House holiday rentals in Wellfleet

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Top-rated house rentals in Wellfleet

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Top guest favourite
Sunlight filters through a dense forest, illuminating the lush greenery and scattered tree trunks. The soft glow of the setting sun creates a warm, inviting atmosphere in this natural space, surrounded by dense woods and undergrowth.
Home in Wellfleet
4.99 out of 5 average rating, 89 reviews

Wellfleet Home Above the Trees

PLEASE INQUIRE! Custom-crafted, owner-designed + built home, appointed w/ our modern + mid-century inspired esthetic, artwork + furnishings, and open, refreshing layout. Treehouse-like feel, with w/ spacious decks wrapping around South-facing sunny property, w/ beautiful sunsets every evening thru high wooded views over Conservation land. All within 15 minutes of Provincetown, + within 5-10 minutes of Wellfleet’s unparalleled Ocean + Bayside beaches, pristine kettleponds, Town Center + Harbor.

Top guest favourite
Home in North Eastham
4.96 out of 5 average rating, 96 reviews

New modern style Cape Cod escape

Beautifully furnished,fully renovated 3BD,2BT duplex in a Fantastic location. Spacious yard. At the end of a cul-de-sac. Within minutes of Beaches, Trails, Great Pond and Wiley Park. The open living space invites gatherings of family and friends. Modern bathrooms, fully equipped kitchen with new appliances. Great outdoor space, patio, big tables,grill, plenty of parking, A/C window units, W/D. Sleeps up to 6 people.Linens, towels, beach towels/chairs & an umbrella provided.Peaceful Cape Cod home

Top guest favourite
A spacious kitchen features a stainless steel Viking range and white cabinetry. Soft natural light filters through large windows, illuminating a dining area with wooden chairs. Wood beams add character to the ceiling, creating a welcoming atmosphere for meal preparation and gatherings.
Home in Wellfleet
4.98 out of 5 average rating, 43 reviews

Private Cape Cottage + Peaceful Relaxing Property

1/2 acre lot, on a private road. Your personal oasis. Enjoy all the natural wonders that Wellfleet and the outer Cape have to offer. Walk through the woods to the gorgeous salt marsh at the Pilgrim Springs conservation area, just down the dirt road from the house. Take a walk, bike, or 4 minute drive to beautiful Indian Neck bay beach and oyster grounds! The amazing ocean beaches are 8 minutes away by car or 18 minute bike ride. I’m so glad to share my home with you. Cape Cod is a treasure.

Top guest favourite
Home in Wellfleet
5 out of 5 average rating, 24 reviews

Spacious 4-bedroom Wellfleet home close to beaches

Come and enjoy the unique magic of Cape Cod in this beautiful, spacious 4 bedroom, 2.5 bath home. Located at the end of a dead-end road close to Wellfleet's best beaches, biking and hiking trails, art galleries & restaurants. This home sleeps 10 with 2 bedrooms on each floor & a pullout sofa in the entertainment room lower level w large screen tv, full bath & own entrance. The property also has an outdoor shower, a deck with bbq for outdoor dining and ample parking. AC mini-splits throughout.

Top guest favourite
The kitchen area features a wooden pitched ceiling and a functional layout. A farmhouse sink is paired with stainless steel appliances and cooking essentials. Two stools are positioned at a counter, with a small vase of flowers adding a touch of nature. Glass doors offer views to an outdoor deck.
Home in Wellfleet
4.91 out of 5 average rating, 193 reviews

Wellfleet Woods Escape

Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

Top guest favourite
The cottage exterior is framed by well-maintained gardens and tall trees. A stone pathway leads to a front door, complemented by a skylight above. Solar panels are visible on the left side, outlining the home’s eco-friendly features.
Home in Wellfleet
4.98 out of 5 average rating, 53 reviews

Wellfleet home tucked in 1.5 acres of lush gardens

Enjoy a Wellfleet getaway in this sweet cottage surrounded by 1.5 acres of gardens and trees. The home is centrally located on Rt 6 and less than 1 mile into the center of town. From the long driveway, you can access the old dirt Rail Trail and reach Dyer Pond and Duck Pond in less than a mile. The backyard is filled with gardens and trees providing shade over a cedar playset and Adirondack chairs. The deck has a picnic table and Weber grill. Linens included. Pets/smoking are not allowed.

Guest favourite
The exterior of a charming cottage is presented, featuring a gray wood facade with light blue accents. The front yard is spacious and green, framed by well-maintained bushes and trees. A driveway leads to a detached garage. The inviting entrance is adorned with a small porch.
Home in Eastham
4.95 out of 5 average rating, 37 reviews

Eastham Cottage Near National Seashore Beaches!

