House vacation rentals in Wellfleet

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.

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.

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.

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.

Superhost

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

4.86 out of 5 average rating, 221 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.

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.

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.

4.95 out of 5 average rating, 296 reviews

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

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.

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.

4.9 out of 5 average rating, 185 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.

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.

4.9 out of 5 average rating, 244 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.

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.

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.

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.

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.

4.93 out of 5 average rating, 318 reviews

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

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.

4.93 out of 5 average rating, 123 reviews

Home in North Truro

4-ensuite, 25x42,heated pool, pets, ADA, EV, beach

-15% OFF until April 2nd 2026. 25X42 heated pool(April 1-Nov 30) -SEASON- June 20-Sept 4th (7) night min. SAT.-SAT. ONLY -OFF SEASON- April 18-June 20 and Sept4th-January 4 (2) night min. -NO BALLOONS, PARTY, EVENTS, BRIDAL, WEDDING RECEPTIONS, MAX 12 for pool/ dinners. Extra guests=immediate eviction. -We encourage you to comp our home to others w/ same amenities/local to know market rates of Truro. If you find a home of lesser value we will adjust accordingly.

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.

4.87 out of 5 average rating, 119 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!

Popular amenities for Wellfleet house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 30 reviews

A private pool area is highlighted, featuring a rectangular pool surrounded by lounge chairs and umbrellas. Lush greenery and a white fence provide a serene backdrop, while the sun casts a warm glow over the inviting space.

Home in Chatham

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Superhost

An inviting outdoor space is depicted, featuring a spacious in-ground pool surrounded by lounge chairs. String lights are strung across the pool area, illuminating the backyard. A pool house and umbrellas provide additional amenities, while the home's facade is visible in the background.

Home in Barnstable

4.78 out of 5 average rating, 32 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

4.91 out of 5 average rating, 33 reviews

The backyard features an inground pool illuminated at night, surrounded by wooden decking. Nearby, a shed with white shutters enhances the outdoor space, while lush greenery provides a serene backdrop.

Home in Orleans

5-bedroom Cape with a pool and yard games.

4.99 out of 5 average rating, 90 reviews

A spacious backyard features a circular fire pit surrounded by Adirondack chairs in various colors. In the distance, an inviting in-ground pool is visible, complemented by lush greenery and trees lining the property, creating a serene outdoor setting.

Home in Sandwich

"Cape Escape" luxury home w/pool & beach access.

4.85 out of 5 average rating, 13 reviews

A dining area features a large wooden table surrounded by eight chairs, positioned on a soft area rug. Natural light filters through the sliding glass doors, enhancing the space that opens to the kitchen, which is equipped with modern appliances and ample cabinetry.

Home in East Dennis

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

5 out of 5 average rating, 7 reviews

An inviting outdoor area features a heated in-ground pool surrounded by a wide patio of pavers. Sun loungers are positioned near the water, and a dining set is shaded under an umbrella. Lush greenery is visible in the background, providing a sense of privacy.

Home in Popponesset

49 Clover Lane, 3 beds, 3.5 baths, pool & firepit

5 out of 5 average rating, 9 reviews

A spacious backyard is featured, highlighting a refreshing oval pool surrounded by a textured patio. Lounge chairs are positioned for relaxation under the sun. Lush greenery and trees provide a natural border, while a well-kept lawn enhances the inviting outdoor space.

Home in Chatham

Heated Pool. Hot Tub. Game Room. Beach Nearby!

4.93 out of 5 average rating, 60 reviews

The exterior of a multi-level home is shown, featuring large windows and a wrap-around deck. A screened porch is visible on the lower level, while manicured grass surrounds the structure. The sky is clear, providing ample natural light to the setting.

Home in Dennis

Cape Cod Lakefront Home

Weekly house rentals

4.93 out of 5 average rating, 28 reviews

A stunning sunset is captured over the water, with vibrant colors of orange, pink, and purple filling the sky. The silhouette of Provincetown's iconic structures can be seen in the distance, along with hints of the shoreline and landscape in the foreground.

