Near Bay and Ocean Beaches(2436)

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$637.97

Close to Duck Pond, screen porch, deck, outdoor shower and ping-pongbrbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy, from the guest book REVIEWS and more! * * * * brbrThis comfortable, three-bedroom home, with plenty of indoor and outdoor living space, is on Wellfleet's ocean side--close to the Cape Cod Rail Trail and about a mile to Duck Pond. Cozy interior spaces and a roomy three-season porch and a large deck make this a wonderful place to relax and unwind on your Cape Cod vacation.brbrEnter an open living room with comfortable seating, electric fireplace and a flat screen TV with Roku (stream content with your own accounts) and WiFi. The living room opens to the dining area which has a slider to the lovely screen porch. The nicely-equipped, well-stocked galley kitchen has granite counter tops, stainless appliances and plenty of counter space for cooking. There is also a full bathroom with a tub/shower and a bedroom with a queen bed.brbrThe home's other two bedrooms are on the second floor. One of the bedrooms has a king bed. The other bedroom has a queen bed. There is a Jack & Jill bathroom (doors to each bedroom) with a tub/shower.brbrThis home has hardwood floors throughout the main living area and first floor bedroom, tile floors in the two bathrooms and carpeting in the second floor bedrooms. There are four window air conditioner units--one in the main living area and one in each of the bedrooms. Updated furnishings and decor, new living room furniture. All three bedrooms have blackout blinds. brbrUnfinished basement with washer/dryer and entertainment area with sofas, ping pong table, TV with DVD player, movies and games. brbrEnjoy the three-season porch with comfortable furniture, flat screen TV with Roku (stream content with your own account) and ceiling fan. A wonderful space for your morning coffee, a bestseller or a glass of wine in the evening. One door of the screen porch leads to a small deck with outdoor table and chairs (another great spot for coffee), the other door leads to a large, private back deck with lounge chairs, dining table and chairs, enclosed outdoor shower and gas grill. The yard has mature plantings and flowers and plenty of space for outdoor fun like a round of cornhole (equipment provided). brbrA/C: window units (4) in the living room and the three bedrooms. brbrThe home is about one mile to Duck Pond (about a 15-20 minute walk per Google Maps; a few parking spaces with town beach sticker)--one of the town's beloved freshwater ponds. Short drive to Wellfleet Center and Wellfleet Harbor for amazing restaurants, shops and galleries. Enjoy the Wellfleet's weekly farmers market, live entertainment at Wellfleet Preservation Hall and WHAT (Wellfleet Harbor Actors Theater), golfing at the Chequessett Yacht Club, and biking and walking on the Cape Cod Rail Trail. Visit some of the Cape's best beaches on the bay or ocean side of town. brbrOne mile (2 minute drive) to the 5-star award winning, Zagat rated PB's Boulangerie for delectable French pastries, baked goods, bread, sandwiches and more (take-out available). Head into Truro for wine tasting and local food truck fare at Truro Vineyards. Only a 20-minute ride to Provincetown for more restaurants and shops plus live shows, night clubs, whale watches, fishing charters and other fun on the water!brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee (no security deposit required); $195 cleaning fee; guest services fee; all applicable taxesbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* NO PETS ALLOWEDbr* OCCUPANCY: 6 (Adults and children)br* PARKING FOR 3 VEHICLESbr* Sheets and towels not provided, available to rent from local linen company, we are happy to provide informationbrbr+ + + + + + + + FROM THE GUEST BOOK (reviews from non-VRBO guests!) + + + + + + + + brbr+ This is our fourth year, we love the seclusion, comfort, ping pong table and the stocked kitchen. - MK, 08/2024brbr+ + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + brbr**** 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 WFON

Super Comfortable 3BD--Close to Duck Pond, A/C, Screen Porch, Outdoor Shower, Deck

