Vacation Rentals By Owner In Wellfleet, MA

Walk to a beautiful, sandy beach in about 35 seconds.brNo roads to cross. Excellent swimming. brbrThe Main House at the Sea Shells' cottages in Wellfleet is a full-sized home, roomy for large families or groups.brOur quiet and beautiful beach - the Sea Shells' Cottages beach - is adjacent to the Cape Cod National Seashore. Our beach is about 300 feet wide and is shared with about 10 other owners.brGreat beach for swimming, kayaking, sailing, exploring, reading, writing, collecting sea shells and relaxing. brGentle waves, no riptides to worry about. Tidal - naturally clean - wonderful for small children.brAHHH the SEA!brbr5 ocean Kayaks/SUP boards are included in the rental. brNEW for 2026: brOutdoor shower. brMini-Split system for Air Conditioning.brIndividual room temperature controls.brbrEnjoy full water views from our south-facing, 2,000 square foot, Cape Cod-style, two-level no basement home. Lots of windows, sliders, and decks. Our kitchen has ample counter space, full sized appliances and a water view.brbrLOCATION. The Sea Shells' cottages. Wellfleet, Cape Cod. (The Outer Cape)brThe Sea Shells is a cluster of 'Olde Cape Cod' style cottages in a private beachfront location. 1 mile to the historic village of Wellfleet - restaurants, shops, fresh local seafood, organic produce, and art galleries. brbrFrom the beach at Main go LEFT and walk down the beach to Wellfleet Pier. At the Pier - go on a fishing excursion, rent a sailboat, order cooked lobsters for dinner at Mac' Seafood, get burgers, fried clams, ice cream at the walk up window and sit at picnic tables along Mayo beach. Dine at the Bookstore restaurant. In the evening, go to a show at Wellfleet Harbor Actor's Theater (W.H.A.T.) Wednesday night there's square dancing at the Pier.brbrWalk to a tot park playground with tennis courts, basketball, a frisbee field, swings, a toddler playground, and a skate board park. brbrFrom the beach at the Main House, go RIGHT. Experience peace and harmony as you walk along secluded beaches, and Cape Cod National Seashore, brto the mouth of the Herring River. brLess than 1 minute drive to Wellfleet's seaside Golf course. brbrSIZE. The Main House is NOT a cottage with small, adjacent bedrooms, thin walls, and pioneer quality beds. Our family vacation home is spacious for 1 family, can comfortably accommodate an extended family, 2 families, or groups of friends with privacy. Excellent for family reunions.brSLEEPING. 5 *bedrooms + 1 family room with futon convertibles and a door for privacy provides flexible sleeping arrangements. Two full bathrooms. brbrLIVING AREAS. The 1st floor Family Room has a TV, DVD, refrigerator, 3 sofas, a games table, books, games, puzzles and laundry. brbrThe 2nd floor Living Room has a smart TV with DVD player, stream Netflix, Amazon, Hulu, Apple...more. Books and games and views of the water. brbrThe Dining room table seats 8, can squeeze 12. brSeat 4 people at the kitchen island. brAll with water views. brbrRelax and dine on the front mahogany deck with a view of the sea and the sound of the waves. brPlay Ping Pong in the sandy area in back. There's a table, chairs, a rocking chair, beach items and toys. Wonderful place for kids.brbrCHILDREN. Wellfleet - the BEST place for young children on Cape Cod. Our beach is calm and the water is warm. No riptides to worry about. Kids love collecting shells and exploring the sea bottom at low tide. With 5 potential bedrooms and a separate family room, Main offers flexible sleeping arrangements. brbrOUR BEACH. Our bay beach has gentle, cleansing waves. Drive, walk, swim, or kayak to Great Island - a protected ecological treasure - part of the Cape Cod National Seashore.brbrAir Conditioning with individual room temperature control. brbr 5 Ocean Kayaks are included consisting of - br br 1 two-person sit on top ocean kayak,br 1 one-person sit on top ocean kayak,br 2 one-person hybrid kayak/SUP boards, and 1 SUP board. brExplore the National Seashore!brSIT-ON-TOPS - easy for ALL AGES - including YOU grandma!brIn calm water 7 people total can paddle to Great Island in about 20 minutes.brGreat Island is part of the Cape Cod National Seashore. brbrBeach your kayak and walk along miles of secluded beach. Welcome to Cape Cod National Seashore. Explore, listen to the piping plovers and terns, gulls and herons, the waves, relax... brThere's a walking trail upland - follow the signs to the Old Tavern site - from the 1700s! brbrAdventurous Continue kayaking along the edge of Great Island and try to reach Jeremy Point. Lotion up! It's submerged except at low tide. Return to Main with the wind and waves at your back. Enjoy a cold beverage and relay your tale of high sea adventure with enthusiasm and embellishment. brbrCollect shells, pretty stones, at night - watch the moonlight on the water, breath in the salty air, listen to the waves. Sleep will be restful. brbrBOOKING: Summer is Saturday to Saturday by the week only.brFlexible start and end dates are possible in Spring and Fall.brStays of less than a week are possible in Spring and Fall.brbrThanks for your interest in the Main House at the Sea Shells' cottages, in beautiful Wellfleet Cape Cod. br Main is the summer vacation home for our extended family. Maybe it will be for you and your loved ones. Please feel free to contact to me if you have a specific concern, question, comment or suggestion :-)brbrbrbrbrbrbrbrbrbrbrbr brKeywords: Family Vacation Home. Big Beach House, Beachfront getaway, kayaks included, SUP board, kayaking in Cape Cod National Seashore, beautiful, peaceful, great swimming, boating, sport fishing, sailing, waterfront, the Gut, beachfront, kayak to Great Island, collect sea shells, Cape Cod, Wellfleet, Outer Cape, explore..

