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Vacation rentals in Wellfleet

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Top-rated vacation rentals in Wellfleet

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming outdoor deck area features a large picnic table surrounded by lush greenery and colorful flower beds. Two comfortable chairs are positioned nearby, with an umbrella providing shade. The sunny, serene setting is complemented by a clear blue sky in the background.

Cottage in Wellfleet

5 out of 5 average rating, 104 reviews

Large Sunny Deck, Harbor View. Walk to Town.

Classic little Cape cottage in an ideal location. Less than ten minute drive to amazing ponds and bayside or ocean beaches. Views of the harbor from the large sunny deck with attached outdoor shower. Ten minute walk into town along Duck Creek marsh & over scenic Uncle Tim’s Bridge. Visit the shops & galleries, have lunch or grab a drink at one of the many restaurants in town. Walk to the fish market and come home grill dinner on the deck. 15 minutes bike ride to the closest ocean beach.

A bright view of Duck Creek is framed by soft, sheer curtains. The scene displays a wooden deck with a small table and chair, offering a serene spot to enjoy the landscape. Lush greenery and calm waters can be seen in the distance.

Apartment in Wellfleet

4.97 out of 5 average rating, 201 reviews

Beautiful Creekside Apartment in Wellfleet Center

Unique romantic apartment overlooking Duck Creek. One large living space which includes kitchen, work area, dining and air conditioned living room with a spectacular view. Queen bedroom and full bath. Small outdoor sitting area with table and chairs to watch the tide role in and out. See the sky change color at sunset and if lucky, catch the moon rise. Access to this private apartment is up a spiral staircase. Close to all of Wellfleet's restaurants, art galleries, town center and the pier.

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, 181 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 charming cottage is surrounded by a grassy yard, featuring a set of four blue Adirondack chairs arranged around a small glass table. A gas grill is situated nearby, and a tree provides dappled shade to the area.

Guesthouse in Wellfleet

4.97 out of 5 average rating, 190 reviews

Abundant Blessings Cottage – Wellfleet

Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

Top guest favorite

A cozy living area features a green sofa adorned with a patterned throw pillow. A decorative ottoman complements the space, while soft lighting is provided by a bedside lamp on a nearby table. Coastal-themed artwork is displayed on the walls, enhancing the relaxed ambiance.

Apartment in Wellfleet

4.85 out of 5 average rating, 382 reviews

Beach Plum Apt w/Private Deck & BnB Hot Tub Access

Our sunny Beach Plum Apartment is your peaceful haven in Wellfleet—just a short walk to town, harbor, and restaurants, and a quick drive to beaches, bike trails, and ponds. Enjoy a king bed with memory foam mattress, separate entrance via your own sunny deck, ensuite bath, and a kitchenette with fridge, microwave, coffee maker, toaster, and hot plate. New this season: relax at our Magnolia Spa with hot tub and sauna, and enjoy on-site massage (starting in July) with exclusive guest rates!

An outdoor deck extends over panoramic views of the waterfront, featuring a dining table with dark wood chairs shaded by a green umbrella. The deck is surrounded by lush greenery and offers ample space for relaxation and dining, enhancing the outdoor experience.

Cottage in Wellfleet

4.9 out of 5 average rating, 168 reviews

Cape Cod Spectacular Waterfront Cottage

Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.

Top guest favorite

A charming cottage is nestled on a hillside, surrounded by lush greenery. The exterior features a light wood facade and a welcoming front porch with seating. The landscaped yard is manicured, offering a natural setting that blends harmoniously with the surrounding environment.

Cottage in Wellfleet

4.94 out of 5 average rating, 289 reviews

Hillside Cottage

A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

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

4.86 out of 5 average rating, 115 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!

Top guest favorite

The exterior of The Huddle Hut features a striking purple facade accented with light green trim. A welcoming entrance is highlighted by a gabled roof and a front porch. Bright floral planters add a touch of color, nestled beneath large windows that invite natural light.

Tiny home in Wellfleet

4.99 out of 5 average rating, 177 reviews

The Huddle Hut—a sweet, neat esCAPE to Wellfleet

The pristine Huddle Hut is nestled in a peaceful, wooded area only a short drive from beaches, restaurants, biking trails and Wellfleet's historic, charming town center. The Huddle Hut is perfect for couples and solo adventurers, only intended for one or two people at anytime: + nestled among trees in a quiet space + standalone building, private deck, outdoor shower + thoughtful, eclectic design + year-round getaway destination

Top guest favorite

A serene beach scene is captured, featuring calm waters reflecting a clear blue sky. Grass and low vegetation frame the foreground, leading to gently sloping sandy shores. In the distance, the outline of an island is visible against the horizon, contributing to the tranquil atmosphere.

Bungalow in Wellfleet

4.96 out of 5 average rating, 126 reviews

Beach Bungalow - Cape Cod Classic

Artwork, Antiques, Beach, Backyard, Privacy This cottage has everything you can imagine and more. Well stocked and maintained. Cape Cod charm and modern amenities. Responsive owner and close to everything - town, harbor, restaurants, park, and of course Mayo Beach footsteps away. Next-door is Beach Bungalow #2 - see link below. airbnb.com/h/beachbungalow2 “Copy/paste link above to your browser.”

