Vacation rentals in Wellfleet Harbor

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Top-rated vacation rentals in Wellfleet Harbor

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Guest favorite
A spacious living area features a light grey sectional sofa adorned with blue and white throw pillows. A rustic wooden coffee table is positioned on a woven rug, while an entertainment unit holds a television. Natural light fills the room through two large windows.
Condo in Provincetown
5 out of 5 average rating, 107 reviews

PTown Harbor & Beach Side 1 Br Condo & Deck!

Recently renovated in 2019 and located in the heart of Provincetown our large 1 bed condo is just a 7 min walk from the ferry and right by most parking lots. Bright & open space, clean lines in the kitchen/living room, with very large bedroom and true full sized bathroom. We have an exclusive use, furnished large deck with gorgeous bay views of MacMillan Pier and even the Monument. Working from home? We have a dedicated setup. There's direct access to the beach just steps away via the courtyard!

Top guest favorite
Tiny home in Wellfleet
4.98 out of 5 average rating, 362 reviews

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

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, 108 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.

Top guest favorite
Home in Wellfleet
4.91 out of 5 average rating, 196 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.

Top guest favorite
The cottage exterior is framed by well-maintained gardens and tall trees. A stone pathway leads to a front door, complemented by a skylight above. Solar panels are visible on the left side, outlining the home’s eco-friendly features.
Home in Wellfleet
4.98 out of 5 average rating, 53 reviews

Gardens and yard w/ playset; near paths to ponds!

Enjoy a Wellfleet getaway in this sweet cottage surrounded by 1.5 acres of gardens and trees. The home is centrally located on Rt 6 and less than 1 mile into the center of town. From the long driveway, you can access the old dirt Rail Trail and reach Dyer Pond and Duck Pond in less than a mile. The backyard is filled with gardens and trees providing shade over a cedar playset and Adirondack chairs. The deck has a picnic table and Weber grill. Linens included. Pets/smoking are not allowed.

Guest favorite
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, 177 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.

Guest favorite
The exterior of a cottage is depicted, featuring a stone pathway leading to the entrance. Lush greenery surrounds the building, complemented by a fenced yard. The cottage showcases a combination of wood and shingle siding, with a large window that allows for natural light.
Guesthouse in Wellfleet
4.87 out of 5 average rating, 101 reviews

Charming renovated Wellfleet Hideaway

Newly renovated bright cheery cottage in Wellfleet's Historic District, steps from the village center. One large sleeping/sitting room with new king size bed and futon sofa, opening onto roomy glass and screen porch with new dining table for eight. New full separate kitchen. NEW Stove and Refrigerator. NEW Bathroom with shower 2021 + an outdoor shower. Outdoor seating and grill. Linens/towels provided for 2 guests. Ideal for a couple or family w/ up to 2 young children.

Top guest favorite
A two-story wooden structure is surrounded by trees and grassy terrain, featuring a spacious deck with two umbrellas in vibrant blue and green. Large glass doors provide views into the interior, while the natural landscape complements the home's rustic appeal.
Home in Wellfleet
5 out of 5 average rating, 19 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.

Top guest favorite
A charming cottage is surrounded by greenery, with a stone pathway leading to its entrance. Lush grass and landscaped gardens frame the building, while natural stone steps rise alongside. Sunlight filters through the trees, creating a serene outdoor setting.
Cottage in Wellfleet
4.94 out of 5 average rating, 298 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)

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, 182 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

Guest favorite
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, 200 reviews

The Perfect Cape Retreat

The perfect outer Cape retreat - cedar cottage nestled in the woods near 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".

Top guest favorite
A well-maintained pathway leads to a serene cottage entrance, flanked by lush greenery and landscaped beds. A stone water feature creates a calming ambiance, while lounge chairs are positioned nearby for relaxation. Sunlight filters through the trees, enhancing the tranquil outdoor setting.
Cottage in Eastham
5 out of 5 average rating, 54 reviews

The BeachBox

Relax and enjoy the simple life in this small, bright, clean cottage. Bike to the beach that is about a mile away and spend the day, come back and enjoy an outdoor shower, bbq, then unwind outside by the solo stove or on the back porch swing.

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