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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.

Top Guest favourite
The modern guest suite features a spacious deck with outdoor seating, surrounded by natural landscaping. Large windows allow ample natural light, and the structure blends harmoniously with the surrounding pine and oak trees under a clear blue sky.
Guest suite in Truro
5 out of 5 average rating, 74 reviews

New 2 Bedroom Modernist Oasis in Truro

New modernist 2 bedroom guest suite in Truro. Abutting conservation land with trails to the beach, this recently constructed suite on a private road overlooks a beautiful pine and oak forest. The suite has a separate entrance & parking, a large back deck & outdoor shower. It features art and ceramics from local and NE artists. Furnishings set a mid-century vibe. Only a 5 minute drive to local beaches and ponds and the Truro Center for the Arts. Less than 15 minutes to Ptown & Wellfleet.

Guest favourite
A spacious living area is visible, featuring a modern couch and stools at a kitchen bar. Light-colored wood floors are complemented by a decorative area rug. The kitchen includes various appliances, and artwork adorns the walls, adding character to the inviting space.
Apartment in Wellfleet
4.87 out of 5 average rating, 128 reviews

2 Calypso

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, Blockhouse, or Green Frog. Rent multiple apartments for larger parties.

Top Guest favourite
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, 189 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.

Guest favourite
A charming cottage is surrounded by a grassy yard, featuring a set of four blue Adirondack chairs arranged around a small glass table. A gas grill is situated nearby, and a tree provides dappled shade to the area.
Guesthouse in Wellfleet
4.97 out of 5 average rating, 191 reviews

Abundant Blessings Cottage – Wellfleet

Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

Top Guest favourite
The exterior of a two-story wooden structure set against a backdrop of lush greenery and the Black Fish Creek marsh. The landscape features expansive water views and coastal vegetation, showcasing the natural beauty of the surrounding area.
Apartment in Wellfleet
4.96 out of 5 average rating, 54 reviews

RELAX! A Little of Heaven in Wellfleet

Indian Neck. Black Fish Creek. Shifting Tides. Private apartment. Spacious bedroom with king sized bed, living room with double bed. Kitchenette. Fully airconditioned. Views of the marsh. Outdoor shower. Private entrance into the ever-shifting Black Fish Creek salt marsh landscape full of fiddler and horseshoe crabs, fish, and seashore life. Easy 10 min walk along marsh or the road to two of Wellfleet’s most beautiful bay-side beaches—Omaha Beach and Field Point Beach.

Top Guest favourite
A charming Cape-style residence is surrounded by a spacious green lawn, framed by trees. The house features a sloping roof and a brick chimney, with large windows allowing plenty of natural light. A gravel driveway provides ample parking space.
Home in Wellfleet
5 out of 5 average rating, 26 reviews

The Wellfleet Beach House. Sleeps 6

On the road to Cape Cod's most loved beaches at the National Seashore. Come around the corner and pull into this property and you will instantly feel at home. This little gem is a three-bedroom Cape style with two bedrooms upstairs and a full bath with a walk-in shower. You will find another full bedroom and bath w/tub on the first floor. Open living/dining room & great kitchen. This property offers comfort and privacy with a level spacious backyard, firepit & outdoor shower.

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)

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

Guest favourite
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, 195 reviews

The Perfect Cape Retreat

The perfect outer Cape retreat - cedar cottage nestled in the woods surrounding 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 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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Avg. price$367 NZD$355 NZD$452 NZD$352 NZD$427 NZD$541 NZD$640 NZD$640 NZD$488 NZD$425 NZD$476 NZD$512 NZD
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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 $100 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 70 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 210 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 10 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 70 homes with self check-in, over 240 homes with free parking, 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 $68 NZD 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 Waterfront across Wellfleet rentals

  • 4.8 Average rating

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