Home in North Truro

Beachfront Home with Private Beach Access

5 out of 5 average rating, 32 reviews

A comfortable living area showcases a spacious sectional sofa adorned with patterned throw pillows. A round coffee table sits at the center, surrounded by natural light from three windows. The modern kitchen, visible in the background, features stainless steel appliances and stylish cabinetry.

Home in Provincetown

Luxury Chateau West End, Walkable, Kiehl's, Sonos

5 out of 5 average rating, 56 reviews

Home in North Eastham

Seaside Seaduction~On the water/Dog Friendly

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.

4.97 out of 5 average rating, 72 reviews

The Baumhaus: midcentury home with bay views

The spacious living area features wooden beams overhead and a cozy seating arrangement with a sofa and armchair. A wooden dining table is surrounded by black chairs, and a media console with a television is visible. Sliding glass doors provide views of the outdoor landscape.

4.92 out of 5 average rating, 65 reviews

Antone Marshall Home

4.9 out of 5 average rating, 39 reviews

A classic cape-style home is nestled within a wooded landscape, showcasing a shingled exterior and a dark blue front door. A small deck extends from the side, accompanied by outdoor seating. Natural surroundings create a peaceful atmosphere with minimal grass and scattered trees.

Home in Eastham

Cape Cod home near National Seashore and bike path

5 out of 5 average rating, 37 reviews

A serene beach scene captures a gentle stream flowing through soft sand, leading to the ocean. The clear blue sky reflects sunlight across the water's surface, highlighting the expansive shoreline. Minimal vegetation and distant structures provide a sense of tranquility to the landscape.

Home in North Eastham

5 Min Walk to Bay Beach! Large, Newly Renovated!

4.99 out of 5 average rating, 79 reviews

A vibrant garden displays blooming red roses and a variety of colorful flowers. An earthenware pot adds earthy tones, complementing the lush greenery. A rustic shed with wooden shutters serves as a backdrop to this lively scene, offering a glimpse of tranquility.

Home in Brewster

“Rooster Cottage and Gardens” Entire Private Home

Private house rentals

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.

5 out of 5 average rating, 9 reviews

Modern cottage on the water

4.96 out of 5 average rating, 47 reviews

A modern kitchen area features a spacious island with seating, complemented by a bouquet of vibrant flowers. Floor-to-ceiling glass doors provide sweeping views of the beach and water beyond, while natural light fills the room from multiple sources.

Home in Provincetown

Modern Beachfront Escape - Steps from Ferry - Deck

A charming cottage features a welcoming front porch with steps leading to a white railing. The exterior showcases cedar shingles and large windows that invite natural light. Lush greenery surrounds the home, complemented by flowering trees that enhance the peaceful environment.

4.99 out of 5 average rating, 189 reviews

Rum Runner’s Shack @ Historic Downtown Wellfleet

An aerial view showcases the scenic location of the home near Loagy Bay, surrounded by greenery. The coastline is visible, with tidal flats and water extending toward the horizon. The positioning of nearby roads and houses is discernible in the landscape.

5 out of 5 average rating, 14 reviews

Quiet Shores, Crisp Nights - 5BR w/ Water Views

4.98 out of 5 average rating, 144 reviews

A sandy beach is lined with beachgoers enjoying the sun, and colorful umbrellas provide shade. Gentle waves ripple in the water under a clear blue sky, while grassy dunes frame the scene, highlighting the natural beauty of the coastal location.

Home in North Eastham

Private Bay Beach and Sunset Views! Dog friendly.

5 out of 5 average rating, 4 reviews

Wellfleet's 6BR Retreat- Book Now for Summer 2026!

Superhost

A two-story cottage is shown with a spacious front deck featuring railing and outdoor seating. Below, a patio area with gray stone and wooden accents leads to a door. Lush greenery borders the structure, providing a natural setting.

4.91 out of 5 average rating, 11 reviews

Sunny cottage next to the bay

A charming single-story home is set amidst lush green grass and colorful landscaping. A wooden picnic table with an umbrella is situated in the foreground, while the house features red shutters and a sloped roof, surrounded by vibrant flower beds and trees.