Private Beach. Big Beach house. Kayaks. SUP boards.

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$656.13

Summary:brbr13381 - Lecount Lookout: Steps to Lecount Hollow Beach!brbrbrbrThe Space:brbrFeel the calm you’ve been craving on your Cape Cod escape. At Lecount Lookout, wake to the soothing rhythm of the Atlantic just steps from your door in this cozy, single-level, two-bedroom cottage in Wellfleet, MA. LeCount Hollow Beach’s iconic dunes and rolling surf are an easy, car-free stroll away.brbrThere’s nothing better than coming home after a sun-soaked day at the beach to a place that instantly helps you slow down. After a day of beach adventures, unwind as you catch up on your favorite shows on the smart TV while soft evening light filters through the windows, or settle into one of the comfortable bedrooms—one with a queen bed and the other with two twins—perfect for couples, friends, or families. The efficient kitchen has everything you need to prepare beach snacks or a relaxed meal at home. Every bedroom is bathed in soft natural light and features ceiling fans for added comfort. The cottage stays cool and inviting with a floor AC unit in the living room, perfectly complemented by the refreshing ocean breeze. A full bathroom comfortably serves all guests.brbrWhen it’s time to explore, Wellfleet’s best experiences are right at your fingertips. Rent bikes and hop on the famous Cape Cod Rail Trail just half a mile away, spend the day sunbathing at sandy Lecount Hollow Beach, or wander the dunes of nearby Cahoon Hollow—grab a drink or a bite at the legendary Beachcomber located above the dunes, browse local art galleries, or enjoy a movie night at the Wellfleet Drive-In Theater—the only drive-in on Cape Cod. When it's time to eat, savor fresh seafood at favorites like Moby Dick’s Restaurant or Van Rensselaer’s Restaurant & Raw Bar, and don’t miss PB Boulangerie & Bistro for a perfect coffee or pastry just minutes away.brbrBack at your retreat, rinse off the sand in the outdoor shower, breathe in the salty air, and ease into the evening. Cook marshmallows on the wood fire pit, enjoy an al fresco meal at the dining table in the sun-screened porch, or simply relax as the sky glows with classic Cape Cod sunsets. The backyard is a private sanctuary—ideal for morning coffee, sunset wine, and unhurried moments together. For added ease during longer stays, you'll have access to a convenient shared coin-operated laundry.brbrThoughtfully designed for a carefree stay, Lecount Lookout is your invitation to slow down, reconnect, and live by the tide. Your Cape Cod story begins here—book your seaside escape today.brbrHome Details:br-No Dogs (Fines remitted)br-Sleeps 4brBedroomsbr-Total 2br-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 2 Twin BedsbrBathroomsbr-Total 1br-1st Floor: Full Bathroom w/ ShowerbrOther Amenities br-Ceiling Fansbr-Floor AC unit in living roombr-WiFibr-Smart TV br-Streaming Servicebr-Indoor Fireplace (gas)br-Firepit (wood)br-Outdoor Showerbr-Shared coin-operated laundrybr-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 2 cars maximumbr-C0073553180

Steps to Lecount Hollow Beach!

Wellfleet, Massachusetts, United States

2

Bed

1

Bath

4

Sleeps

$567.03

This quintessential Cape Cod cottage is ony 125 feet to lovely Mayo Beach at Wellfleet Harbor!brbrYOUR VACATION IS OFF TO THE RIGHT START WITH SHEETS & TOWELS PROVIDED AND THE BEDS MADE!brbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * * brbrThis bright, single-story cottage is only steps to Mayo Beach and a short stroll to the town pier. brbrEnter the main living area with a living room with comfortable seating, a flat screen smart TV (stream your own content), decorative fireplace (not for tenant use) and a dining table with seating for six. Enjoy beautiful views of Wellfleet Harbor from the large front window. brbrJust off the living room is a nicely-equipped kitchen with electric range, refrigerator, microwave, Keurig and stacked washer/dryer. brbrThe cottage has three bedrooms--one has a queen bed and the other two bedrooms each have two twin beds. brbrThere is a bathroom with a stall shower. brbrAir-conditioning: There are four window air conditioners, one in the main living area and one in each of the three bedrooms.brbrEnjoy wonderful Wellfleet Harbor water views from the front yard. The shaded backyard offers respite from the sun. There is a dining table with chairs and an enclosed outdoor shower.brbrEnjoy true Cape Cod in this beloved area of Wellfleet. Mayo Beach is just across the street for swimming, sunbathing and beachcombing. Don't forget your kayak or paddleboard!brbrJust down Kendrick is the town's public recreation area with a playground, pickleball and tennis courts, a skate park, ballfield and summer entertainment. Some of the town's best restaurants are in this area and on the pier including the Bookstore Restaurant, Ceraldi, Pearl and Mac's on the Pier.brbr- 0.3 mi to Baker Field (10-min walk, 2-min-bike ride)br- 0.4 mi to the Bookstore Restaurant (10-min walk, 2-min bike ride)br- 0.5 mi to the Wellfleet Town Pier (11-min walk, 2-min bike ride)br- 1.1 mi to Wellfleet's Main Street, Uncle Tim's Bridge and the Wellfleet Public Library (about a 24-min walk, 6-min bike ride) brbrWalk down to the pier for the raw bar at the Bookstore Restaurant or fried clams and ice cream at Mac's on the Pier. Little over a mile to Main Street for more restaurants, great shops and galleries. Short drive to the best of Wellfleet including live theater at WHAT (Wellfleet Harbor Actors Theatre), 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 WIFIbr* SATURDAY TO SATURDAY RENTALbr*FOR STAYS LESS THAN 7 DAYS - A $350 CLEANING FEE WILL APPLYbr* NO SMOKINGbr* OCCUPANCY: 6 (Adults and children)br* PARKING FOR 2 VEHICLESbr* Sheets, bath towels and beach towels provided, beds madebrbr+ + + + + + + + FROM THE GUEST BOOK (reviews from non-VRBO guests!) + + + + + + + + brbr+ It was great and the location is perfect. - LB, 6/2025 brbr+ + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + +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 WLSWA

