Wellfleet vacation rentals

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Top-rated vacation rentals in Wellfleet

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Guest favorite

Place to stay in Wellfleet

4.98 out of 5 average rating, 163 reviews

WoodsideTiny House near Wellfleet Bay

Our tiny house tucked under trees is the perfect getaway. Walk past our orchard to get to your "Romantic Hideaway". This special rental has a private, sunny deck, a Nordic shower, stained glass windows and a library of books/vinyls. Set back from a quiet road on our property, this little gem is walking distance to Wellfleet's center, harbor & many restaurants, & just minutes drive from National Seashore beaches & ponds. A fun time in bustling Provincetown awaits you only 15 miles down the road!

Sep 23 – 30

$148 per night

Guest favorite

Guest suite in Brewster

4.95 out of 5 average rating, 148 reviews

Cozy and Secluded Apartment/Seasonal garden view

Walk across your private patio through sliding glass doors to your private garden retreat in this spacious studio. A large bathroom is just off the kitchen. This brand new apartment is designed for your perfect vacation or retreat from city life. If you are working from home - try working from Cape Cod! A desk awaits you - leave your computer set up and ready! Not the best apartment for disabilities - the entrance is in the back and there is a step up into the shower.

Feb 27 – Mar 6

$75 per night

Guest favorite

Home in Wellfleet

4.99 out of 5 average rating, 150 reviews

Rum Runner’s Shack @ Historic Downtown Wellfleet

Located in Wellfleet Center, enjoy this sublime 528 sq. foot cottage - only 10 minutes from beaches and ponds in any direction. Near Winslow's Tavern, Wellfleet Marketplace, Hatch's,Uncle Tim’s Bridge, Mac's Shack. This 1925 bungalow is the perfect site for a couple or a small family 2 adults/2 children. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. State and local taxes apply. No pets or 3rd party booking.

Feb 19 – 26

$249 per night

Guest favorite

Cottage in Wellfleet

4.93 out of 5 average rating, 238 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)

Oct 29 – Nov 5

$271 per night

Guest favorite

Apartment in Eastham

4.95 out of 5 average rating, 205 reviews

National Seashore Escape

There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

Sep 6 – 11

$150 per night

Guest favorite

Tiny home in Wellfleet

4.99 out of 5 average rating, 144 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

Dec 4 – 11

$165 per night

Guest favorite

Guest suite in Orleans

4.92 out of 5 average rating, 142 reviews

Charming Old Cape Cod

Relax and enjoy spending time at Snowtop on the Town Cove, many activities including sailing, paddle boarding, water skiing and spectacular sunsets! A short walk to swim, sit on the sand or take a beach walk. The offered space has a private entrance with bath, bedroom with a king size bed, a sunny living room with dining table over looking the water where you could choose to dine in, have coffee in the morning or play a game.

May 16 – 23

$135 per night

Guest favorite

Cottage in Eastham

4.9 out of 5 average rating, 342 reviews

Barn Cottage on Minister Pond

Newly renovated cozy heated Barn Cottage (not attached to house- privacy!) on Minister Pond with dock access to canoe/ new queen size bed/equipped kitchen/large deck overlooking pond/gas grill/private yard/2 minutes to ocean or bay beaches and bike trail in National Seashore/ many local attractions, and restaurants! Please note the new 12.45% short term rental tax is now in effect and will be added to your base. Thank you

Sep 29 – Oct 6

$125 per night

Guest favorite

Cottage in Eastham

4.99 out of 5 average rating, 181 reviews

The Salt Pond Cottage

This is a free-standing private cottage that sleeps 2 comfortably. A spiral staircase leads up to a sleeping loft with a NEW QUEEN size Nectar bed! There is a full futon couch on the main level. The kitchen has everything you may need. The most spectacular thing about this home is its close proximity to the National Seashore. The salt pond, bike path, and freshwater ponds are also moments away!