A cedar cottage is nestled among trees, featuring a wooden walkway leading to a spacious deck. The structure is surrounded by lush greenery, with large windows inviting natural light into the home.

Cottage in Wellfleet

4.95 out of 5 average rating, 192 reviews

The Perfect Cape Retreat

The perfect outer Cape retreat - cedar cottage nestled in the woods surrounding a pond with a fireplace, vaulted ceilings, and 2 decks. 5 minutes to beaches, rail trail, and downtown. Cottage has wifi and a Smart TV. You won't want to leave! Need two houses in the same area? Search for our other cottage by Googling "The Perfect Getaway in Wellfleet".

The entrance to the cottage is framed by vibrant flower beds, with steps leading up to a teal door. A patterned wooden lattice provides privacy while allowing sunlight to cast shadows on the brick pathway. Lush greenery enhances the inviting atmosphere.

Cottage in Wellfleet

4.93 out of 5 average rating, 143 reviews

1 Bdrm Cottage near Ocean, Bay, Ponds, Village Ctr

Our one bedroom cottage sits between the village center and the ocean. Large open space downstairs with living, dining and kitchen and a full modern bathroom. Upstairs bedroom. Private terrace surrounded by gardens, grill, outdoor shower. Quiet. $50 FEE FOR FAILURE TO RECYCLE OR FOR USE OF NON-BIODEGRADABLE PRODUCTS.

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Popular amenities for Wellfleet vacation rentals

Free parking on premises

Stay near Wellfleet's top sights

Marconi Beach91 locals recommend

Cape Cod National Seashore144 locals recommend

Cahoon Hollow Beach42 locals recommend

Wellfleet beach vacation rentals

A sandy beach area is captured, featuring soft dunes and gentle ridges formed by the wind. A building with a distinctive cupola is visible in the distance, surrounded by wooden walkways. Clear blue skies complement the serene coastal setting.

Home in Centerville

4.89 out of 5 average rating, 119 reviews

#25 Seasonal Cottage is 200 feet from the Beach

A scenic view showcasing the bay with gently rippling waters and distant land on the horizon. The foreground features coastal vegetation, including pines and shrubs, along a wooden pathway leading toward the beach. Nearby, a stop sign indicates road access.

Condo in Provincetown

4.97 out of 5 average rating, 234 reviews

P-Town Beach Beauty on the Bay. Water View!

A serene waterfront view displays calm waters under a clear blue sky. A private beach area is visible with deck chairs and umbrellas arranged neatly on a sandy spot. Lush green gardens and a winding stone path add to the natural beauty of the setting.

Condo in Provincetown

4.86 out of 5 average rating, 106 reviews

Bayshore11 Waterfront Renovated Condo with parking

Top guest favorite

The tranquil waters of the harbor are seen, dotted with various boats gently bobbing on the surface. A barrier of rocks outlines the marina, while the calm blue of the water reflects the soft light of the sky.

Condo in Provincetown

4.93 out of 5 average rating, 347 reviews

Beachfront Town Center

Top guest favorite

The outdoor deck features a white adirondack chair and a small side table, overlooking the sandy beach and calm waters of the bay. The serene view is complemented by sunlight reflecting off the water, with colorful kayaks stored nearby.

Condo in Provincetown

4.99 out of 5 average rating, 103 reviews

Modern Beachfront Condo, Great Views and Location!

The cottage, surrounded by mature landscaping, is located near a private beach. A sandy expanse is visible in the background, highlighting the close proximity to the shore. Nearby structures exhibit a rustic charm, contributing to the serene beach environment.

Cottage in East Sandwich

4.92 out of 5 average rating, 278 reviews

Hideout at Water's Edge, 131 North Shore Blvd, #4

A spacious living area features a large gray sectional sofa with decorative cushions. Natural light fills the room through large windows, showcasing outdoor views. Wooden beams span the ceiling, and a blue door adds a pop of color. A textured area rug lies on polished hardwood floors.

Condo in Chatham

4.87 out of 5 average rating, 112 reviews

Steps to Private Beach in Chatham

A spacious bed is highlighted by blue and purple patterned linens, complemented by decorative pillows. Two bedside tables with lamps are positioned on either side. The wall behind the bed features a wave-themed metal art piece, and natural light enters through the nearby window.

Condo in Provincetown

4.97 out of 5 average rating, 151 reviews

Fall Deals! Prime Waterview In Heart of Ptown!

Wellfleet house rentals

Top guest favorite

Home in Wellfleet

5 out of 5 average rating, 26 reviews

The Wellfleet Beach House. Sleeps 6

The photo captures a collection of charming coastal cottages nestled along a sandy beach. A road runs parallel to the shoreline, lined with greenery and flowering plants. The sunny sky and natural landscape enhance the serene seaside setting.

Home in Wellfleet

4.83 out of 5 average rating, 6 reviews

Sandy beach cottage on Wellfleet Bay

Top guest favorite

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, 69 reviews

Classic Cottage with waterviews

A modern three-story house features a light-colored exterior with multiple balconies. Large windows are present on the upper floors, allowing natural light to brighten the interior. A welcoming entryway is framed by a set of steps, leading to the main entrance.