NEW LISTING! Wellfleet Harbor 3BD Cottage--Water Views, Steps to the Beach, A/C, Outdoor Shower

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$321.55

Summary:brbr13304 - Beachfront One: Across from Mayo Beach walk to downtown!brbrbrbrThe Space:brbrClassic Cape Cod charm awaits you in this sweet cottage on the water. brbrLocated directly across the street from Cape Cod Bay, its view will leave you breathless. Watch the boats sail by while enjoying your morning coffee in the living room, grill on the patio at night while taking in a magnificent sunset or take a short stroll down the street to enjoy some of Wellfleet’s most celebrated restaurants: The Pearl, The Bookstore Café, Ceraldi and Mac’s Shack. Venture just a bit further down the road and you’ll be in the center of downtown Wellfleet enjoying gallery walks and square-dancing nights on the Harbor. brbrOutfitted with everything you need to enjoy your stay, and comfortable for up to five people. Please note as the second bedroom is a twin over full bunk bed, this room is most comfortable for children. brbrHome Details:br-No Pets(Fines Remitted)br-Sleeps 5 (most comfortably 2 adults and 3 children)br-600 square feetbr-1 FloorbrBedroomsbr-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 1 Full Bed and 1 Twin Bed Bunk (Twin over Full Bunk Bed)brBathroomsbr-Total 1br-1st Floor: Full Bathroom w/ ShowerbrOther Amenitiesbr-Window A/C unitsbr-TVbr-WiFbr-Charcoal grillbr-Washer and dryer (only available Memorial Day to Labor Day and shared among 4 cottages)br-Outdoor shower (shared between all cottages)br-Steps to waterbr-Walk to downtownbr-Water viewsbr-NO dogsbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0413303180brbrbrbrThe Neighborhood:brbrBayside

Across from Mayo Beach walk to downtown!

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$448.08

Summary:brbr13305 - Beachfront Four: Across from Mayo beach walk to downtown!brbrbrbrThe Space:brbr50-feet to the water and directly across from Mayo beach, you'll walk to everything (beach, town, restaurants)! Classic Cape Cod charm awaits you in this sweet cottage on the water. Located directly across the street from Cape Cod Bay, its view will leave you breathless. Watch the boats sail by while enjoying your morning coffee in the living room, grill on the patio at night while taking in a magnificent sunset or take a short stroll down the street to enjoy some of Wellfleet’s most celebrated restaurants: The Pearl, The Bookstore Café, Ceraldi and Mac’s Shack. Venture just a bit further down the road and you’ll be in the center of downtown Wellfleet enjoying gallery walks and square-dancing nights on the Harbor. Outfitted with everything you need to enjoy your stay, and comfortable for up to five people. Home Details: br-Sleeps 4 br-1 Floor br-Master Bedroom: 1 Queen Bed br-Bedroom #2: 2 Twin Beds br-Window A/C br-Apple TV br-Cable TV br-WiFi br-Washer and dryer (only available Memorial Day to Labor Day and shared among 4 cottages) br-Propane grill br-Steps to water br-Walk to town and beach br-Water views br-NO dogs-Sheets and Bath Towels Provided with Beds Made Upon Arrival br-Cleaned with Hospital Grade DisinfectantbrC0413313180brbrbrbrThe Neighborhood:brbrBayside

Across from Mayo beach walk to downtown!

