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.

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!

Apr 30 – May 7

R2,962 ZAR per night
Guest favorite

Apartment in Wellfleet

4.95 out of 5 average rating, 139 reviews

Beautiful Creekside Apartment in Wellfleet Center

Unique romantic apartment overlooking Duck Creek. One large living space which includes kitchen, work area, dining and air conditioned living room with a spectacular view. Queen bedroom and full bath. Small outdoor sitting area with table and chairs to watch the tide role in and out. See the sky change color at sunset and if lucky, catch the moon rise. Access to this private apartment is up a spiral staircase. Close to all of Wellfleet's restaurants, art galleries, town center and the pier.

Sep 14 – 21

R4,112 ZAR 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. Warm, cozy, romantic winter escape! Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. State and local taxes apply. No pets or 3rd party booking.

Jan 31 – Feb 7

R5,438 ZAR per night

Popular amenities for Wellfleet vacation rentals

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 beach vacation rentals

Guest favorite

Cottage in Wellfleet

4.9 out of 5 average rating, 248 reviews

The Perfect Getaway in Wellfleet

Oct 13 – 20

R5,210 ZAR per night
Guest favorite

Guesthouse in Wellfleet

4.97 out of 5 average rating, 180 reviews

Abundant Blessings Cottage-Wellfleet

Sep 30 – Oct 7

R3,997 ZAR per night
Guest favorite

Cottage in Wellfleet

4.88 out of 5 average rating, 120 reviews

Cassick Valley Cottage- Minutes to Lecount Hollow

Apr 13 – 20

R4,567 ZAR per night
Guest favorite

Guest suite in Brewster

4.94 out of 5 average rating, 145 reviews

Cozy and Secluded Apartment/Seasonal garden view

Mar 1 – 8

R1,631 ZAR per night
Guest favorite

Guest suite in Orleans

4.91 out of 5 average rating, 141 reviews

Charming Old Cape Cod

May 27 – Jun 3

R3,369 ZAR per night
Guest favorite

Cottage in Wellfleet

4.94 out of 5 average rating, 143 reviews

The Perfect Cape Retreat

Apr 18 – 25

R3,849 ZAR per night
Guest favorite

Guest suite in Provincetown

4.97 out of 5 average rating, 523 reviews

The Treehouse at Seagull's Nest.

Dec 31 – Jan 7

R3,251 ZAR per night
Guest favorite

Cottage in Eastham

4.95 out of 5 average rating, 204 reviews

The Breeze Overlooking Minister's Pond

Jul 6 – 13

R7,829 ZAR per night
Guest favorite

Apartment in Eastham

4.88 out of 5 average rating, 244 reviews

Cape Cod Suite Near Private Beach

Nov 9 – 16

R2,950 ZAR 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

Mar 6 – 13

R6,915 ZAR 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

Oct 20 – 27

R5,355 ZAR per night
Guest favorite

Condo in Provincetown

4.95 out of 5 average rating, 159 reviews

Bayshore 9 Waterfront Renovated Condo with Parking

Dec 26 – Jan 2

R9,082 ZAR per night

Wellfleet house rentals

Guest favorite

Home in North Truro

4.97 out of 5 average rating, 172 reviews

Escape to N. Truro 3BR Pet Friendly

Oct 27 – Nov 3

R9,801 ZAR per night
Guest favorite

Home in Eastham

4.97 out of 5 average rating, 163 reviews

The Sea Captain's Carriage House

Nov 4 – 11

R5,308 ZAR per night
Superhost

Home in Chatham

4.82 out of 5 average rating, 134 reviews

Delightful Chatham Cottage, Cheerful and Clean

Apr 14 – 21

R2,246 ZAR per night
Guest favorite

Home in Chatham

4.96 out of 5 average rating, 190 reviews

Studio cottage in Chatham Ma.

