Vacation rentals in Wellfleet

4.96 out of 5 average rating, 188 reviews

A spiral staircase leads from a wooden deck to a private entrance. A potted plant with yellow flowers sits beside the doorway, complementing the sleek glass doors that provide access to the apartment.

Apartment in Wellfleet

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.

Place to stay in Wellfleet

An inviting entryway is showcased, featuring a warmly decorated door and charming wooden accents. A blue chair sits beside a small table, complemented by a vibrant area rug. Surrounding plants add a touch of greenery, enhancing the welcoming atmosphere of the tiny house retreat.

4.97 out of 5 average rating, 235 reviews

Romantic Cape Cod Tiny House + Hot Tub

Welcome to the Romantic Hideaway, our magical, secluded tiny house nestled between lush gardens and the woods alongside our property. Just a short drive to ocean beaches and freshwater ponds, and a pleasant walk to the quaint center of Wellfleet. Wake to birdsong and enjoy fresh muffins on your sunny, private deck. Your stay includes access to our Magnolia Spa with hot tub and sauna (June+); massage is available in July at special guest rates. A sweet, quiet escape on the Outer Cape.

4.9 out of 5 average rating, 164 reviews

The living area features an open design with exposed beams and large windows, offering views of Cape Cod Bay. A light-colored sofa and armchair with green accents are arranged around a small coffee table. A woven basket adds texture, while a television and bookshelf are positioned on the wall.

Cottage in Wellfleet

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.

4.99 out of 5 average rating, 170 reviews

A charming porch is visible, featuring light blue ceiling boards. The space is furnished with a small white table and two blue chairs, along with a cushioned sofa and an accent table. Natural greenery can be seen in the background, enhancing the serene environment.

Home in Wellfleet

Rum Runner’s Shack @ Historic Downtown Wellfleet

Located in Wellfleet Center, enjoy this sublime 528 sq. foot cottage - only 10 minutes from beaches and ponds in any direction. Near Winslow's Tavern, Wellfleet Marketplace, Hatch's, Uncle Tim’s Bridge, Mac's Shack and Wicked Oyster. This 1925 bungalow is the perfect site for a couple or a small family 2 adults/2 children - NOT 4 adults. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. No pets or 3rd party booking.

4.94 out of 5 average rating, 273 reviews

A private deck area is furnished with a wooden table and four chairs featuring plush cushions. A grill is positioned beside the seating, providing options for outdoor dining. Lush greenery is visible beyond the railing, enhancing the serene setting.

Cottage in Wellfleet

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)

4.93 out of 5 average rating, 107 reviews

A charming cottage features a sloped roof and large windows, surrounded by lush greenery. A raised wooden deck provides access to outdoor seating beneath a vibrant umbrella. Potted plants and flowers enhance the natural setting, inviting guests to enjoy the peaceful outdoor space.

Tiny home in Wellfleet

Tiny House Living in Wellfleet

Sunny post and beam cottage in the woods of Wellfleet. Easy access to Bay, Ocean and Ponds. Great for a single or couple. Sleeping in loft (steepish stairs and limited head room in loft) full kitchen and bathroom with clawfoot tub and shower and living space downstairs, side door opens to outdoor shower. French doors open to a deck looking out to the woods with a gas grill for cooking out. AVAILABLE WEEKLY- SATURDAY to SATURDAY Massage studio on site

4.96 out of 5 average rating, 245 reviews

A kitchenette corner is displayed, featuring a sleek coffee maker alongside a basket of coffee pods and creamer. A framed painting of a green tree and blue landscape hangs on the wall above the countertop, adding a touch of color to the space.

Apartment in Eastham

National Seashore Escape

There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

4.99 out of 5 average rating, 167 reviews

A private outdoor space is surrounded by tall trees, featuring a stone patio with four wooden chairs arranged around a fire pit. A gravel path leads to a cozy seating area with a single chair, alongside a flower pot adding a touch of color.

Tiny home in Wellfleet

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

Guest suite in East Orleans

A wooden sign reading 'Snowtop Guests' is displayed among greenery, with soft lighting enhancing its visibility. The sign is positioned near a stone pathway leading to a grassy area, inviting guests to approach the entrance. Lush plants surround the scene, providing a natural ambiance.

4.92 out of 5 average rating, 184 reviews

Charming Old Cape Cod

Relax and enjoy spending time at Snowtop on the Town Cove, many activities including sailing, paddle boarding, water skiing and spectacular sunsets! A short walk to swim, sit on the sand or take a beach walk. The offered space has a private entrance with bath, bedroom with a king size bed, a sunny living room with dining table over looking the water where you could choose to dine in, have coffee in the morning or play a game.