Home in Wellfleet

5 out of 5 average rating, 14 reviews

New Home, next to Mayo Beach

Top guest favorite

A private waterfront deck offers a serene view of Flax Pond, surrounded by lush greenery. Adirondack chairs are positioned for relaxation, providing a perfect spot to enjoy the tranquil waters and natural surroundings.

4.99 out of 5 average rating, 293 reviews

Stunning Waterfront with Serene Sunrise Views!

A sandy beach stretches along the shoreline, framed by gentle dunes covered in tall grass. Shallow waves lap at the shore, while beachgoers enjoy the sun. A wooden staircase descends from the dunes, leading to the beach, with a blue tent set up nearby.

Home in Orleans

4.81 out of 5 average rating, 113 reviews

Cute Cottage Living by the Sea!

Top guest favorite

A charming guest home displays an inviting exterior, surrounded by well-maintained lawns and lush trees. The property features a blend of greenery with flowering shrubs, set against a backdrop of protected woodland, creating a serene setting for relaxation.

4.92 out of 5 average rating, 64 reviews

Antone Marshall Home

Top guest favorite

The exterior features a wooden deck that wraps around the house, surrounded by lush greenery and trees. A private outdoor shower is positioned next to the deck, providing easy access to the outdoor space. The home’s rustic siding complements the natural environment.

Home in Wellfleet

4.99 out of 5 average rating, 84 reviews

Wellfleet Home Above the Trees

Wellfleet cottage rentals

A charming cottage features a front yard with a well-maintained garden. A white picket fence encloses the area, while lush greenery and colorful flowers contribute to a vibrant exterior. The extended bay window allows ample natural light, complementing the inviting entrance.

Cottage in Provincetown

4.81 out of 5 average rating, 488 reviews

Private cottage green friendly and pet friendly

Top guest favorite

A charming single-story home is presented with light grey shingles and dark blue shutters. A paved pathway leads to the front door, framed by manicured green lawns and landscaped flower beds. Trees and shrubs add to the serene outdoor environment.

Cottage in Harwich Port

4.95 out of 5 average rating, 373 reviews

Newly renovated Cape Coddage! Location! Location!

A serene view of a crystal clear pond is framed by lush trees. The calm water reflects the blue sky and scattered clouds, creating a tranquil atmosphere. A wooden pathway leads to the water's edge, inviting exploration and relaxation.

Cottage in Dennis

4.98 out of 5 average rating, 198 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Top guest favorite

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.

Cottage in Harwich Port

4.98 out of 5 average rating, 100 reviews

Beautiful Modern Cottage, beach& Wychmere <1.4mile

Top guest favorite

The exterior of the cottage is showcased, featuring shiplap siding in soft gray tones. A solid white door with a round window is visible, as well as well-maintained shrubs and trimmed landscaping. Natural light enhances the inviting feel of the home.

Cottage in Dennis Port

4.93 out of 5 average rating, 195 reviews

Cape Cod Cottage 3/4 Mile from the Beach

Top guest favorite

Soft waves gently lap against smooth stones along a sandy beach. The tranquil water reflects the pastel hues of the sky, creating a serene coastal scene. In the distance, small waves ripple towards the horizon.

Cottage in Plymouth

4.96 out of 5 average rating, 141 reviews

Coastal Cottage — 7 min walk to private beach

The cottage is set amidst lush gardens, featuring a wooden archway adorned with hanging planters and red flowers. A stone pathway leads up to the charming entrance, surrounded by vibrant greenery and trees under a clear blue sky.

Cottage in North Eastham

4.99 out of 5 average rating, 224 reviews

The Salt Pond Cottage

The exterior of the cottage features a gravel patio surrounded by light-colored wooden decking. Red adirondack chairs are positioned invitingly on the patio. The two-story structure showcases a shingle exterior and multiple windows, with a door that accesses the interior.

Cottage in Provincetown

4.95 out of 5 average rating, 123 reviews

Designer West End Detached Cottage

Quick stats about vacation rentals in Wellfleet

Total rentals
410 properties
Total number of reviews
14K reviews
Family-friendly rentals
300 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
140 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wellfleet?
Yes! Work meets play with ease at over 140 vacation rentals in Wellfleet featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wellfleet?
Four-legged friends are welcome in Wellfleet. Choose from more than 120 vacation rentals for guests traveling with pets.
How much does it cost to stay in guesthouse rentals in Wellfleet?
Experience the best of Wellfleet with our guesthouse rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Wellfleet have self check-in?
Absolutely! We offer over 80 house rentals with self check-in in Wellfleet. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wellfleet have free parking?
Absolutely! We offer over 260 house rentals with free parking in Wellfleet. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wellfleet have a bbq area?
Absolutely! We offer over 140 house rentals with a bbq area in Wellfleet. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Wellfleet?
Wellfleet has more than 240 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Wellfleet vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Wellfleet, available on Airbnb. Make a splash and soak up the sun in style!

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