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$573.46

Walk to Duck Pond from this custom-built ranch-style home set on a large (1+ acre) wooded lot in beautiful Wellfleet. Located on a private road in a quiet residential neighborhood, the home is two lots away from Cape Cod National Seashore and a 10-minute walk to Duck Pond.brbrRelax in a spacious family room with vaulted ceiling and oversized custom windows, enhanced by the sunlight and surrounded by nature. Open a slider door to a two-level mahogany deck with built-in seating, gas grill, and an enclosed outdoor shower. On a sunny day, open a retractable awning for shade.brbrLiving room has comfortable seating and a flat screen TV. Basic cable and ultra-fast (1GB) WiFi are included with your stay.brbrRecently updated kitchen includes a microwave, electric range, dishwasher, refrigerator, toaster, and coffee maker. The kitchen is fully stocked with everything you need to prepare and serve a meal. Or, if you’d prefer, enjoy the many great restaurants available in the vicinity.brbrMaster bedroom features a king bed (two XL twins) and an ensuite bathroom with tub/shower. Two other bedrooms, one with full bed and the other with two twins, share a hall bathroom. Wide yellow pine floors throughout. AC in living room, family room, and master bedroom is complemented by ceiling fans in family room and living room. Washer/dryer in basement. Linens are provided, including bed sheets, bath towels, hand towels, wash cloths, bathmats, and kitchen towels. Also provided are beach towels and beach chairs.brbrCome and enjoy everything Wellfleet has to offer - fresh seafood (make sure you try the famed Wellfleet oysters), Cape Cod National Seashore, ocean and bay beaches, kettle ponds with crystal-clear water. Two beautiful golf courses and a winery are within a 15-minute drive. Also just a stone’s throw away is a recently-extended paved bike path.brbrNO SMOKING. NO PETS ALLOWED.brbrAdditional Information:brYou can walk to Duck Pond! It's a 7-minute (or 12-minute) walk through Cape Cod National Seashore, depending on the path you take. Duck Pond is a locals' favorite, less known to tourists and less crowded than other, larger kettle ponds.brbrIf you are headed to ocean-side beaches (Cahoon Hollow, White Crest) or other kettle ponds (Great Pond, Gull's Pond), you will get there in 5-10 min via side roads, avoiding Route 6 traffic!brbrWellfleet Center and Wellfleet Harbor are a short (5-10 min) drive away.

Wellfleet Oceanside, Walk to Duck Pond

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$1034.42

Summary:brbr13319 - The Sandbox: Family Compound walk to Downtown!brbrbrbrThe Space:brbrWhen going on vacation, you want to bring the whole family with as many friends as possible. With three separate dwellings sleeping 14 folks, don’t leave anyone behind this trip. It’s time to play in The Sandbox! Upon arriving at this stunning compound, your first decision is which building to explore. New for 2023, each building has a mini-split AC system to keep everyone cool and comfortable. Entering the main house, you walk into the home’s beautiful kitchen, complete with center island with breakfast bar, plenty of counter space, and built-in dining nook. Passing under the arched brick doorway, your jaw will drop when you enter the incredible centerpiece of the main house: the great room that combines a formal dining room, living room, and game room under its exposed wood beams and vaulted ceilings. brbrUpstairs, the main home’s sleeping arrangements can be found, with three separate bedrooms to choose from. Two of the three bedrooms house comfortable queen size beds, while the final bedroom is perfect for the kiddos to crash with the twin bunk bed and fun colors adorning the walls. brbrJust off of the main house, a breathtaking guest studio is a great space to gain a little extra privacy on your vacation, while sacrificing absolutely none of the luxury. With towering ceilings, this studio feels like anything but the typical New York studio apartments you may picture upon hearing “guest studio.” A full kitchen means you can even cook in privacy and comfort, while natural light floods in from skylights, the large glass doors and windows throughout. Finally, a queen size bed awaits your night of slumber. brbrLast and not certainly not least, a final guest house completes the dwellings on this family compound. Giving the rustic Cape Cod experience, this guest house has three bedrooms and one bathroom. brbrThe outdoors of this property are sure to be utilized throughout the vacation. The main home has a screened in porch and patio with outdoor dining options, perfect for a summer night meal. Or, enjoy yard games and have ample space for your four-legged friend to run around, all while enjoying the privacy Wellfleet brings. brbrOther amenities include a washer and dryer (located in the main house), and a charcoal grill. Don’t leave anyone behind on your next vacation, pup included, it’s time to live like a kid again and go play at the Sandbox!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 14br-3 Dwelling Compound (Main House, Guest Studio, Guest House)br-Mini-Split AC Systembr-Main House: 2 Floors (1st Floor + 2nd Floor)br-Guest Studio: Single Floorbr-Guest House: Single Floorbr7 Bedrooms Totalbr-Main Housebr-Bedroom #1: 1 Queen Bed, 2nd floorbr-Bedroom #2: 1 Queen Bed, 2nd floorbr-Bedroom #3: 1 Twin Bunk Bed, w/twin trundle, 2nd floorbr-Guest Studiobr-Bedroom #4: 1 Queen Bedbr-Guest Housebr-Bedroom #5: 2 Twin Bedsbr-Bedroom #6: 1 Twin Bedbr-Bedroom #7: 1 Queen Bedbr5 Bathrooms Totalbr-Main House br-Bathroom #1: Full Bathroom with Shower, 1st Floorbr-Bathroom #2: Full Bathroom with Shower, 1st Floorbr-Bathroom #3: Full Bathroom with Shower, 2nd Floorbr-Guest Studiobr-Bathroom #4: Full Bathroom with Showerbr-Guest Housebr-Bathroom # 5: Full Bathroom with Tub/ Shower Combobr-Smart TV with Streamingbr-Washer and Dryer (Main House)br-Smart Lock/Self Check-Inbr-WiFibr-Ping Pong Tablebr-Private Yardbr-Charcoal Grillbr-Quick Walk into Wellfleet Village and Town Pierbr-5 Minute Drive to Ocean Beachesbr-2 Minute Drive to Long Pondbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0402243180brbrbrbrThe Neighborhood:brbrBayside

Family Compound walk to Downtown!

