House holiday rentals in Wellfleet

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Top-rated house rentals in Wellfleet

Guests agree: These houses are highly rated for location, cleanliness and more.

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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, 91 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, 97 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

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
4.95 out of 5 average rating, 44 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
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, 196 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

Gardens and yard w/ playset; near paths to ponds!

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.

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, 270 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.

Top Guest favourite
A serene outdoor scene features a tranquil waterfront visible through a cluster of trees. The bright sky is complemented by soft clouds, while the landscape includes a pathway leading toward the water's edge, inviting exploration and connection with nature.
Home in Wellfleet
5 out of 5 average rating, 19 reviews

Modern cottage on the water

Beautiful place on Duck Creek. Easy walk to town. There is a kitchen, two bedrooms, bath with laundry, a half bath, living/dining area, and deck. The courtyard has a table and chairs for outdoor dining and has lighting for eating outside at night. The deck also has a table with seating for six. There is an outdoor shower behind the guest house. Other amenities: a fireplace, a firepit, a gas grill, wifi, access to a private beach. There is off-street parking for two cars.

Top Guest favourite
A charming Gambrel-style house is set among greenery, featuring natural wood siding and blue front doors. A wooden deck with seating is positioned to the left, surrounded by low shrubs and a gravel pathway leading to the entrance.
Home in Wellfleet
4.97 out of 5 average rating, 29 reviews

Cozy 4 bedroom home close to ponds and beaches.

This comfortable four-bedroom Gambrel on Wellfleet's ocean side is a wonderful spot for a Cape Cod getaway! Only about a mile bike ride to Duck Pond--one of Wellfleet's beloved freshwater ponds. Head to Wellfleet's fantastic ocean beaches: LeCounts Hollow, White Crest, Cahoon Hollow & Newcomb Hollow without accessing Route 6! Grab breakfast at the PB Boulangerie, see a movie Wellfleet Drive-In or play a round of golf at Chequessett Yacht & Country Club.

Superhost
A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.
Home in Eastham
4.96 out of 5 average rating, 196 reviews

The Sea Captain's Carriage House

The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Guest favourite
A charming, light-colored house sits under a clear sky, surrounded by trees. The front entry features a welcoming pathway, two white Adirondack chairs, and a small table with flower pots. Large windows provide views into the interior, while a well-maintained garden enhances the curb appeal.
Home in North Eastham
4.86 out of 5 average rating, 127 reviews

Walk to Beach, Pet Friendly, New Fenced Backyard!

Welcome to The Library! This newly renovated Eastham home is just a short walk to Thumpertown Beach and a quick drive to the National Seashore. Enjoy a redesigned eat-in kitchen, a screened-in three-season room, and a fully fenced backyard with brand-new pavers, a fire pit, and space for kids and dogs to play. Pet friendly and perfect for relaxing—come unwind and enjoy the best of the Cape

Top Guest favourite
A welcoming living area features a vaulted ceiling with skylights, allowing natural light to brighten the space. A comfortable sofa is positioned near an inviting brick fireplace, complemented by colorful artwork on the walls. A small table holds decorative items, adding character to the room.
Home in Truro
4.97 out of 5 average rating, 207 reviews

Escape to N. Truro 3BR Pet Friendly

Don't miss this beautiful, pet-friendly, comfy 3 bedroom home that is totally private, filled with beautiful local artwork, and only minutes from the beach. Outdoor shower, 2 fireplaces, vaulted ceilings with skylights, wifi, cable, ping pong, air hockey, 2 full baths, hammocks, built in Bluetooth speaker system and air conditioning! A true chance to get away and live the Cape life!

Top Guest favourite
An outdoor gathering area is arranged around a circular fire pit, with several comfortable chairs and accent tables. The surrounding garden is filled with lush greenery and vibrant blue hydrangeas. Soft lighting enhances the cozy ambiance as twilight descends.
Home in Orleans
4.99 out of 5 average rating, 101 reviews

Walk to Lake + Fire Pit | Near Nauset + Sleeps 10

Let the Cape Cod breeze clear your thoughts and the sound of birdsong reset your pace. This beautifully renovated Orleans retreat sits on a quiet wooded lot — walk 5 minutes to Pilgrim Lake, stroll through the woods to Arey's Pond, or drive 7 minutes to Nauset Beach. Three bedrooms sleep up to 10, with a designer coffee bar, firepit, grill station, and game room waiting for you.

Popular amenities for Wellfleet house rentals

When is the best time to visit Wellfleet?

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Avg. price$600 NZD$550 NZD$583 NZD$549 NZD$581 NZD$686 NZD$876 NZD$935 NZD$624 NZD$559 NZD$549 NZD$557 NZD
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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 $171 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Wellfleet holiday rentals include Wi-Fi 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!