4.89 out of 5 average rating, 182 reviews

Guest suite in Wellfleet

★Exceptional deal in Wellfleet!

Enjoy peace and quiet in our two bedroom suite with private bath and patio. Separate entrance and off street parking in a quiet neighborhood with easy access to restaurants and activities. Walk to popular restaurants and bike rental. Golf, beach walking, bird watching, hiking and more are close by. Walk to town and private kettle pond.

4.98 out of 5 average rating, 209 reviews

A sandy pathway lined with tall grass leads to a calm ocean, reflecting a clear sky. The gentle waves can be seen in the distance, while a sign indicating beach rules stands near the water's edge.

Guest suite in Wellfleet

Charming, private, studio near Gull Pond Wellfleet

Quietly situated 3/4 mile from Gull Pond, 2 miles from ocean beaches, and 1.3 mile from the center of Wellfleet. This is an ideal spot if you are looking for a comfortable base from which to enjoy all that Wellfleet has to offer! Studio apt with microwave, wifi, but PLEASE NOTE: there is no stove and no television.

4.9 out of 5 average rating, 162 reviews

A quiet beach scene displays soft, sandy shores bordered by low dunes. Sparse vegetation is evident on the cliffside, and gentle waves can be seen in the distance. The overall atmosphere is tranquil, with a muted sky suggesting overcast conditions.

Home in Wellfleet

Wellfleet Woods Escape

Open kitchen + living room with a wooden pitched ceiling and two sliders overlooking the backyard, woods + bay. The kitchen is newly renovated with custom reclaimed wood cabinets. There is an original farmer's sink + a Fisher & Paykel drawer dishwasher. There is an outdoor shower and a full bathroom indoors.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Wellfleet vacation rentals

Self check-in

Beachfront

Waterfront

Free parking on premises

Gym

Stay near Wellfleet's top sights

Marconi Beach23 locals recommend

Cape Cod National Seashore16 locals recommend

Cahoon Hollow Beach14 locals recommend

House rentals in Wellfleet

4.88 out of 5 average rating, 153 reviews

The exterior of the house showcases a wooden facade framed by lush greenery. A large wooden deck extends from the back, furnished with chairs, ideal for relaxation. Sunlight filters through the trees, highlighting the serene outdoor space.

Home in Yarmouth Port

* Walk to the beach - Swiss Beach House! *

4.95 out of 5 average rating, 157 reviews

The spacious kitchen features white cabinetry and a modern layout. A central island with seating is complemented by a dining table nearby. Natural light floods the area through sliding glass doors, enhancing the welcoming ambiance.

Home in Yarmouth

Cape Cod Life is Good Rentals

4.78 out of 5 average rating, 18 reviews

A spacious living area features a light tan sectional sofa adorned with decorative cushions. A wooden coffee table sits on a textured area rug. Natural light streams through window treatments, illuminating the neutral color palette and enhancing the artwork displayed on the walls.

Home in North Eastham

The Sandpiper

4.81 out of 5 average rating, 26 reviews

A private porch is featured in this image, showcasing wooden steps leading to a spacious seating area surrounded by greenery. A picnic table sits alongside potted flowers, complemented by a bike and outdoor seating, creating an inviting spot for relaxation.

Home in Provincetown

Charming Historic Garden Duplex with Private Porch

4.79 out of 5 average rating, 29 reviews

The exterior of the home is shown, featuring a spacious deck with seating overlooking a large, grassy backyard. The landscape is bordered by trees, with a fenced area visible in the background. A storage shed is located to the left in the distance.

Home in Sandwich

Holiday in the sun!

5 out of 5 average rating, 23 reviews

A newly built home is set among lush greenery, featuring a light wood façade and multiple large windows. A spacious driveway leads to a two-car garage. The entrance includes a welcoming set of stairs. A basketball hoop is visible on the right, enhancing outdoor recreation options.

Home in Barnstable

New Home 1 Bedroom and Bath Sleeps 4

4.65 out of 5 average rating, 136 reviews

A cozy living area features a grey sofa and two patterned armchairs, arranged around a wooden coffee table. Natural light floods in through large windows dressed with sheer curtains, highlighting the warm wood flooring and the nautical wall decor.

Home in Dennis Port

Charming 4 bdrm 2 1/2 bth - fire pit - pet ok

4.74 out of 5 average rating, 126 reviews

A richly decorated bedroom features a large wooden bed with a deep red bedding set. Warm wooden floors complement the maroon walls. A wooden dresser and a chair are present, with two doors leading to additional spaces. Soft lighting creates a cozy ambiance.