May 13 – 20

$175 per night

Guest favorite

Guest suite in Wellfleet

4.98 out of 5 average rating, 189 reviews

Charming, private, studio near Gull Pond Wellfleet

Quietly situated 3/4 mile from Gull Pond, 2 miles from ocean beaches, and 1.3 mile from the center of Wellfleet. This is an ideal spot if you are looking for a comfortable base from which to enjoy all that Wellfleet has to offer! Studio apt with microwave, wifi, but PLEASE NOTE: there is no stove and no television.

Apr 29 – May 6

$104 per night

Superhost

Chalet in Wellfleet

4.89 out of 5 average rating, 117 reviews

Loft Chalet by the Bay

New Loft Chalet steps from the water and tucked in the trees. Perfect for getting away from it all. Great for couple. Ideal spot for rest and relaxation and exploring the rest of Cape Cod. Kayak, swim, paddle board, walk, minutes from the bike trail and an amazing bakery. There will be a 12.45% Mass Tax added.

Jun 1 – 8

$160 per night

Guest favorite

Home in Wellfleet

4.91 out of 5 average rating, 137 reviews

Wellfleet Woods Escape

Open kitchen + living room with a wooden pitched ceiling and two sliders overlooking the backyard, woods + bay. The kitchen is newly renovated with custom reclaimed wood cabinets. There is an original farmer's sink + a Fisher & Paykel drawer dishwasher. There is an outdoor shower and a full bathroom indoors.

Sep 3 – 10

$350 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wellfleet vacation rentals

Self check-in

Beachfront

Waterfront

Free parking on premises

Gym

Stay near Wellfleet's top sights

Cape Cod National Seashore124 locals recommend

Moby Dick's Restaurant37 locals recommend

The Beachcomber of Wellfleet192 locals recommend

PB Boulangerie Bistro107 locals recommend

Bookstore & Restaurant60 locals recommend

Wellfleet Drive-In Theatre143 locals recommend

Wellfleet house rentals

Guest favorite

Home in Truro

4.88 out of 5 average rating, 169 reviews

Cape Cod Getaway 2 Bedroom Cozy Home

Oct 30 – Nov 6

$167 per night

Guest favorite

Home in North Truro

4.97 out of 5 average rating, 172 reviews

Escape to N. Truro 3BR Pet Friendly

May 24 – 31

$357 per night

Guest favorite

Home in Eastham

4.97 out of 5 average rating, 163 reviews

The Sea Captain's Carriage House

Mar 8 – 15

$244 per night

Guest favorite

Home in Chatham

4.96 out of 5 average rating, 191 reviews

Studio cottage in Chatham Ma.

Feb 27 – Mar 6

$149 per night

Guest favorite

Home in Provincetown

4.98 out of 5 average rating, 115 reviews

One of Afar Magazine's Top Cape Cod Airbnb Listings

May 1 – 8

$275 per night

Guest favorite

Home in Chatham

4.95 out of 5 average rating, 238 reviews

Slate House - a modern waterfront getaway

Nov 8 – 15

$434 per night

Guest favorite

Home in Eastham

4.99 out of 5 average rating, 134 reviews

Bayside Bliss

May 5 – 12

$314 per night

Guest favorite

Home in Wellfleet

4.93 out of 5 average rating, 29 reviews

Downtown Wellfleet Antique - Perfect Location!

May 5 – 12

$300 per night

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Wellfleet beach vacation rentals

Guest favorite

Guesthouse in Wellfleet

4.97 out of 5 average rating, 180 reviews

Abundant Blessings Cottage-Wellfleet

Nov 4 – 11

$180 per night

Guest favorite

Cottage in Eastham

4.91 out of 5 average rating, 188 reviews

Classic Cape Cod Cottage

Apr 28 – May 5

$165 per night

Guest favorite

Cottage in Wellfleet

4.94 out of 5 average rating, 125 reviews

1 Bdrm Cottage near Ocean, Bay, Ponds, Village Ctr

Nov 25 – Dec 2

$225 per night

Guest favorite

Guesthouse in North Truro

4.97 out of 5 average rating, 118 reviews

Light-filled North Truro cottage-Lovely gardens

Dec 7 – 14

$175 per night

Guest favorite

Cottage in Wellfleet

4.94 out of 5 average rating, 143 reviews

The Perfect Cape Retreat

Sep 3 – 10

$269 per night

Guest favorite

Cottage in Eastham

4.96 out of 5 average rating, 152 reviews

Cozy 2 bedroom cottage steps from Moll's Pond

Jun 2 – 9

$221 per night

Guest favorite

Cottage in Eastham

4.95 out of 5 average rating, 204 reviews

The Breeze Overlooking Minister's Pond

Aug 24 – 31

$376 per night

Guest favorite

Guest suite in Provincetown

4.97 out of 5 average rating, 528 reviews

The Treehouse at Seagull's Nest.

Mar 12 – 19

$158 per night

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Wellfleet condo rentals

Guest favorite

Condo in Brewster

4.87 out of 5 average rating, 161 reviews

Shining Sea Condo

Mar 22 – 29

$89 per night

Guest favorite

Condo in Dennis

4.84 out of 5 average rating, 164 reviews

The 5 minute walk to beach Super Cute Beach Condo

Oct 16 – 23

$79 per night

Guest favorite

Condo in Provincetown

4.92 out of 5 average rating, 244 reviews

Modern Provincetown Condo.

Sep 22 – 29

$225 per night

Guest favorite

Condo in Dennis

4.99 out of 5 average rating, 172 reviews

Studio, 300 yards to Glendon Beach; Seahorse#2

May 17 – 24

$119 per night

Guest favorite

Condo in Provincetown

4.86 out of 5 average rating, 127 reviews

Provincetown Pied-a-Terre

Sep 24 – Oct 1

$125 per night

Guest favorite

Condo in Chatham

4.96 out of 5 average rating, 278 reviews

In-town, Pied-a-Terre. Private, Sunny condo.

Nov 13 – 20

$149 per night

Guest favorite

Condo in Provincetown

4.93 out of 5 average rating, 106 reviews

Westend Waterfront Luxury Condo-Provincetown

Mar 21 – 28

$451 per night

Guest favorite

Condo in Provincetown

4.95 out of 5 average rating, 256 reviews

Modern & Cozy Apt in the Heart of Ptown w/ Parking

Jun 5 – 12

$383 per night

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Quick stats about vacation rentals in Wellfleet

Total rentals	350 properties
Rentals with dedicated workspaces	100 properties have a dedicated workspace
Rentals with a pool	30 properties have a pool
Pet-friendly rentals	100 properties allow pets
Family-friendly rentals	250 properties are a good fit for families
Total number of reviews	12K reviews

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 220 house rentals to over 60 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Wellfleet?
Yes! Work meets play with ease at over 100 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 100 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 $90 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 90 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 210 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 180 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 30 vacation homes with pools in Wellfleet, available on Airbnb. Make a splash and soak up the sun in style!

Wellfleet vacation rentals

Top-rated vacation rentals in Wellfleet

Vacation rentals for every style

Houses

Cottages

Hotels

Popular amenities for Wellfleet vacation rentals

Stay near Wellfleet's top sights

Wellfleet house rentals

Home in Truro

Home in North Truro

Home in Eastham

Home in Chatham

Home in Provincetown

Home in Chatham

Home in Eastham

Home in Wellfleet

Wellfleet beach vacation rentals

Guesthouse in Wellfleet

Cottage in Eastham

Cottage in Wellfleet

Guesthouse in North Truro

Cottage in Wellfleet

Cottage in Eastham

Cottage in Eastham

Guest suite in Provincetown

Wellfleet condo rentals

Condo in Brewster

Condo in Dennis

Condo in Provincetown

Condo in Dennis

Condo in Provincetown

Condo in Chatham

Condo in Provincetown

Condo in Provincetown

Quick stats about vacation rentals in Wellfleet

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

What types of vacation rentals are available in Wellfleet?

Are there vacation rentals with a dedicated workspace in Wellfleet?

Are there pet-friendly vacation rentals in Wellfleet?

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

Do house rentals in Wellfleet have self check-in?

Do house rentals in Wellfleet have free parking?

Are there family-friendly house rentals in Wellfleet?

Are there Wellfleet vacation rentals on Airbnb with pools?

Destinations to explore