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$618.13

Summary:brbrLa Maison ChequessettbrbrbrbrThe Space:brbrEnjoy the peaceful surroundings of this 2BR/2BA cottage, less than a mile from the heart of Wellfleet. Those who love the great outdoors will be right at home in the artist’s garden. Indoors, high ceilings and natural light complement an open-concept living space. Start your day with a morning hike along the Great Island Trail (1.5 miles), and wind down with sunset views at Mayo Beach (a half mile). Spend evenings at home dining on the deck, or try a local’s favorite fresh seafood restaurant within walking distance. ABOUT THE COTTAGE Hardwood floors line the open-concept living area, and lead into both bedrooms on the main level. Sink into seating for four around the 47” flat screen TV to enjoy a movie night on Netflix or the DVD player. Sliding glass doors connect to the deck with seating for four and a grill. The fully equipped kitchen provides an at-home option for any meal. Gather around the modern indoor dining table for breakfast, or take a seat at the island barstools for a midday snack. The master bedroom has a queen-size bed and ample room to unpack. A second bedroom down the hall has a full-size bed. On the main floor, the first bathroom includes a walk-in shower. Downstairs, the second bathroom features a tub/shower combination. Downstairs has a large space for the kids to play and hang out. Extras include a washer/dryer, free Wi-Fi, and parking spaces for two vehicles. There are AC units in each bedroom (window units). THE LOCATION A trip to the Cape is not complete without lazy days on the shore. Mayo Beach is just 1/2 mile away, and Power's Landing even less to launch your kayak. These are great spots to catch those magnificant Cape Cod Bay sunsets, too! Want to be active Take a surfing or sailing lesson with a local instructor at Marconi Beach on the Cape Cod Seashore. Explore the lively art scene in Wellfleet—catch a local show at the Harbor Stage Company, browse Herridge Books, and take home a unique souvenir from The Frying Pan Gallery. Find fresh seafood fare within walking distance. Sample the sushi at Mac’s Shack or the oysters at Moby Dick’s, both just over a mile away. Take a tour of the Highland Museum and Lighthouse, the oldest lighthouse in Massachusetts (7 miles). Walking tours go all the way to the top for an impressive view. For a change of scenery, take a drive to charming and eccentric Provincetown, just 20 minutes away.

Classic Cottage with Artist's Garden | Minutes to Mayo Beach, Power's Landing

Wellfleet, Massachusetts, United States

Bed

Bath

4

Sleeps

$376.11

Summary:brbrDrummer Cove GembrbrbrbrThe Space:brbrThe calm waters of Drummer Cove await down a short, scenic path through the trees from this sweet cottage in Wellfleet. Full of the classic charms of a Cape Cod summer, this is a place for gorgeous sunrises and sunsets, days spent at the beach, and afternoons of dining on the patio in the fresh ocean air. This single-story cottage is part of the Drummer Cove Condo Association, a quiet community that sits right on the cove in South Wellfleet. It's a wonderful location for exploring, with the Wellfleet Harbor Actors Theater (one mile), White Crest Beach (two miles), Marconi Beach (three miles), the town's famous drive-in (four miles), several kettle ponds, and a number of excellent restaurants and bars close by. Both bright and cozy, sunny and rustic, this cottage is a lovely blend of Cape Cod styles. Wake up each morning in a serene bedroom, fix yourself a cup of coffee in the well-equipped kitchen, and take a seat in the window-lined dining nook with a good book or newspaper for company. Whether you wander down to the cove or spend the day at the beach, you'll be greeted back at home by a patio, a picnic table, and chairs in the shade of mature trees. Back inside, cool off in window air conditioning, stream movies on the smart TV, and use the complimentary WiFi to make plans for tomorrow. bThings to Know/b Streaming services are available with guests' own account credentials. There is no washer/dryer. The pictured hammock does not belong to this homeowner. Check-in time: 4:00 PM. Check-out time: 10:00 AM. All guests shall abide byour good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises.

Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$572.72

Summary:brbrDunes EdgebrbrbrbrThe Space:brbrWelcome to this classic Patti Page Cape Cod cottage with private outdoor space and located directly across from a private portion of Mayo Beach! This oceanfront cottage offers a quaint and well-equipped escapade to experience a truly unforgettable vacation. The living room boasts colorful decor with two comfortable sofas and two armchairs near a wall-mounted flatscreen TV with cable and streaming services. You'll have a nice coffee station to treat yourself to a warm cup of coffee after coming back from the beach. The eat-in kitchen comes fully equipped with great appliances and cookware to prepare delicious meals and beach snacks. This retreat offers two dining tables, a six-person table in the kitchen and another six-person, but in a more secluded nook. Dunes Edge boasts a beachfront deck with an outdoor dining area with an umbrella, two beach chairs, and plenty of outdoor chairs. This is a great place to hang out and unwind in the outdoors while taking in the majestic views of the beach and ocean without moving from your rental. This home is not set up for children. It has not been child-proofed. And there is a space heater used in the bathroom.

Fresh Oceanfront Cottage w/Free WiFi, Private Beach Access, Deck, & Partial A/C

Wellfleet, Massachusetts, United States

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Bath

Sleeps

Select Dates for Price

Summary:brbrHatches Creek SanctuarybrbrbrbrThe Space:brbrTucked away on a wooded half-acre, this sparkling 3BR/2BA home is private enough to feel worlds away -- while still being steps from local shops, eateries, and the Cape Cod Rail Trail. Beautifully updated, your Wellfleet retreat features all-new furnishings and central air-conditioning. Indulge your inner chef in the well-equipped kitchen, or host a cookout on your sunny deck -- complete with a gas grill and ample room to dine alfresco. You’re a few minutes from the historic lighthouse at Nauset Light Beach, Sunken Meadow Beach on Cape Cod Bay, Cape Cod National Seashore, and Mass Audubon's Wellfleet Bay Wildlife Sanctuary. LIVING AREA Make yourself at home in the sunlit living area, configured with comfy seating, books and games, and a 38” TV. Converted into a game room, the garage features a pool table, air hockey table, and a mini-fridge. KITCHEN & DINING Whip up delicious dishes in the well-equipped kitchen, detailed with helpful gadgets and ample cookware. Sample appetizers at the kitchen bar for three, then sit down to a meal at the dining table for eight. BED & BATH This two-story home sleeps up to eight guests between three bedrooms -- each equipped with a ceiling fan for guest comfort. Comfort awaits in the master suite, appointed with a queen bed and a 32” smart TV. The master bathroom holds a tub/shower combination. The second bedroom includes a full-size bed and a twin-over-twin bunk bed, while the third bedroom has a full-size bed and two twin beds. The guest bathroom holds a tub/shower combination. OUTDOOR AREA & AMENITIES Nestled on a private and wooded half-acre, your Wellfleet retreat is perfect for picnics and outdoor games. Soak up the sun on your scenic back deck, featuring a gas grill and plenty of room to dine alfresco. In the evenings, kick back in the Adirondack chairs and share stories around the gas firepit. EXTRA PERKS & MORE DETAILS Complimentary Wi-Fi and a washer/dryer are provided. Driveway parking is available for two cars. Street parking is not permitted. The fireplace is not operational. Tax ID C1935655488 THE LOCATION You're steps from the 25-mile Cape Cod Rail Trail that runs from Dennis to Wellfleet. Bike or stroll past ponds and parks to experience Cape Cod at your own pace. Stop at Wellfleet Flea Market to find the perfect souvenir, or plan an evening at Wellfleet Drive-In -- both just across the road. Wellfleet’s Main Street is 5 miles away. Drive 6 minutes to the historic lighthouse at Nauset Light Beach or Sunken Meadow Beach on Cape Cod Bay -- home to must-see sunsets and great tidal pools for kids. Hike or paddle the Cape Cod National Seashore (2 miles), where you can explore 40 miles of sandy beach, marshes, and ponds. To admire the Cape’s wildlife, visit the Mass Audubon's Wellfleet Bay Sanctuary, less than a mile away.