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$952.24

Summary:brbr13376 - Wellfleet Cove: Modern Wellfleet Retreat 2 mi to Beach!brbrbrbrThe Space:brbrExperience the perfect fusion of sleek modern design and Cape Cod’s natural beauty at this stunning Wellfleet retreat. Thoughtfully designed with expansive decks, stone patios, and a sun porch, this home invites you to savor every golden hour outdoors. Start your mornings with coffee on the terrace, then set out to explore—ride the bike trail, dip into the cool freshwater of Long Pond, or bask on the sands of Cahoon Hollow Beach just two miles away.brbrInside, central AC ensures year-round comfort, while light-filled living spaces blend seamlessly with the outdoors. The main level’s open-concept design is ideal for gathering, and the ground-floor family room—complete with a game table—promises endless entertainment. Upstairs, an office lounge provides a quiet nook for work or relaxation. brbrRinse off in the outdoor shower before heading to The Beachcomber for a lively night of music and ocean views, or indulge in fresh seafood in Downtown Wellfleet just a mile away. Don't want to travel far Walk to the bottom of the street for a meal at PJ's. Start your morning with a treat from PB’s Boulangerie. Whether you’re seeking sun-soaked adventure or tranquil moments on the deck, this home delivers the ultimate Wellfleet experience.brbrYour modern coastal escape awaits—book now and start making memories!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8brBedroomsbr-Total 4br-Ground Floor Sleeping Area: 1 Queen Murphy Bedbr-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: 1 King Bed w/ Ensuite Showerbr-2nd Floor Bedroom: 1 King Bed w/ Ensuite ShowerbrBathroomsbr-Total 4br-Ground Floor: Full Bath w/ Showerbr-1st Floor: Full Bath w/ Tub/Showerbr-1st Floor: Full Bath w/ Shower (Ensuite)br-2nd Floor: Full Bath w/ Shower (Ensuite)brOther Amenities br-Central AC via Mini-Splitsbr-WiFibr-Smart TVbr-Streaming Servicebr-Washer/Dryer br-Propane Grillbr-Outdoor Showerbr-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 4 cars maximumbr-CERT# C0304883180br

Modern Wellfleet Retreat 2 mi to Beach!

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$1005.54

Summary:brbr13375 - Ocean Crest: Coastal Luxury Near Wellfleet's Best BeachesbrbrbrbrThe Space:brbrSet in the heart of Wellfleet, this stunning modern retreat invites you to experience Cape Cod like never before. With sleek architecture, expansive hardscaping, and multiple decks—including a rooftop perch for sun-soaked lounging—this five-bedroom, six-bathroom haven offers the perfect blend of relaxation and adventure.brbrStart your morning with a coffee on the patio, the salty breeze hinting at the day ahead. Ride the nearby bike trail to discover hidden corners of Wellfleet, or head just a mile away to the legendary Beachcomber for live music and a cold drink after a sun-drenched afternoon at Cahoon Hollow Beach. Prefer freshwater Long Pond’s serene swimming beach is just a mile away.brbrBack home, the family room with a wet bar sets the stage for lively gatherings, while the outdoor ping pong table invites some friendly competition. After a day of exploration, rinse off in the outdoor shower before unwinding in the master suite’s spa-like bathroom, complete with a walk-in shower and a freestanding soaking tub.brbrDine al fresco on the patio, or walk to PJ's just at the bottom of the road. Savor warm pastries from PB’s Boulangerie on you way to one of the nearby beaches. Then, as the stars emerge over Wellfleet, retreat to the rooftop deck for a quiet moment of coastal serenity. This home features an elevator for your convenience that makes stops on all floors of the home.brbrAt a true sanctuary with easy access to National Seashore beaches just 2 miles away, trails, and downtown Wellfleet eclectic charm just 1 mile away—book your stay today and make Cape Cod memories that last a lifetime!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 10brBedroomsbr-Total 5br-Ground Floor: King Bedbr-Ground Floor: Queen Bedbr-Ground Floor: Queen Bedbr-2nd Floor: King Bedbr-Garage Apartment (2nd Floor): Full BedbrBathroomsbr-Total 4 Full, 2 Halfbr-Ground Floor: Full bath w/ Showerbr-Ground Floor: Full bath w/ Shower + Tubbr-1st Floor: Full bath w/ Showerbr-1st Floor: ½ Bathbr-1st Floor: ½ Bathbr-2nd Floor: Full bath w/ ShowerbrOther Amenities br-Central AC via Mini-Split Systembr-WiFibr-Smart TVbr-Streaming Servicebr-Washer/Dryer br-Propane Grillbr-Fire pitbr-Outdoor Showerbr-Outdoor Ping Pong Tablebr-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 3 cars maximumbr-CERT# C0531953180

Coastal Luxury Near Wellfleet's Best Beaches

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$241.66

Enjoy the proximity of everything the charming town of Wellfleet has to offer! Perched on the top of a hill, this sweet newly-renovated private cottage overlooks a lovely garden. Walk down the hill (.1 miles) to Mac's Shack, 1.1 miles to Mayo Beach, and .4 miles to the ever essential Wellfleet Market (and the other shops) in this seaside village. It's just 3.5 miles to the breathtaking ocean beaches. brbrStep into this private cozy cottage to the living area. A pretty daybed graces this room, lots of windows! The full kitchen is steps away, all open area, brand new appliances. There is an area for dining, three chairs. Recessed lighting. Upstairs is the bedroom with the queen bed and newly renovated bathroom, vaulted ceilings, very cozy! This sweet cottage is the perfect getaway. Close to town, a highly desirable location, yet is quiet and private. brbrSmall dogs considered for a $100 fee.brNon-refundable $250.00 fee (includes administrative fee and damage waiver assurance) plus applicable state and local taxes. Bring your own linens and towels.

