Vacation Rentals By Owner In Wellfleet, MA

Showing 344 Of 344 Vacation Rentals

$326.18

Spacious Home, Knotted Pine Cathedral Cielings, Peaceful Wooded Area

Wellfleet, Massachusetts, United States

Experience quaint Wellfleet in this clean, well kept, 3 bdr 2 bath home surrounded by nature,. Enjoy cathedral knotted pine ceilings in the living room. The first floor has a fully appointed open space kitchen with plenty of counter space leading into a dining area and living room. Step out from the living room to an over-size deck for outdoor dining. This home is literally a few minutes away from the ocean, bay side beaches, and freshwater ponds! There is plenty of room for a trailered boat with a convenient bay side boat launch 3/4 mile down the road and another one couple miles to the Wellfleet marina. Comfortably sleeps 6 with a queen bed in the master bedroom and downstairs has 2 bedrooms with 2 twin beds each plus an extra cot. Newly installed outdoor showerbrbrThe charm of Wellfleet: Just a few minutes drive from this secluded location the town center has art galleries, shops and restaurants. Wellfleet harbor is a constantly changing panorama of sailboats, motor yachts, sport fishing boats and trawlers. Some of Cape Cod's finest ocean surf casting are found here. Also well-known for its plentiful supply of shellfish, including the famous 'Wellfleet Oyster'. Take a ride on the Cape Cod Bike Rail Trail. The trail follows a former 1800's railroad right-of-way for 22 wide paved surface miles (the trail is only a 1/2 mile away from home) Make sure to stop along the trail and visit the beaches, ponds or have lunch. Don't forget to check out the largest Flea Market on the cape. For a family night out step back in time and visit Wellfleet's 1950’s style Drive-In Cinema or head to the Beachcomber nightclub for drinks, food and dancing.

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Exceptional(16)

$313.65

/ Nightly

Cottage

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

Wellfleet, Massachusetts, United States

Dunes EdgebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to Dunes Edge, a classic Patti Page Cape Cod cottage designed for those seeking a truly quiet and unforgettable coastal getaway. Set back from the road with no through traffic, this retreat offers a rare sense of peace and privacy while placing you directly across from the warm, inviting waters of the bay.brbrThe heart of the home is a bright living room that boasts an unencumbered, panoramic view of the water. Relax on comfortable sofas and armchairs while watching the tide come in, or enjoy the colorful decor and a wall-mounted flatscreen TV with full streaming services. Whether you are treating yourself at the dedicated coffee station or preparing a local catch in the fully equipped eat-in kitchen, the home feels spacious yet cozy. With two separate dining areas—including a secluded six-person nook—there is plenty of room for both lively family meals and quiet morning puzzles.brbrJust steps away lies a unique stretch of beach that feels exclusively yours. Because there is no public parking nearby, the beach remains quiet and uncrowded even in the height of summer. The water here is famously warm and calm, making it a premier spot to launch your kayak, canoe, or SUP directly from the shore. On breezy days, enjoy a front-row seat to local kite surfers catching the wind, or simply retreat to your private, beachfront deck to lounge under the umbrella and dine alfresco while taking in majestic, elevated views of the ocean without ever leaving your rental.brbrThis home is not set up for children. It has not been child-proofed. And there is a space heater used in the bathroom.brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Exceptional(14)

$349.31

/ Nightly

Private Vacation Home

Spacious 2BD Cottage--Central A/C, Close to Marconi Beach & Cape Cod Rail Trail for Biking, Walking

Wellfleet, Massachusetts, United States

CLOSE TO MARCONI BEACH ON THE CAPE COD NATIONAL SEASHORE AND CAPE COD RAIL TRAIL FOR BIKING AND WALKING!brbrYOUR VACATION IS OFF TO THE RIGHT START WITH SHEETS & TOWELS PROVIDED AND THE BEDS MADE!brbrThis spacious and bright two-bedroom cottage is a great spot for your Wellfleet vacation! Completely renovated in 2006, this property has all the most sought after amenities. brbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * * brbrEnter a nicely-appointed living room with comfortable seating and flat screen TV with cable and WiFi. Just off the living room is the fully-equipped, eat-in kitchen.brbrIn addition to the open main living space, there are two bedrooms. The primary bedroom has a queen bed and a full (double) sleep sofa. The other bedroom has two twin beds. There is also a full bathroom with shower.brbrComforts include central air conditioning, in-unit washer/dryer, cable and WiFi.brbrRelax on the patio with table and chairs and gas grill--perfect for an evening barbecue. Enjoy a luxurious soak under the stars in the enclosed outdoor shower. brbrCyclists, walkers and joggers will love the easy access (just across the road) to the Cape Cod Rail Trail and the entrance to Marconi Beach on the Cape Cod National Seashore. It's just shy of 1.5 mi to Marconi on the ocean or the bay--your pick--will it be a sunrise or a sunset brbrConvenient to the best of Wellfleet--wonderful restaurants like PB Boulangerie, the Mass Audubon's Wellfleet Bay Wildlife Sanctuary, the iconic Wellfleet Drive-In, the town's beloved freshwater ponds, golfing, tennis and live theater. Head to Wellfleet Center and Harbor for more incredible restaurants, galleries and shops. Drive up to Provincetown for even more fun!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* NO PETSbr* NO SMOKINGbr* Sheets, bath towels and beach towels provided, beds madebrbr**** 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 WPROT