Nov 23 – 30

R3,253 ZAR per night
Guest favorite

Home in Chatham

4.96 out of 5 average rating, 235 reviews

Slate House - a modern waterfront getaway

Dec 26 – Jan 2

R13,420 ZAR 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

Apr 29 – May 6

R6,027 ZAR per night
Guest favorite

Home in Eastham

4.99 out of 5 average rating, 134 reviews

Bayside Bliss

Nov 12 – 19

R6,791 ZAR per night
Superhost

Home in Wellfleet

4.92 out of 5 average rating, 12 reviews

Private Association Pool Great Location!

Oct 25 – Nov 1

R3,058 ZAR per night
Guest favorite

Home in Wellfleet

4.93 out of 5 average rating, 29 reviews

Downtown Wellfleet Antique - Perfect Location!

Apr 27 – May 4

R6,559 ZAR per night
Guest favorite

Home in Wellfleet

4.92 out of 5 average rating, 66 reviews

Chequessett "Hide-Away"

Jan 13 – 20

R3,820 ZAR per night
Guest favorite

Home in Wellfleet

4.98 out of 5 average rating, 66 reviews

Cove Road House

May 8 – 15

R5,027 ZAR per night
Guest favorite

Home in Wellfleet

4.97 out of 5 average rating, 34 reviews

Wellfleet home tucked in 1.5 acres of lush gardens

Feb 11 – 18

R5,492 ZAR per night

Wellfleet condo rentals

Guest favorite

Condo in Brewster

4.86 out of 5 average rating, 154 reviews

Shining Sea Condo

Dec 29 – Jan 5

R1,767 ZAR per night
Guest favorite

Condo in Chatham

4.96 out of 5 average rating, 277 reviews

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

Dec 6 – 13

R3,166 ZAR per night
Guest favorite

Condo in Dennis

4.96 out of 5 average rating, 144 reviews

Studio, 300 yards to Glendon, Mermaid Haven #1

Oct 14 – 21

R2,378 ZAR per night
Guest favorite

Condo in Provincetown

4.93 out of 5 average rating, 104 reviews

Westend Waterfront Luxury Condo-Provincetown

Sep 4 – 11

R7,832 ZAR per night
Guest favorite

Condo in Provincetown

4.84 out of 5 average rating, 254 reviews

Cozy, Convenient West End Getaway w/ Tesla Charger

Apr 4 – 11

R2,531 ZAR per night
Guest favorite

Condo in Provincetown

4.86 out of 5 average rating, 127 reviews

Provincetown Pied-a-Terre

Sep 16 – 23

R2,749 ZAR per night
Guest favorite

Condo in Provincetown

5.0 out of 5 average rating, 108 reviews

Prime Location | King Bed | Sunset Views | Parking

Apr 30 – May 7

R4,029 ZAR per night
Guest favorite

Condo in Provincetown

4.98 out of 5 average rating, 230 reviews

Center of Provincetown - Commercial St.

Mar 10 – 17

R6,280 ZAR per night
Guest favorite

Condo in Provincetown

4.95 out of 5 average rating, 250 reviews

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

Sep 16 – 23

R6,474 ZAR 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

Jun 2 – 9

R2,730 ZAR per night
Guest favorite

Condo in Provincetown

4.98 out of 5 average rating, 242 reviews

TOWN CTR, Top floor - Ptown artistic oasis

Nov 25 – Dec 2

R3,590 ZAR per night
Guest favorite

Condo in Provincetown

4.94 out of 5 average rating, 103 reviews

Luxury PTown center condo for 6 guests w roof deck

May 19 – 26

R9,557 ZAR per night

Quick stats about vacation rentals in Wellfleet

Total rentals

340 properties

Rentals with dedicated workspaces

100 properties have a dedicated workspace

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

90 properties allow pets

Family-friendly rentals

240 properties are a good fit for families

Total number of reviews

11K reviews

Frequently Asked Questions

  • 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 90 vacation rentals for guests traveling with pets.

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

    Experience the best of Wellfleet with our apartment rentals, starting at about $40 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 200 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 170 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!

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

    Enhance your stay in our House Rentals with the most popular amenities: over 200 homes with free parking, over 90 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore