House holiday rentals in Wellfleet

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Top-rated house rentals in Wellfleet

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Guest favourite
A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.
Home in Brewster
4.87 out of 5 average rating, 227 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

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
A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.
Home in Chatham
4.95 out of 5 average rating, 301 reviews

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

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
4.9 out of 5 average rating, 188 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, 95 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, 250 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
A cozy living room is arranged with a three-person sofa and two armchairs, inviting relaxation. Large windows create ample natural light and provide unobstructed views of the water. The white walls and light wooden floor add to the airy ambiance.
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 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, 10 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.

Guest favourite
A bright living area features a high cathedral ceiling with wooden beams. Two comfortable sofas are arranged around a coffee table, and a wood-burning stove is positioned beside large glass doors that open to the outdoor deck. Natural light streams in from the windows.
Home in Wellfleet
4.87 out of 5 average rating, 121 reviews

A Cape Escape with Water Views from Every Room

Come enjoy our family vacation home! A beautiful, serene escape perched above the salt marsh - with lovely views from every room, and a huge 1,000 square foot outdoor deck. Sleeps 8 comfortably. A 10-minute drive to charming Wellfleet center, and just an 8-minute drive to ocean beaches. NOTE: BEDSHEETS, LINENS & BATH TOWELS ARE INCLUDED IN PRICE! This is our family ''getaway'' - a place of treasured memories. We hope it can be the same for you!

Guest favourite
Aerial view captures the home nestled among lush green trees, overlooking the shimmering waters of Loagy Bay. The tranquil salt marshes create a serene backdrop, with patches of blue reflecting the sky and the surrounding natural beauty clearly visible.
Home in Wellfleet
4.8 out of 5 average rating, 30 reviews

Ebb Tide~Dog Frndly/3bd 2bth/Walk to Water

Brought to you by the Heart of Cape Cod, Ebb Tide is a peaceful, year-round Wellfleet retreat overlooking Loagy Bay’s tranquil salt marshes. With cozy interiors, expansive outdoor space, and nature at your doorstep, it’s perfect for every season—from crisp autumn hikes to summer sunsets and winter evenings by the fire. Comfort, charm, and Cape Cod beauty come together in this centrally located coastal haven.

Guest favourite
The exterior of the house is framed by vibrant pink flowering shrubs, showcasing a well-maintained yard. Solar panels are positioned on the roof, reflecting a commitment to sustainability. The entrance is marked by a set of steps leading up to a welcoming front door.
Home in Wellfleet
4.8 out of 5 average rating, 44 reviews

Beachside National Seashore Home with A/C

Beachside location (minutes walk to Lecount Hollow Beach) and comfort are everything for a great vacation. Stay at this cool (central A/C) and comfortable, updated home *within* the National Seashore in Wellfleet. Located on a private road off Ocean View Drive which runs along the Atlantic Ocean. Our road leads to a private path (for residents and guests) directly to LeCount Hollow Beach (minutes away).

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 Wellfleet house rentals

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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 $148 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 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!