House holiday rentals in Wellfleet

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Top-rated house rentals in Wellfleet

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Top Guest favourite
A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.
Home in Harwich Port
4.98 out of 5 average rating, 112 reviews

Lg Modern beach& Wychmere, AC, fast WIFI, king bed

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

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
A spacious living area features modern furnishings, including a wide sectional sofa and a low coffee table. Large windows allow natural light to fill the space, highlighting the light wood flooring and the soft color palette of the walls.
Home in Wellfleet
5 out of 5 average rating, 10 reviews

Newly Renovated Modern Home

Discover modern comfort in our newly renovated Wellfleet home. Located steps from Wellfleet Harbor and Uncle Tim's Bridge, this 1,800sf retreat features 3 bedrooms, dedicated office with additional murphy bed, vaulted ceilings, and modern furnishings. Enjoy a spacious deck with dining area and grill. Walk to Macs, the Pearl, Mayo Beach, and to town or bayside beaches. Ideal for exploring Wellfleet's ocean and freshwater ponds. Perfect for your Cape Cod getaway! Please see other details to note.

Guest favourite
The exterior of a classic Cape Cod house is shown, featuring shingle siding and multiple large windows. The surrounding landscape includes manicured shrubs and a gravel driveway, alongside a tree-lined backdrop that provides a natural setting. The entrance, framed by steps, leads to the welcoming front door.
Home in North Eastham
4.9 out of 5 average rating, 101 reviews

Large, cozy, walk to beach, central AC, game room

This classic, large Cape Cod house is just perfect for friends or a family reunion. The beautiful Thumpertown Beach is 0.3 miles or a 5-10 min slow stroll down the street. The house is large enough to accommodate everyone comfortably and has a convenient layout that also provides plenty of privacy. There is central A/C that covers the entire house, all rooms have hardwood floors, newer beds, comfortable mattresses and quality pillows. New 18x24 deck has Polywood furniture and Weber gas grill.

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
4.9 out of 5 average rating, 187 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.

Guest favourite
A ranch-style home is nestled among tall trees, featuring a sloped roof and wood shingle siding. A small front porch is positioned beside the entrance, with a pathway leading to the door. Air conditioning unit is visible on the side of the house.
Home in Wellfleet
4.93 out of 5 average rating, 94 reviews

Chequessett "Hide-Away"

Chequessett Neck area - Contact owner for more reasonable than published off-season long term (more than 14 days) rates. Walk to Powers Landing bayside beach from this hilltop setting. Very private, spacious, comfortable and clean 2 bed 2 bath ranch style home. Outdoor shower, and private deck. Interior steps to Washer and dryer located in garage below. Highchair availabe on request. Conveniently situated - close to Wellfleet center, Harbor, Mayo beach, Great Island, Duck Harbor.

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
4.9 out of 5 average rating, 249 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 tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.
Home in Dennis Port
4.96 out of 5 average rating, 218 reviews

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

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.

Top Guest favourite
The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.
Home in East Dennis
4.93 out of 5 average rating, 318 reviews

Cape Cod Cottage by the Bay!

Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Guest favourite
A cozy living area features a blend of seating, including a comfortable blue sofa and patterned chairs. Natural light pours in through the windows, highlighting wood floors and a small wooden coffee table. An art piece and lamp add character to the space.
Home in Wellfleet
5 out of 5 average rating, 27 reviews

Charming, Cozy Main-St Cottage

Get cozy in this charming, in-town, Cape-Cod house, enclosed outdoor shower, pet-friendly with fenced yard. This clean, bright and welcoming three-bedroom, two-bathroom cottage is new to the rental market. It is in a great location between the Farmer's Market and Herridge Books, walk down Main Street or to Uncle Tim's bridge on Commercial. Easy access to the outer beaches via Long Pond Rd that goes over Rt 6.

Top Guest favourite
The exterior of the cottage features a screen porch adorned with climbing greenery, inviting natural light. A circular table sits on the grassy lawn, surrounded by vibrant flowers. The charming two-story structure is complemented by a sloping roof and generous windows.
Home in North Truro
4.98 out of 5 average rating, 323 reviews

Beautiful North Truro cottage with screen porch

This beautiful and restful four season cottage is a newly renovated barn over one hundred years old. It has two stories, fifteen by twenty feet, with a full bathroom and delightful screen porch surrounded by gardens. A sun filled retreat for 2 or 3 people.

Popular amenities for Wellfleet house rentals

When is the best time to visit Wellfleet?

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Avg. price$520 NZD$511 NZD$511 NZD$555 NZD$588 NZD$693 NZD$886 NZD$945 NZD$631 NZD$520 NZD$567 NZD$570 NZD
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Quick stats about house rentals in Wellfleet

  • Total holiday rentals

    Explore 240 holiday rentals in Wellfleet

  • Nightly prices starting at

    Wellfleet holiday rentals start at $208 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,840 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

    240 of Wellfleet holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wellfleet rentals

  • 4.8 Average rating

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