Home in Provincetown

Provincetown Colonial House FP/RFDK

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Condo rentals in Wellfleet

A private outdoor patio features a red lounge chair positioned among landscaped gardens with various plants. A wooden pathway leads to a set of stairs, and planter pots are placed throughout, enhancing the tranquil setting.

4.89 out of 5 average rating, 129 reviews

83 Bradford Street

4.86 out of 5 average rating, 102 reviews

A serene pathway leads to a row of inviting patio chairs positioned under an overhang. Large windows line the front, offering clear views of the beachfront. Lush green grass and neatly trimmed landscaping enhance the peaceful outdoor setting.

Condo in Chatham

Steps to Private Beach in Chatham

4.89 out of 5 average rating, 216 reviews

Casa Frappo - town center - 2 BR / 2 BA

A private outdoor patio is equipped with two comfortable chairs and a low table, arranged on grey decking. A vibrant flower pot adds a touch of color, while a contrasting white fence provides a sense of privacy.

4.9 out of 5 average rating, 234 reviews

2 Bed with Fireplace, Private Patio & Parking!

A scenic view of a coastline is presented, showcasing calm blue waters meeting a sandy beach. Rocky outcrops create a natural border, with a distant lighthouse visible along the horizon. The sky exhibits clear blue tones, enhancing the overall serene landscape.

4.93 out of 5 average rating, 101 reviews

Modern, clean waterviews

A wooden walkway leads from the sandy beach to a dock extending over calm waters. The scene features a clear blue sky and distant sailboats on the bay, creating an inviting space for relaxation and enjoyment.

4.96 out of 5 average rating, 191 reviews

Bayshore 9 Waterfront Renovated Condo with Parking

4.88 out of 5 average rating, 248 reviews

Condo in Brewster

Shining Sea Condo

The bathroom features a walk-in shower with black framed glass, surrounded by white tiles. A white pedestal sink complements the room, along with a toilet and a large mirror above the sink. Natural light filters through the window, illuminating a patterned black and white floor.

4.86 out of 5 average rating, 118 reviews

Commercial Street Cozy 1/1 In The Center of Ptown!

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Wellfleet beach vacation rentals

4.94 out of 5 average rating, 51 reviews

A spacious outdoor deck offers views of the sandy beach and the ocean. Comfortable green chairs surround a wooden table, inviting relaxation. A barbecue grill is positioned nearby, and tall grasses frame the scene, enhancing the coastal ambiance with the clear blue sky above.

Home in Yarmouth

Oceanfront Vacation Home with Private Beach for 6

4.97 out of 5 average rating, 236 reviews

A cozy living area is showcased, featuring a light blue accent chair next to a small lamp. A flat-screen TV is positioned on a cream entertainment unit. The grey sofa provides ample seating, while a round coffee table sits in the center, enhancing the inviting atmosphere.

Cottage in Bourne

Beach Cottage, without going over bridges to Cape!

4.99 out of 5 average rating, 146 reviews

The cottage exterior features a charming white facade with several windows illuminated in warm light. A welcoming front porch is adorned with potted plants, and an American flag is displayed. The surrounding lawn is well-maintained, enhancing the inviting atmosphere.

Cottage in Hyannis

Beach Glass Cottage - Pond Front

4.89 out of 5 average rating, 125 reviews

A charming beach cottage is depicted with light gray shingle siding and a welcoming front porch. White Adirondack chairs surround a small table, suggesting a perfect spot for relaxation. The cottage features multiple windows that provide natural light and a sign indicating the property name.

Cottage in Sandwich

Steps to Cape Cod Private Beach!

5 out of 5 average rating, 3 reviews

A sandy beach is visible in the foreground, leading to calm ocean waters. Steps are seen descending from a wooden boardwalk, framed by greenery. The clear blue sky extends overhead, complementing the serene atmosphere.

Condo in Dennis Port

Old Wharf Rd 405 Unit #B303

4.88 out of 5 average rating, 58 reviews

The front exterior of the house features a shingled facade with contrasting dark shutters. Two blue chairs sit in front of the entrance surrounded by small bushes and flowers. A welcoming blue door is centered between multiple windows, enhancing the home's charm.

Home in Yarmouth

Sandy Dunes and Salty Air! - Walk to Beach

4.98 out of 5 average rating, 127 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 Beach | Water Views | Pet Ok | Firepit