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 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 favorite
The exterior of a charming cottage is displayed, featuring a brick chimney and light-colored shingles. Lush greenery surrounds the property, complemented by two blue planters near the entrance. A stone pathway leads to the door, and a picnic table is visible on the adjacent patio.
Cottage in North Truro
4.93 out of 5 average rating, 117 reviews

Unique Waterfront Artist Cottage

Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property. There is a PET FEE that must be paid prior to check in.

Top guest favorite
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.

Top guest favorite
Cottage in Provincetown
4.96 out of 5 average rating, 136 reviews

Designer West End Detached Cottage

West End detached cottage ideally located between Commercial and Bradford Streets, across from Mussel Beach Gym and a block to all of the excitement Provincetown has to offer. Restaurants, bars, and beaches are at your doorstep. The cottage was rebuilt in 2008 with the charm you would expect from a Provincetown cottage and filled with natural light from windows on all four sides. The cottage has a large private enclosed stone patio complete with hot/cold outdoor shower with areas for seating.

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, 173 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
Home in Truro
4.9 out of 5 average rating, 251 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 favorite
A spacious rooftop deck is furnished with comfortable seating, including several armchairs and a coffee table. A large area rug lies beneath the furniture, and a distant view of a tall tower is visible, framing the serene outdoor space.
Apartment in Provincetown
4.96 out of 5 average rating, 437 reviews

Cozy 3rd Floor Apartment with a View

"This is just the most lovely hideaway in the most ideal location in one of the most idyllic places we have the privilege of spending time in." (Ginger July 2021) This Cozy apartment has gotten rave reviews since our first guests 5 years ago. When you see the view of the harbor you’ll fall in love. Sip coffee at the table in the morning and watch Commercial St. come alive. Steps from the ferry or parking. If your dates are open then book now, Cozy is sought after.

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, 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 favorite
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!

Superhost
The cottage exterior is framed by trees, with warm light illuminating the windows. A blue umbrella is positioned over a picnic table on the deck, while red chairs add a pop of color. Pathway lights and flower planters enhance the welcoming atmosphere.
Cottage in North Eastham
4.9 out of 5 average rating, 239 reviews

Classic Cape Cod Cottage

No cleaning fee! 15 min walk to the best bayside beach, Thumpertown Beach. The cottage is in a very peaceful wooded setting. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's situated on a triple sized lot, close to the outer Cape's favorite attractions. Eastham is known as the Gateway to the Cape Cod National Seashore. Please note, from June 13 to September 6 we have a 7 night minimum from Saturday to Saturday.

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, 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 favorite
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 vacation 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 vacation rentals in Wellfleet

  • Total vacation rentals

    Explore 380 vacation rentals in Wellfleet

  • Nightly prices starting at

    Wellfleet vacation rentals start at $40 per night before taxes and fees

  • Verified guest reviews

    Over 14,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    280 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    360 of Wellfleet vacation 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!

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