Holiday houses in Wellfleet

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Top-rated holiday rentals in Wellfleet

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

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Top Guest favourite
A charming exterior view of a Greek Revival house is presented, featuring a welcoming entrance with black shutters and a large bay window. Colorful flower beds with yellow blooms add vibrancy to the lush greenery surrounding the property, complemented by decorative flags and a cheerful atmosphere.
Apartment in Wellfleet
4.89 out of 5 average rating, 159 reviews

In the Heart of Wellfleet and Walk to Mayo Beach

Beautifully renovated 1850 Greek revival house. Private apartment is on the second floor with private wide accessible outside stairway. It is a 3-4 room apartment and is perfect for a couple and at most a total of 4 adults. PLEASE NOTE if you are not a couple and do not want to share a bed , you will need to rent the second bedroom at $45 per night per each additional person.The location is perfect in the center of quaint picturesque downtown Wellfleet. Private parking. No children under 8.

Top Guest favourite
A cozy living area is furnished with a comfortable sofa adorned with decorative pillows. A dining table with seating for four is visible, alongside a well-equipped kitchen in the background. Natural light enters through the windows, highlighting the warm wood floors.
Apartment in Wellfleet
4.98 out of 5 average rating, 105 reviews

Rock on Wellfleet!

A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

Guest favourite
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, 174 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 favourite
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.
Home in Truro
4.9 out of 5 average rating, 252 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.

Top Guest favourite
The studio features a cozy sleeping area with a spacious bed, complemented by a brown leather couch and a decorative coffee table. Two windows allow natural light to fill the room, enhancing the soft neutral tones and views of the surrounding trees.
Apartment in Wellfleet
5 out of 5 average rating, 62 reviews

A Reverie by The Sea

Welcome to our beautiful studio apartment just minutes from private ponds! We provide all the amenities you need for an enjoyable stay, including Work from Home station, Level 2 EV Charger, cable TV, linens and washer/dryer. Our home is located just a short drive from all the best restaurants, shops, and attractions that Wellfleet has to offer. Whether you're here to explore the Cape or simply relax and soak up the sun, this is the perfect place to call your home away from home.

Guest favourite
A modern kitchen is positioned alongside a spacious living area, featuring light wood flooring. A well-defined rug adds warmth to the space, while natural light fills the room through large windows. Simple cabinetry and kitchen appliances are visible, showcasing a functional layout.
Apartment in Wellfleet
4.86 out of 5 average rating, 22 reviews

4B Blockhouse Studio

Welcome to Doub-Erickson House, the best location in Wellfleet. This fully self-contained flat in a 2 centuries old whale merchant's home on Duck Creek is perfect for active types who prefer to walk instead of drive. Ideal for kayakers & bikers. Steps from Wellfleet's best restaurants, town pier and the village center shopping & market. We have 5 flats. If one is booked on your dates, look for Calypso, Boulevard, Garden, or Green Frog. Rent multiple apartments for larger parties.

Top Guest favourite
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.
Home in Wellfleet
5 out of 5 average rating, 10 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 favourite
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, 294 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)

Guest favourite
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
4.87 out of 5 average rating, 121 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 favourite
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, 181 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 favourite
The modern kitchen features sleek white cabinetry, stainless steel appliances, and a minimalist design. A dining table crafted from wood accommodates seating for four. Natural light fills the space through the window, illuminating the warm wooden floor and providing a welcoming atmosphere.
Apartment in Wellfleet
5 out of 5 average rating, 12 reviews

Wellfleet Center Gem

Charming, pristine, top floor, 1-BR apartment with a sunny deck. Perfect for a couple or a solo traveler. Located in a historic building in the heart of Wellfleet Center. Great restaurants, shops, yoga/fitness, galleries, and farmers market are all steps from your door. Great option for those who love to walk. 20 minute drive to Provincetown. No pets allowed.

Top Guest favourite
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, 147 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.

Popular amenities for Wellfleet holiday rentals

When is the best time to visit Wellfleet?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Wellfleet?

    Yes! Work meets play with ease at over 150 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 110 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Wellfleet?

    Experience the best of Wellfleet with our house rentals, starting at about $120 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 240 house rentals with free parking in Wellfleet. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Wellfleet?

    Wellfleet has more than 220 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!

  • What are the most popular amenities for House Rentals in Wellfleet?

    Enhance your stay in our House Rentals with the most popular amenities: over 240 homes with free parking, over 80 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Wellfleet

  • Total holiday rentals

    Explore 380 holiday rentals in Wellfleet

  • Nightly prices starting at

    Wellfleet holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 14,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    280 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    360 of Wellfleet holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Free parking on premises across Wellfleet rentals

  • 4.8 Average rating

    Wellfleet stays are highly rated by guests—averaging 4.8 out of 5!