Private Cottage Close to Town CS0047

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$559.24

Escape to comfort in this recently renovated rental home, perfectly nestled in the pine trees of Wellfleet for your next getaway.brbrStep into the spacious living area where modern amenities and stylish decor await. The main floor features a welcoming bedroom and a convenient bathroom, ideal for guests seeking easy access. Upstairs, two additional bedrooms offer plush accommodations, complemented by a loft space perfect for extra sleeping arrangements.brbrEntertain or unwind on the expansive deck, complete with both lounging and dining furniture for al fresco meals or simply soaking up the sun. An outdoor shower provides a refreshing way to rinse off after a day at nearby Dyer Pond, just minutes away.brGather with loved ones in the patio area, designed for cozy evenings of casual outdoor gatherings. Inside, each bedroom and the living space are equipped with mini splits, ensuring personalized comfort throughout your stay.brbrFor added convenience, a clean basement houses a washer and dryer, making laundry chores a breeze. Parking is never an issue with a driveway accommodating up to three cars. Dogs are considered with an additional $200 per dog per week pet fee.brbrWhether you're seeking relaxation or adventure, this home offers the perfect blend of serenity and accessibility. Don't miss the opportunity to experience coastal living at its finest—book your stay today and make unforgettable memories in this luxurious rental home! BOOK NOW! An administrative fee and applicable taxes may apply. Linens not provided. Guests may rent linens or bring their own.

Renovated Wellfleet Retreat: Comfort Amidst Pine Trees (2384)

Wellfleet, Massachusetts, United States

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Bath

Sleeps

$2549.29

Welcome to the Joshua Hamblen House —a rare opportunity to stay at one of Wellfleet’s most historically significant properties, offered for rent for the first time after centuries of private family ownership. Lovingly restored, fully renovated and expanded in 2025, the home was thoughtfully reimagined to preserve its 17th- and 18th-century origins while showcasing high-end finishes and contemporary conveniences throughout. Nestled on a sweeping private estate with acres of open space, this remarkable property offers a sense of seclusion and elegance rarely found on Cape Cod.brbrIdeally located less than a mile from Wellfleet Harbor and the vibrant town center—home to charming shops, renowned art galleries and award winning restaurants —this private haven offers peace and space, all within easy reach of the Cape’s finest attractions. The property also backs directly onto the 7th hole of the Chequessett Club, a hidden gem tucked away on Wellfleet Harbor that offers golf, tennis, and sailing in a spectacular seaside setting.brbrAs you step through the front door of this luxury Cape Cod retreat, you're immediately greeted by an expansive great room, where original 18th century exposed wood beams stretch across the vaulted ceiling, adding rustic character and architectural charm to the elegant space. Sunlight pours through large windows, illuminating the open layout that flows effortlessly from the sophisticated living areas to the inviting dining space and gourmet kitchen. With cozy, coastal-inspired furnishings and a warm fireplace as the centerpiece, this space is perfect for intimate gatherings, family game nights, or relaxing after a day at the beach.brbrThe spacious and open plan chef’s kitchen is the epitome of elegance and functionality, featuring brand new top-of-the-line Fisher Paykel appliances, a wine refrigerator, double ovens, dual refrigerators, crisp white cabinetry and sleek countertops. At the heart of the space stands an expansive center island - perfect for entertaining, casual dining, or prepping gourmet meals. With ample seating, integrated storage, and sophisticated finishes, every detail of this kitchen was thoughtfully designed for comfort, style and convenience. brbrJust off the kitchen, a bright and airy sunroom invites you to relax with morning coffee or unwind as the sun sets. Step outside to discover three thoughtfully positioned decks—perfect for al fresco dining, lounging with a book, or simply enjoying panoramic views of the surrounding landscape. Whether you're seeking quiet moments or vibrant gatherings, this home offers a seamless blend of indoor comfort and outdoor charm, perfectly capturing the essence of relaxed coastal living. brbrWith seven bedrooms, including four en suite retreats and a newly completed ground floor bunk room sleeping 4 additional guests, the home offers plenty of space for large families or groups. Each bedroom is outfitted with brand-new luxury beds, high-end mattresses, and premium linens— ensuring restful nights in serene, light-filled surroundings.brbrWhether you're planning a multi-family gathering, a relaxing escape, a wedding party or a memorable summer vacation, the Joshua Hamblen House provides space, privacy, and refinement to make every gathering feel special. At this unique Wellfleet estate, history and modern luxury live side by side—creating an unforgettable backdrop for your Cape Cod escape.

