Wellfleet vacation rentals

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Top-rated vacation rentals in Wellfleet

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

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Guest favorite

Tiny home in Wellfleet

4.98 out of 5 average rating, 226 reviews

Writer's Cabin in Woods near Wellfleet Bay

Our unique, creative and magical "Writer's Cabin" tiny house is a guest favorite! You'll be tucked in the woods with the views of a treehouse, and just minutes' drive or bike ride to Wellfleet's beaches, ponds & walking trails. Wellfleet's quaint town center and harbor are just a 10-15 minutes walk down the road. Note: the cabin has a private, wooden Nordic shower w/ hot water built onto the outside of the cabin. Our guests love this unique experience! The toilet is standard flushing & indoors.

Sep 23 – 28

G$37,559 GYD per night

Guest favorite

Apartment in North Truro

4.96 out of 5 average rating, 176 reviews

Beautiful North Truro apartment - Walk to beach

Thoughtfully renovated 1 bedroom apartment attached to our antique Cape home. Quick walk to Cold Storage Beach and a short bike ride to the Ocean beaches. Located in the heart of Pond Village in North Truro. Just across from a general store, restaurant, artisanal chocolatier, food truck and Flex Bus stop. Truro Vineyards is just down the street, and we are 7 miles (less than a 10 minute drive) to Provincetown. Great location to enjoy all the Lower Cape has to offer.

Jan 17 – 24

G$36,003 GYD per night

Guest favorite

Guest suite in Brewster

4.95 out of 5 average rating, 150 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.

Dec 14 – 21

G$19,858 GYD 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.

Dec 21 – 28

G$60,416 GYD per night

Guest favorite

Cottage in Wellfleet

4.93 out of 5 average rating, 239 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)

Jan 5 – 12

G$59,480 GYD 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 18 – 23

G$35,688 GYD 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

Sep 11 – 18

G$39,677 GYD per night

Guest favorite

Home in Truro

4.88 out of 5 average rating, 171 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: June through September rentals you bring your own bedding and towels and check in and out are on Saturdays Only. Cute 2 bedroom 1 bath home with outdoor decks minutes from great beaches!

Nov 1 – 8

G$32,981 GYD per night

Guest favorite

Guest suite in Orleans

4.92 out of 5 average rating, 143 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.

Oct 3 – 10

G$27,061 GYD 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

Nov 22 – 29

G$29,887 GYD per night

Guest favorite

Cottage in Eastham

4.91 out of 5 average rating, 188 reviews

Classic Cape Cod Cottage

15 min walk to the best bayside beach. Very peaceful setting. Four night minimum stay from April 15 to June 15. June 15 to Sept 10 there's a 7 night minimum stay, from Saturday to Saturday. 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.

Oct 30 – Nov 6

G$33,309 GYD per night

Guest favorite

Guest suite in Wellfleet

4.98 out of 5 average rating, 190 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.

Jul 22 – 29

G$26,977 GYD 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

Other great vacation rentals in Wellfleet

Guest favorite

Home in Wellfleet

4.91 out of 5 average rating, 137 reviews

Wellfleet Woods Escape

Dec 10 – 17

G$83,902 GYD per night

Guest favorite

Home in North Truro

4.97 out of 5 average rating, 174 reviews

Escape to N. Truro 3BR Pet Friendly

Sep 27 – Oct 4

G$107,904 GYD per night

Guest favorite

Home in Chatham

4.96 out of 5 average rating, 192 reviews

Studio cottage in Chatham Ma.

Mar 10 – 17

G$35,811 GYD per night

Guest favorite

Home in Eastham

4.97 out of 5 average rating, 163 reviews

The Sea Captain's Carriage House

Jun 12 – 19

G$61,106 GYD per night

Guest favorite

Home in Provincetown

4.98 out of 5 average rating, 116 reviews

One of Afar Magazine's Top Cape Cod Airbnb Listings

Sep 26 – Oct 3

G$87,765 GYD per night

Guest favorite

Home in Chatham

4.95 out of 5 average rating, 240 reviews

Slate House - a modern waterfront getaway

Nov 10 – 17

G$99,998 GYD per night

Guest favorite

Home in Eastham

4.99 out of 5 average rating, 134 reviews

Bayside Bliss

May 13 – 20

G$74,775 GYD per night

Guest favorite

Home in Sandwich

5.0 out of 5 average rating, 154 reviews

Quintessential Waterfront Historic Cottage

May 6 – 13

G$144,476 GYD per night

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Wellfleet beach vacation rentals