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Exceptional(11)

$662.17

/ Nightly

Private Vacation Home

Beautiful Home in National Seashore Woods! Walk to Newcomb Hollow or Gull Pond

Wellfleet, Massachusetts, United States

We currently have one week left for the summer season 2026: Friday-to-Friday, July 24-July 31 at a discounted rate of $550./night. Please feel free to contact me with any questions or to book.brbrThis secluded home in Wellfleet’s Cape Cod's National Seashore area is walking distance from Newcomb Hollow Ocean Beach (no waiting in line for parking in the summer!) or a 5 minute walk on private sandy roads to a deeded shared landing on Gull Pond (across the pond from the public landing). brbrDownstairs master bedroom (queen bed) with sliding glass doors that open to a private deck. Full bath downstairs with shower and tub. Upstairs, has a 1/2 bath and two additional bedrooms (one queen, one double). Outdoors you’ll find an outdoor shower, gas grill, and two more decks off the living room for additional dining options, views of woods, and lots of privacy. brbrOpen floor plan (kitchen, dining room, living room) with dramatic high ceilings and skylights. Walls are unfinished red cedar giving a warm glow and atmosphere. All modern appliances, blazing fast wireless cable internet, ceiling fans and individual air-conditioning units in all 3 bedrooms and large A/C unit plus ceiling fan for the main living area. This home has been owned by our family since 1969 and has many personal touches, artwork, and charm.brbrWellfleet center is about 2 miles away.brNo smoking or pets allowed.brbrPlease note our house rents Fri.-Fri.

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Most popular vacation rentals in Wellfleet

Exceptional(11)

$1639.63

/ Nightly

Private vacation home

Gorgeous Outdoor areas with Heated Pool & Hot Tub!

Wellfleet, Massachusetts, United States

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Exceptional(11)

$1280.34

/ Nightly

Private vacation home

The Ultimate Cape Cod Escape for Families, Friends & Pets

Wellfleet, Massachusetts, United States

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Exceptional(11)

$1317.38

/ Nightly

Private vacation home

Spacious Wellfleet Home on 1 1/2 acres ~ Steps to the bay ~ Walk to town

Wellfleet, Massachusetts, United States

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Exceptional(11)

$1353.85

/ Nightly

Private vacation home

Stunning 6BD --A/C, Wonderful Deck, Patio & Yard, Walk to Wellfleet's Town Center

Wellfleet, Massachusetts, United States

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Exceptional(11)

$1556.52

/ Nightly

Private vacation home

Modern house with commanding views - Evermore cottage on Powers Landing Beach

Wellfleet, Massachusetts, United States

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Exceptional(11)

$1602.30

/ Nightly

Private vacation home

Historic farmhouse in charming Wellfleet

Wellfleet, Massachusetts, United States

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Exceptional(11)

$2217.47

/ Nightly

Private vacation home

Dream Beach House on Mayo Beach Wellfleet Cape Cod

Wellfleet, Massachusetts, United States

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Exceptional(11)

$2549.29

/ Nightly

Private vacation home

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

Wellfleet, Massachusetts, United States

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Exceptional(11)

$2411.16

/ Nightly

Private vacation home

Beachfront `Cape` on Wellfleet Bay with epic views and private beach!

Wellfleet, Massachusetts, United States

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Exceptional(11)

$1234.72

/ Nightly

Private vacation home

Stunning Water Views Sleeps 14!

Wellfleet, Massachusetts, United States

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Sleeps

Vacation Rentals By Owner In Wellfleet, MA

$326.18

$313.65

$349.31

$662.17

Rent a place that suits your needs

Most popular vacation rentals in Wellfleet

$1639.63

$1280.34

$1317.38

$1353.85

$1556.52

$1602.30

$2217.47

$2549.29

$2411.16

$1234.72

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