Steps to Shops, Eateries & Bike Trail Updated Wellfleet Retreat near Beach

Wellfleet, Massachusetts, United States

Bed

Bath

8

Sleeps

$1476.99

Summary:brbrMarven WoodsbrbrbrbrThe Space:brbrOffering an incredible amount of space for a Cape Cod retreat, this upscale, three-story home is an extraordinary escape for two families or an extended family vacationing together. Not only can you walk to Wellfleet village and harbor - you'll be greeted back at home by an in-home sauna, and wonderful outdoor spaces among the trees. This sprawling home is located just up the road from the shores of Wellfleet Harbor, a little over a mile from the center of town. It's a prime spot for beach-goers, with Indian Neck Beach (on the harbor), Newcomb Hollow Beach (on the ocean), and White Crest Beach (on the ocean) all within three miles. The famed Wellfleet Cinemas - Cape Cod's only drive-in theater - is five miles south as well. Much of your summer will revolve around the property's patios and decks, which provide ample outdoor space for everything from morning coffee to afternoon barbecues. Ride your bikes home from the beach to rinse off in the outdoor shower, and get the gas grill going for a dinner of burgers and hot dogs. There are dining sets on both the upper and lower decks. The main part of the house is the perfect place to gather, offering a living room with three sofas, a smart TV. Adjoining this space are a beautiful kitchen with stainless steel appliances (including a gas stove), a dining room, and the deck just outside. But one of the special features of this home is the second complete living space in the other wing, where you'll find another kitchen, another dining area, a living room with a smart TV, and a deck. At night, there are six comfortable, air-conditioned bedrooms to choose from. On the ground floor, find a primary suite with its own sauna and direct access to the hot tub outside, as well as a connected bunk room with a TV. On the second floor, there's a larger primary suite with its own balcony and bathroom with a jetted tub and shower. The rest of the bedrooms can be separated off in the second, independent wing if you so choose. They include two more bedrooms on the second floor and one more bedroom on the third floor. Additional features of the house include two washers/dryers, high-speed WiFi, and a desk workspace in case you plan on getting some remote work done. bTHINGS TO KNOW/b The fireplaces are not operational

Expansive, dog-friendly home with sauna, decks & great location

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$573.79

Summary:brbrThe Saffron CottagebrbrbrbrThe Space:brbrThis newly renovated and expanded, sunny single-floor home is an absolute charmer! It is situated on a private ¾ of an acre lot bordering conservation land. Every square inch of this cottage including all major systems was completed in 2023. Enter through the saffron-colored front door and enjoy discovering the two bedrooms, a tiled bath with a glass-enclosed shower, and a bright, fully equipped kitchen with SS appliances, and quartz countertops. The dining room and main living area boast direct access to the deck and face toward the large backyard and conservation area. Some extra amenities include an HVAC system (heat and AC), an LG washer/dryer unit, a gas range (air fryer, convection, etc.), and a whole-house generator. Conveniently located, this 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! bThings to Know/b Check-in time: 4:00 PM. Check-out time: 10:00 AM. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises. Streaming services available with guests’ own account(s).

Conveniently located and renovated cottage with lovely views & chef's kitchen

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$605.35

Summary:brbrSerene Cape EscapebrbrbrbrThe Space:brbrWelcome to your charming Wellfleet retreat. The house sits atop a peaceful natural setting on a quiet and private road. The home is in close proximity to Wellfleet Town center and Pier, pristine ocean side beaches within Cape Cod National Seashore and beaches on the calmer waters of Cape Cod Bay. The Wellfleet freshwater kettle ponds are great alternatives to a day at the ocean beaches. The Wellfleet town center area offers many great restaurants for a variety of tastes, too many to mention by name. Across from Mayo beach Wellfleet offers basketball, pickle ball and tennis courts, skate park, and volleyball net with a great playground for the kids which hold scheduled activities are available (Jun – Sept). The home sits just moments away from the bike trail, MA Audubon Wildlife Sanctuary with 5 miles of walking trails, Wellfleet Drive-In Theatre, pubs, mom 'n pop shops, art galleries, and the endless natural beauty of the outer cape draw loyal vacationers. With 1450 square feet of cozy living space, this home features 3 comfortable bedrooms and 2 bathrooms. The open kitchen living room layout is perfect for relaxing and having conversation. Step outside to enjoy the outdoor deck, complete with a separate enclosed outdoor shower. The Florida room, located off the kitchen, is an ideal spot for lounging. bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