Guest favorite

Cottage in Wellfleet

4.94 out of 5 average rating, 125 reviews

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

Sep 19 – 26

G$58,963 GYD per night

Guest favorite

Guesthouse in Wellfleet

4.97 out of 5 average rating, 180 reviews

Abundant Blessings Cottage-Wellfleet

Mar 3 – 10

G$43,246 GYD per night

Guest favorite

Guest suite in Provincetown

4.97 out of 5 average rating, 531 reviews

The Treehouse at Seagull's Nest.

Nov 6 – 13

G$37,472 GYD 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

May 8 – 15

G$47,025 GYD per night

Superhost

Cottage in Wellfleet

4.9 out of 5 average rating, 249 reviews

The Perfect Getaway in Wellfleet

Sep 21 – 28

G$62,898 GYD per night

Guest favorite

Cottage in Wellfleet

4.94 out of 5 average rating, 144 reviews

The Perfect Cape Retreat

Oct 18 – 25

G$54,426 GYD per night

Guest favorite

Cottage in North Truro

4.96 out of 5 average rating, 120 reviews

Daisy of Days Cottages - Cottage on the beach

Feb 28 – Mar 7

G$76,134 GYD per night

Guest favorite

Guest suite in Harwich

4.99 out of 5 average rating, 543 reviews

Romantic getaway suite

Nov 26 – Dec 3

G$31,968 GYD per night

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Wellfleet condo rentals

Superhost

Condo in Provincetown

4.78 out of 5 average rating, 233 reviews

Best location in Ptown ,Cozy 1 Bedroom, WATER VIEW

Mar 23 – 30

G$42,290 GYD per night

Guest favorite

Condo in Provincetown

4.98 out of 5 average rating, 242 reviews

TOWN CTR, Top floor - Ptown artistic oasis

Dec 1 – 8

G$35,450 GYD per night

Guest favorite

Condo in Dennis

4.99 out of 5 average rating, 172 reviews

Studio, 300 yards to Glendon Beach; Seahorse#2

Oct 12 – 19

G$26,185 GYD per night

Guest favorite

Condo in Provincetown

4.96 out of 5 average rating, 127 reviews

Waterview In Heart of Ptown - Parking Included!

Jan 27 – Feb 3

G$31,196 GYD per night

Guest favorite

Condo in Provincetown

4.95 out of 5 average rating, 160 reviews

Bayshore 9 Waterfront Renovated Condo with Parking

Nov 28 – Dec 5

G$99,208 GYD per night

Guest favorite

Condo in Chatham

4.96 out of 5 average rating, 279 reviews

In-town, Pied-a-Terre. Private, Sunny Comfy Home.

Nov 16 – 23

G$35,705 GYD per night

Guest favorite

Condo in Provincetown

4.98 out of 5 average rating, 230 reviews

Center of Provincetown - Commercial St.

Apr 1 – 8

G$69,142 GYD per night

Guest favorite

Condo in Provincetown

4.95 out of 5 average rating, 257 reviews

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

May 7 – 14

G$57,912 GYD 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

Cottages

Houses

Hotels

Popular amenities for Wellfleet vacation rentals

Stay near Wellfleet's top sights

Other great vacation rentals in Wellfleet

Home in Wellfleet

Home in North Truro

Home in Chatham

Home in Eastham

Home in Provincetown

Home in Chatham

Home in Eastham

Home in Sandwich

Wellfleet beach vacation rentals

Cottage in Wellfleet

Guesthouse in Wellfleet

Guest suite in Provincetown

Cottage in Eastham

Cottage in Wellfleet

Cottage in Wellfleet

Cottage in North Truro

Guest suite in Harwich

Wellfleet condo rentals

Condo in Provincetown

Condo in Provincetown

Condo in Dennis

Condo in Provincetown

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