Vacation rentals in Wellfleet

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Top-rated vacation rentals in Wellfleet

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Top guest favorite
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, 104 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 favorite
The kitchen area features a wooden pitched ceiling and a functional layout. A farmhouse sink is paired with stainless steel appliances and cooking essentials. Two stools are positioned at a counter, with a small vase of flowers adding a touch of nature. Glass doors offer views to an outdoor deck.
Home in Wellfleet
4.9 out of 5 average rating, 184 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
A charming tiny house is nestled among tall trees, featuring a wooden porch with steps leading up to the entrance. Vibrant stained glass windows and warm wood tones enhance the inviting appearance, while natural light filters through the surrounding foliage.
Tiny home in Wellfleet
4.98 out of 5 average rating, 338 reviews

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!

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, 170 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
A cozy living area features a blue sofa adorned with yellow decorative pillows, positioned in front of a wooden coffee table. Natural light enters through large windows, illuminating the space. A wooden ladder leads to a loft area, complemented by a light rug underfoot.
Cottage in Wellfleet
4.9 out of 5 average rating, 121 reviews

Cozy 3 bedroom cottage in the Heart of Wellfleet

Escape to the Cape and enjoy the National Seashore! Wellfleet is home to some of Cape Cod's finest beaches, art galleries, shops, restaurants, and of course, the oysters. Our cottages is tucked away yet is within walking distance to Power's Landing beach, Mayo Beach, and the Pier. Wellfleet has so much to offer and we'd love to be able to help make your stay all the more memorable. Our quaint home offers all the modern necessities you want yet keeping the cottage vibe.

Top guest favorite
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, 292 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
4.86 out of 5 average rating, 118 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!

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, 109 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.

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
A serene beach scene is captured, featuring calm waters reflecting a clear blue sky. Grass and low vegetation frame the foreground, leading to gently sloping sandy shores. In the distance, the outline of an island is visible against the horizon, contributing to the tranquil atmosphere.
Bungalow in Wellfleet
4.96 out of 5 average rating, 128 reviews

Beach Bungalow - Cape Cod Classic

Artwork, Antiques, Beach, Backyard, Privacy This cottage has everything you can imagine and more. Well stocked and maintained. Cape Cod charm and modern amenities. Responsive owner and close to everything - town, harbor, restaurants, park, and of course Mayo Beach footsteps away. Next-door is Beach Bungalow #2 - see link below. airbnb.com/h/beachbungalow2 “Copy/paste link above to your browser.”

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, 145 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.

Top guest favorite
The exterior of the cottage features a screen porch adorned with climbing greenery, inviting natural light. A circular table sits on the grassy lawn, surrounded by vibrant flowers. The charming two-story structure is complemented by a sloping roof and generous windows.
Home in North Truro
4.98 out of 5 average rating, 311 reviews

Beautiful North Truro cottage with screen porch

This beautiful and restful four season cottage is a newly renovated barn over one hundred years old. It has two stories, fifteen by twenty feet, with a full bathroom and delightful screen porch surrounded by gardens. A sun filled retreat for 2 or 3 people.

Popular amenities for Wellfleet vacation rentals

Frequently Asked Questions

  • What types of vacation rentals are available in Wellfleet?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Wellfleet. From over 270 house rentals to over 60 cottage rentals, we've got you covered.

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

    Yes! Work meets play with ease at over 140 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 120 vacation rentals for guests traveling with pets.

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

    Experience the best of Wellfleet with our cottage 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 260 house rentals with free parking in Wellfleet. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wellfleet have a bbq area?

    Absolutely! We offer over 150 house rentals with a bbq area in Wellfleet. Enjoy a tailored experience with all the comforts you desire.

  • 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!

  • Are there family-friendly house rentals in Wellfleet?

    Wellfleet has more than 240 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 150 homes with a bbq area, over 260 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 G$8,354 GYD per night before taxes and fees

  • Verified guest reviews

    Over 15,780 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

    20 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    370 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!