New Bunk Room Summer 2026! Luxury Meets History: Wellfleet’s Iconic 7BR Estate

Wellfleet, Massachusetts, United States

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$578.31

Welcome to Sea Clam, a charming 3-bedroom cottage-style unit in the desirable Sea Shell Condominiums, located directly on the bay beach in Wellfleet’s scenic Chequessett Neck area. With unbeatable ocean views and a spacious, sun-drenched deck, this cottage offers a classic Cape Cod experience just minutes from the village.brbrEnjoy morning coffee or evening meals on the large private deck overlooking the water—perfect for outdoor entertaining or quiet relaxation. Inside, the cottage features a cozy living space with comfortable furnishings, cable TV, stereo, and WiFi. The full kitchen is equipped with all the essentials, including a microwave, coffee maker, toaster, and blender.brbrThe location places you close to everything that makes Wellfleet special: local art galleries, the town marina and harbor, casual and fine dining, tennis and basketball courts, a playground, and the beloved Wellfleet Harbor Actors Theater. Just a short drive away, you’ll also find the bike path, scenic nature trails, and kettle ponds for fresh water swims.brbrShort stays are available with an added cleaning fee, or save by booking 7 or more consecutive nights with no cleaning fee. brAn administrative fee and applicable taxes may apply. Linens are not provided—guests may bring their own or rent. This property does not have air conditioning.

Waterfront Wellfleet Charm With Amazing Views (2200)

Wellfleet, Massachusetts, United States

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Bath

Sleeps

$327.56

Summary:brbr13355 - The Salty Starfish: Private Association Pool Great Location!brbrbrbrThe Space:brbrNestled off of Rt. 6 in Wellfleet, this home is conveniently located to all the Outer Cape has to offer. You’ll be sure to rest up and relax this vacation at the Salty Starfish. brEnter this quintessential Cape home into the open concept living room, dining room, and kitchen. The TV room is a great spot to watch your favorite shows and unwind after a summer day out and about. brbrStep outside, take a seat and enjoy a meal outdoors at the outdoor dining table, or spend time on the private lawn playing yard games and enjoying the summer sun. There’s even a private association pool for you to splash around, just steps away from your vacation home.brbrWhen it’s time to call it a night, warm colors invite you into the home’s two bedrooms, the primary bedroom housing a queen bed, with the other being home to two twin beds. brOther amenities include a propane grill, and an outdoor shower. Nearby you’ll find the shared association laundry space, available for your use, however it is not managed directly by Del Mar Vacations. We’re happy to reach out to the association's manager with any questions around the laundry facility or the association pool.brbrLocated centrally between Provincetown and Hyannis, it doesn’t matter what part of the Cape you want to explore. See it all and enjoy your stay at the Salty Starfish. brbrHave a larger party Check out our home across the way, 13345 The Sunny Starfish!brbrHome Details:br-Sleeps 4br-Single Floorbr-2 Bedrooms / 1 Bathroombr-Bedroom #1: 1 Queen Bedbr-Bedroom #2: 2 Twin Bedsbr-Bathroom: Full Bath w/ Showerbr-Fully Equipped Kitchenbr-Window A/C Units in Bedroomsbr-WiFibr-Cable TVbr-Access to Community Laundry Machinesbr-Deck w/ Furniturebr-Propane Grillbr-Outdoor Showerbr-Parking for 2 Carsbr-NO Pets (fines remitted)br-Adjacent to Private Association Unheated Pool - Pool is Open Beginning Last Week of June & Closes on Labor Daybr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0409363180brbrbrbrThe Neighborhood:brbrGeneral

Private Association Pool Great Location!