Quiet home with sunroom, deck, W/D, AC, & quick access to beach

Wellfleet, Massachusetts, United States

Bed

Bath

6

Sleeps

$768.93

Summary:brbrCoastal EscapebrbrbrbrThe Space:brbrWelcome to your perfect family getaway in scenic Wellfleet, MA! Tucked away in a quiet spot yet close to everything Cape Cod has to offer, this spacious and cheerful home is ideal for families or groups looking to unwind, reconnect, and explore the natural beauty of the Outer Cape. The main house features an open layout with three comfortable bedrooms, including a king bedroom on the main floor. Two additional bedrooms are located on the lower level, offering plenty of room for family or guests. The fully equipped kitchen makes it easy to gather for morning coffee or prepare meals after a day of adventure, while skylights in the living room create a bright, cozy setting to relax and spend time together. Kids and teens will love the separate bonus room, equipped with its own seating area, kitchenette with a mini fridge, microwave, and sink, a foosball table, and a half bathroom. Head upstairs via the spiral staircase to a cozy loft with three full beds — the perfect space for sleepovers or quiet downtime. Step outside and enjoy your morning coffee or evening cocktail on the deck, surrounded by trees and fresh coastal air. Fire up the gas grill for summer cookouts, or gather for a relaxed outdoor meal under the stars. The private yard offers a peaceful setting to unplug and take in the Cape Cod atmosphere. Located just minutes from beautiful beaches, scenic trails, and charming downtown Wellfleet, this home is perfectly situated for exploring the best of the Cape. Spend your days beachcombing, cycling the nearby Rail Trail, kayaking, or watching the sunset over Cape Cod Bay. Visit local antique shops, browse nearby galleries, or simply enjoy the serene natural surroundings right at home. Let the charm of Wellfleet and the comfort of this home welcome you into a Cape Cod vacation you'll want to return to year after year! bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

Peaceful Cape retreat with extra sleeping loft w/ 3 beds, foosball, deck & yard

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$681.76

Summary:brbrDrummer Cove RetreatbrbrbrbrThe Space:brbrBrilliantly bright, spacious, and updated - the interior of this home is a place of pure peace. Visit with your loved ones while enjoying the home's open-concept layout. Delicious dishes will be prepared with ease in the well-equipped kitchen and when mealtime rolls around, gather around one of the expansive dining tables for a feast. The kids will appreciate the home's additional seating room, perfect for their weekly morning cartoons, and you will love the home's stellar amenities such as partial air-conditioning, and a private washer/dryer. Outside, the perks only continue! Overlook dazzling tree-top and water views from the home's wrap-around balcony equipped with a grill, comfortable furniture, and a hammock. bThings to Know/b There is free parking for 3 car(s). Check in time: 4:00 p.m. Check out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m. No smoking is permitted anywhere on the premises.

Drummer Cove Retreat | House in Wellfleet

Wellfleet, Massachusetts, United States

Bed

Bath

8

Sleeps

$802.23

Summary:brbrTall PinesbrbrbrbrThe Space:brbrNestled in the pines of Wellfleet and close to the town center, you'll find this eclectic, Bohemian retreat. Located adjacent to the historic Chequessett Burial Ground and First Meeting House of 1723, this coastal home delights with its park-like setting. After a day at nearby Mayo Beach (and grab the beach umbrella and cooler bag to go to the beach with you), you can rinse off in the outdoor shower. A second living area complete with a bedroom, bathroom, and patio offers privacy. Entertaining in this well-equipped kitchen and a JBL portable speaker is a treat. End the evening on the spacious deck while gazing at the stars. The Baker Field Recreation Area with a playground, recreational courts, and picnic tables is a great nearby option for families. Two bedrooms on the main floor feature a queen bed in each. A third bedroom which has a king bed and a bathroom are located on the ground walk out level. bThings to Know/b Free parking for 3 car(s) allowed. Check in time: 4:00 p.m.. Check out time: 10:00 a.m.. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 9:00 am No smoking is permitted anywhere on the premises. The fireplace is not for use.