Located on a quite street at the end of a cul-de-sac. A charming 3BD/2.5BA cottage that has been recently refreshed. Plenty of living space and fully equipped kitchen. Large private yard with patio, new grill and outdoor shower. 5 minute drive to Nauset Light Beach and Campground Beach. Plenty of restaurants and activities located nearby. **Rental includes entire home as described. There is a separate lock-off above garage that is occasionally occupied. Plenty of separation and privacy.**

Top guest favourite
A cozy living area is presented with light-colored walls and wooden floors. Comfortable seating includes two upholstered chairs and a sofa with a neutral cover. A coffee table sits in front, and the open kitchen is visible in the background, enhancing the space's inviting nature.
Home in Truro
4.91 out of 5 average rating, 265 reviews

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

Guest favourite
The exterior of a charming cottage is showcased, featuring a picnic table with an umbrella and several adirondack chairs. The dark shingle siding complements the vibrant blue door, while the surrounding lawn is naturally landscaped and leads toward a pathway with kayaks nearby.
Home in Wellfleet
4.88 out of 5 average rating, 8 reviews

Sandy beach cottage on Wellfleet Bay

"Light on the Mayo" is a newly built, finely appointed, 2-bedroom, 1-bathroom cottage located across the road from the famous "Mayo (swim) Beach" in Wellfleet Bay. The cottage was built in 2018 and is incredibly cozy with unobstructed views of Mayo Beach and Wellfleet Harbor. It also has excellent privacy and high-end amenities. The house includes central heat and air conditioning in each bedroom as well as the living room. It has a modern kitchen with a beautiful dining nook.

Top guest favourite
A charming Cape-style residence is surrounded by a spacious green lawn, framed by trees. The house features a sloping roof and a brick chimney, with large windows allowing plenty of natural light. A gravel driveway provides ample parking space.
Home in Wellfleet
5 out of 5 average rating, 26 reviews

The Wellfleet Beach House. Sleeps 6

On the road to Cape Cod's most loved beaches at the National Seashore. Come around the corner and pull into this property and you will instantly feel at home. This little gem is a three-bedroom Cape style with two bedrooms upstairs and a full bath with a walk-in shower. You will find another full bedroom and bath w/tub on the first floor. Open living/dining room & great kitchen. This property offers comfort and privacy with a level spacious backyard, firepit & outdoor shower.

Guest favourite
The living area features a high wooden ceiling with exposed beams, a cozy seating arrangement on a patterned rug, and a modern coffee table. A brick fireplace adds warmth, while sliding glass doors provide natural light and views of the surrounding trees.
Home in Truro
4.97 out of 5 average rating, 73 reviews

The Baumhaus: midcentury home with bay views

Welcome to The Baumhaus, our treehouse in South Truro. Step into a serene midcentury experience. Completely updated, but integrated with home's Outer Cape modern style. Original built ins, cork floors, large fireplace, buffet, & updated kitchen. Surrounded by trees with views of the bay and P-town. Bed/bath/living upstairs. 2 bedrooms/bath, laundry below. Bonus room with views above. <1 mile to Fisher beach & quick drive to National Seashore. Relax, unplug, unwind, & enjoy.

Top guest favourite
A classic cottage is shown with a wraparound screened porch, surrounded by lush greenery. The structure features a peaked roof and is set near a sandy path leading to the water, under a sky displaying soft evening light.
Home in Wellfleet
4.9 out of 5 average rating, 79 reviews

Classic Cottage with waterviews

Simple, classic cottage built c. 1907. 100 feet from the water in South Wellfleet on Blackfish Creek on Cape Cod Bay side. Waterviews from every bedroom. Low tide beachcombing and oyster activity, high tide swimming and sailing, boating or kayaking. Screened, wraparound porch with hammock. Air conditioned and heat but no insulation. Good mattresses. Herb garden.

Popular amenities for house rentals in Wellfleet

When is the best time to visit Wellfleet?

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Avg. price$448 SGD$411 SGD$435 SGD$410 SGD$434 SGD$512 SGD$654 SGD$698 SGD$466 SGD$417 SGD$410 SGD$416 SGD
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Quick stats about house rentals in Wellfleet

  • Total holiday rentals

    Explore 230 holiday rentals in Wellfleet

  • Nightly prices starting at

    Wellfleet holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    230 of Wellfleet holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wellfleet rentals

  • 4.8 Average rating

    Wellfleet stays are highly rated by guests – averaging 4.8 out of 5!