Vacation rentals in Wellfleet

4.96 out of 5 average rating, 190 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.

4.98 out of 5 average rating, 304 reviews

A cozy cabin is nestled among trees on a hillside, featuring a wooden deck and a front porch. The cabin has large windows that reflect warm light, creating an inviting atmosphere. Leaf-covered ground surrounding the cabin emphasizes the natural setting.

Tiny home in Wellfleet

Magical Writers Cabin + hot tub in Wellfleet Woods

Escape to our unique Writer’s Cabin in the peaceful woods of Wellfleet—a magical retreat that feels like you're staying in a treehouse! You'll be surrounded by nature yet just minutes' drive from stunning beaches, crystal-clear ponds, scenic trails, and a short stroll to charming Wellfleet harbor and quaint town center. Relax and unwind at our brand-new Magnolia Spa (opening in June), featuring a hot tub and sauna. On-site massage therapy begins in July—ask us about exclusive guest rates!

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.

4.9 out of 5 average rating, 164 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.

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.

4.99 out of 5 average rating, 172 reviews

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.

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.

4.94 out of 5 average rating, 274 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)

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

4.99 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.

Superhost

A serene beach scene captures the setting sun, casting a gentle glow over the calm water. Silhouettes of distant boats are visible against the horizon, and soft waves lap at the sandy shore. Warm hues of orange and pink blend seamlessly into the evening sky.

4.88 out of 5 average rating, 104 reviews

Classic Summer Cottage

Stay at a classic summer cottage, in the Wellfleet woods, yet conveniently located a 5 minute drive from downtown Wellfleet. Built in 1938 by 4 women, it still has much of it's original charm. The great room has wood paneling and a cathedral ceiling. This common area has natural wood floors and a fireplace. 2 cozy bedrooms and a small kitchen and bathroom complete the scene.

4.89 out of 5 average rating, 182 reviews

A charming building with a peaked roof is illuminated in the evening light. A variety of ice cream signage is visible, while several people are seen walking towards the entrance. Outdoor seating and decorative flower pots enhance the inviting atmosphere.

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.

A tranquil scene of a lake is presented, with vibrant autumn foliage reflected on the water's surface. The trees display shades of orange, yellow, and red, creating a harmonious blend with the still lake. The shoreline is lined with sandy earth.

4.93 out of 5 average rating, 136 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.

4.98 out of 5 average rating, 212 reviews

A serene beach scene captures gentle waves lapping at the shore, leaving behind subtle footprints in the sand. Sand dunes rise in the background, while expansive clouds drift across a clear blue sky, creating a peaceful coastal atmosphere.

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.

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Wellfleet vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Wellfleet's top sights

Marconi Beach25 locals recommend

Cape Cod National Seashore18 locals recommend

Cahoon Hollow Beach14 locals recommend

Other great vacation rentals in Wellfleet

Superhost

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.

4.8 out of 5 average rating, 5 reviews

Sandy beach cottage on Wellfleet Bay

PatriciaRating, 5 stars8 months ago

The stay was everything expected and then some. The beach was amazing and convenient. The house was what was promised and then some.

4.83 out of 5 average rating, 41 reviews

Classic Cottage with waterviews

NerissaRating, 5 stars2 days ago

It's a wonderful Cape cottage with personality and charm just steps from the water. The house was clean and well-stocked with kitchen supplies. We enjoyed sitting on the porch and walking the coastal trails. Jude was very responsive and easy to communicate with.

A spacious dining area features a large wooden table surrounded by six woven chairs and a bench. Natural light enters through large windows, highlighting the wood grain. A simple pendant light hangs from the ceiling, creating a modern yet inviting ambiance.

5 out of 5 average rating, 10 reviews

New Home, next to Mayo Beach

AgnèsRating, 5 stars3 weeks ago

Beautifully decorated, an ideal space for two families with children or teens. We loved the attention to detail, the quality of the kitchen stuff, the comfortable lounging areas on two levels (perfect for families!). All modern and fresh, with a lot of character on the finishing touches. Wholeheartedly recommend!

A comfortable living area features a soft grey sofa facing a simple black coffee table. A decorative mantle holds a wooden whale sculpture. Natural light floods in from the surrounding windows, illuminating the space, which connects to a dining area with a table and chairs.

4.98 out of 5 average rating, 45 reviews

Wellfleet home tucked in 1.5 acres of lush gardens

AlexRating, 5 stars2 weeks ago

Absolutely Wonderful Stay! This place was perfect , the house had everything we needed and more. My 2.5-year-old daughter especially loved the backyard and the abundance of toys. We truly didn’t want to leave and are already looking forward to coming back! Rebecca is an incredible host - warm, responsive, and so helpful. Her local recommendations were better than TripAdvisor, Yelp, and Google combined! We also loved the proximity to Wellfleet and the delicious PB Boulangerie bakery nearby. Highly recommend this stay to anyone visiting the area

4.8 out of 5 average rating, 5 reviews

A serene view of the beach showcases rolling waves gently lapping at the shore, framed by soft sand dunes covered in tall green grass. A clear blue sky with scattered white clouds stretches overhead, enhancing the tranquil atmosphere of the coastal landscape.

Apartment in Wellfleet

The Green Frog #3B

EileenRating, 5 stars9 months ago

This place, while on the small side, was perfectly laid out, was perfect for a couple. There was plenty of easy storage space for clothes, and beautiful views of the salt marsh. Looked recently renovated and it was in pristine condition. Well appointed with appliances and kitchen tools. Quiet neighborhood which was walkable to local restaurants, Wellfleet pier, walking trails, and into town. Highly recommend!

4.81 out of 5 average rating, 21 reviews

A cozy outdoor seating area is featured in front of a wooden clapboard building. A bright red couch is complemented by a decorative pillow. Lush green plants in a garden bed create a vibrant backdrop, while a wooden bar area stands nearby.

Apartment in Wellfleet

Peaceful Wellfleet

DianeRating, 5 stars3 weeks ago

What a peaceful and beautiful location! After 4 days of staying in downtown Boston, Tracy's place was just what we needed to decompress. Wellfleet is situated where it was easy to enjoy parts of the Cape Cod National Seashore as well as Provincetown all in one day. Plus due to our 16-day New England trip, we needed to do laundry. Thankfully Tracy's place had a washer, dryer, and laundry detergent! Tracy recommended the Flying Fish for coffee and pastries. She also suggested PJ's for scrumptious clam chowder. Both places were "wins"! We highly recommend a stay at Tracy's!

4.98 out of 5 average rating, 57 reviews

A light-filled living area features a large window with sweeping views of the ocean and a modern television. A comfortable sofa adorned with colorful cushions sits opposite a coffee table, enhancing the space's coastal decor. The walls are decorated with subtle fish motifs.

Cottage in North Truro

Beachfront, 7 mins to Ptown, Newly Renovated

JulieRating, 5 stars1 month ago

You can’t say enough wonderful things about Daniela. The location was extremely easy access to everything.. there is no better view in all of Truro! The unit was exactly as you see it, and is so much better in person! We enjoyed every moment!

A sandy beach is illuminated by the soft glow of a sunset, with the sun reflecting on the calm water. Gentle waves lap at the shore, and wispy clouds stretch across the sky, enhancing the tranquil scene. Silhouettes of distant islands are visible on the horizon.