Tall Pines | House in Wellfleet

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$689.89

Summary:brbrWellfleet Harbor HideawaybrbrbrbrThe Space:brbrEnjoy the best of Cape living at this peaceful hideaway, located on more than a half-acre of pristine land. Perks of this idyllic retreat include a deck surrounded by a tranquil, woodsy scene and contemporary furnishings. Stroll down the neighborhood shortcut path to explore the restaurants, galleries, and boutiques at Wellfleet Center Historic District. Lounge by the calm waters at Mayo Beach or along the sandy shore at Marconi Beach. Visit Wellfleet Harbor or cycle along the 25-mile-long Cape Cod Rail Trail. The contemporary living area has comfortable seating and a TV, perfect for gathering together and unwinding. Your favorite recipes can be prepared in the spacious kitchen, featuring a full suite of appliances and helpful gadgets, then shared together in one of the two eating areas. Toward night, rest peacefully in one of the comfortable bedrooms - there are three, and the third has a twin-over-full bunk bed with toys and a dollhouse, perfect for children! Additional amenities include complimentary WiFi and a washer/dryer. Beach chairs and a Pack N’ Play are also provided. bTHINGS TO KNOW/b This two-story home is accessed via a flight of exterior stairs. There is a window air-conditioning unit in each of the three bedrooms. The fireplace is not operational.

Peaceful half-acre home near ocean, dining & shops and a fire pit

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$737.59

Summary:brbrSilver SpringbrbrbrbrThe Space:brbrExperience classic Cape Cod living at this beautifully renovated historic home, perfectly situated between the ocean and bay beaches in scenic Wellfleet. Set along a quiet sandy road and surrounded by woodland, this peaceful retreat offers the ideal balance of privacy, nature, and convenient access to the Cape’s most sought-after destinations. It's a great location and setup for beach-goers, with beach chairs, an umbrella, and life jackets provided for your days on the shore, and an outdoor shower (with hot water!) waiting to welcome you home from a day of exploration. You can easily walk or bike to some of the area’s most beloved attractions, including the iconic Wellfleet Drive-In Theater and the scenic Cape Cod Rail Trail, a paved bike path stretching miles through forests, salt marshes, and charming coastal towns. Nearby destinations include: Sunken Meadow Beach — less than 2 miles (calm waters, great for families), Marconi Beach — 4 miles (dramatic dunes and Atlantic surf), Wellfleet town center — 6 miles (galleries, restaurants, and shops), and several crystal-clear freshwater kettle ponds for swimming and paddling. Whether you're planning long beach days, scenic bike rides, or sunset walks along the coast, this location makes everything effortless. bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. The fireplace is not for use. The Amazon Fire TV Stick requires guests' own account credentials for streaming. Bedroom 3 is used as an office and has a desk and a futon. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

Private location, Gas Grill, A/C, Wi-Fi, Washer/Dryer

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$963.31

Now taking bookings for Summer 2026! brbrTreat your family to an unforgettable summer vacation at this 4-bedroom, 3.5-bath home with bay views and amazing sunsets! A short distance from bayside beaches and a quick drive to the ocean, the home offers a quiet and private stay in one of the Cape's best areas. The huge front deck overlooks Chipman Cove, where you can enjoy outdoor grilling/dining under the retractable shade awning. With 3 queen beds, and 2 twins plus a double futon, there's plenty of sleeping space. The primary bedroom suite has a full bathroom, and two other bedrooms each have an ensuite guest bath with a jack-and-jill style connecting shower room. The updated kitchen is fully equipped with everything you need. Spend your days exploring the beaches, cruising the Rail Trail, or wandering Wellfleet's charming Main Street. Cap off fun-filled days with dinner, drinks, and a breathtaking sunset.

Gorgeous 4BR/3BA Wellfleet Cove-view home with Amazing Sunsets and Bay Views

Wellfleet, Massachusetts, United States

4

Bed