Wellfleet, Massachusetts, United States

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Sleeps

$580.62

Summary:brbr13354 - A Fleeting Moment: Private Downtown Wellfleet Location!brbrbrbrThe Space:brbrLooking for a private location in the heart of Wellfleet with enough room for everyone Well look no further! This newly furnished five bedroom vacation home, situated in a private wooded area just off of Main St in downtown Wellfleet, offers the ideal balance between privacy, convenience, and space. You will be just a short walk from many of the amazing restaurants, galleries, shops, and other attractions that downtown Wellfleet is famous for. Places such as Winslow’s Tavern, Wellfleet Marketplace, Gaa Gallery, Uncle Tim’s Bridge, and the amazing Wellfleet Farmers Market are all within a five minute walk from the property, and the Wellfleet Town Pier and Mayo Beach are within a mile. br br The property is tucked away at the end of a dead-end street adjacent to Squires Pond and surrounded by woods for ultimate privacy. There is plenty of yard space to run around with the kids, get some yard games going, or play a few rounds of fetch with the family dog (additional fee required). Enter our large, white five bedroom colonial house to find a spacious and clean interior, full of character. The home sleeps eight guests very comfortably, has clearly been cared for, and with the addition of many new furnishings in 2022, you and your guests are sure to feel right at home. brbrThe first floor features a living area with a new sectional couch and armchairs surrounding a brick fireplace (not for guest use) and flat screen smart TV equipped with live TV via a YouTube TV streaming subscription. There is a second living area - perfect for relaxing and reading a book or playing a board game - with an antique-style couch, rocking chair, coffee table, pellet stove, and bookcase with a variety of books and board games to choose from. Also on the first floor is an eat-in kitchen, fully equipped with all the tools you will need to cook up your favorite dish, as well as two bedrooms - one with a twin bed and the other with a full bed - and a full bathroom with a tub/shower combo.brbrWalk up the stairs to the second floor, where you will find two more bedrooms - the first with one full and two twin beds and the other with one queen and one twin bed, along with an additional room that includes a twin futon under a skylight. The separate in-law suite has a private entrance with its own smart lock, and features a queen bed, additional couch/armchair seating, TV, full bathroom with a shower and washer/dryer, as well as a deck with outdoor seating that overlooks the screened-in porch - a unique feature and highlight of the property. Surrounded by built-in screens that provide a constant flow of fresh air, the porch is a great place to gather with friends and family for meals, and with plenty of seating, including a dining set, outdoor living set, and hammock, there is ample room for everyone.brbrOther amenities include A/C units in all of the bedrooms, WiFi, a charcoal grill, an outdoor shower, and we provide linens and bath towels to all guests with the beds made upon your arrival. Come experience Wellfleet like you never have before - book A Fleeting Moment now!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8br-2 Floorsbr-5 Bedroomsbr-Bedroom #1: 1 Twin Bed, 1st Floorbr-Bedroom #2: 1 Full Bed, 1st Floorbr-Bedroom #3: 1 Full Bed + 2 Twin Beds, 2nd Floorbr-Bedroom #4: 1 Queen Bed + 1 Twin Bed, 2nd Floorbr-Bedroom #5: 1 Queen Bed, In-Law Suitebr-2 Bathroomsbr-Bathroom #1: Full Bath w/ Tub/Shower Combo, 1st Floorbr-Bathroom #2: Full Bath w/ Shower, In-Law Suitebr-Fully Equipped Eat-In Kitchenbr-A/C Units in Bedroomsbr-Central Heatingbr-WiFibr-YouTube TVbr-Smart Locksbr-Washer/Dryer (in-law suite bathroom)br-Board Games/Booksbr-Deck w/ Furniturebr-Detached Screened-In Porchbr-Charcoal Grillbr-Outdoor Showerbr-Private Yardbr-Private Location in Downtown Wellfleetbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0434673180brbrbrbrThe Neighborhood:brbrBayside

Private Downtown Wellfleet Location!

Wellfleet, Massachusetts, United States

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$354.8

Escape to the Cape and enjoy the National Seashore! Wellfleet is home to some of Cape Cod's finest beaches, art galleries, shops, restaurants, and of course, the oysters. Our cottages is tucked away yet is within walking distance to Power's Landing beach, Mayo Beach, and the Pier. Wellfleet has so much to offer and we'd love to be able to help make your stay all the more memorable. Our quaint home offers all the modern necessities you want yet keeping the cottage vibe.

Condo

Cozy 3 bedroom cottage in the Heart of Wellfleet

Wellfleet, Massachusetts, United States

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$619.94

Recently updated 2 bedroom, 1 bathroom cottage on a quiet street near the bike path and Marconi beach.brbrEnjoy a quiet evening in the yard, which abuts an undeveloped area, or stay cozy inside and watch a movie. There is a small private bay beach at the end of the road, and Marconi Beach is nearby. Both are easy to reach on bike, or drive to the many beaches and ponds that Wellfleet has to offer. The rail trail bike path is nearby.brbrBike to PB Boulangerie for croissants or down to Orleans for lunch. We've just installed mini splits for AC comfort. The first bedroom has a comfy queen, and the second has bunk beds with a queen on the bottom and twin on top. Perfect for a couple or a small family!

Bayside cottage near Marconi and Bike Path

Wellfleet, Massachusetts, United States

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$313.49

Direct beach access from property!brbrLocated in the iconic Wellfleeter Cottages at Wellfleet Harbor, this cozy two-bedroom cottage is a relaxing spot for your Cape Cod getaway. Only steps to a wonderful 400-foot stretch of private association beach--enjoy the sun, surf and amazing harbor sunsets. Walk to Wellfleet Center or the town pier for incredible shopping, gallery hopping and dining. brbr* * * * See end of this description for information about free included activities through Xplorie, the Kinlin Grover Compass cancellation/refund policy and more! * * * * brbrThis cozy single-story cottage has a living room with a futon sofa, flat screen TV with cable and WiFi. There is a well-equipped kitchen with table seating for four. brbrThe cottage has one window air conditioner unit in the living room.brbrThere are two bedrooms--one with a double (full) bed and the other with two twin beds. The bathroom has a shower.brbrDine outside on the patio with table and chairs and gas grill. brbrWasher and dryer located in the basement of the cottage.brbrWalk down to the pier for the raw bar at the Bookstore Restaurant or fried clams and ice cream at Mac's on the Pier. Short drive to the best of Wellfleet including live theater at WHAT (Wellfleet Harbor Actors Theatre), 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 WIFIbr* SATURDAY TO SATURDAY RENTALbr* NO PETS PER ASSOCIATION RULESbr* NO SMOKINGbr* OCCUPANCY: 4 (Adults and children)br* PARKING FOR 1 VEHICLE (TENANTS CAN ONLY HAVE 1 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 WGLAT

2BD Waterfront Cottage at Mayo Beach--Private Association Bay Beach, Walk to Town Pier

Wellfleet, Massachusetts, United States

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Bath

Sleeps

$495.52