Holiday rentals in Wellfleet

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Top-rated holiday rentals in Wellfleet

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

Guest favourite
Flat in Eastham
Eastham Escape
Beautiful 3 room fully appointed En suite! Exclusive use Includes parking and entrance. 5 min. to "Cape Cod National Seashore" pet friendly beaches (see their website), 5 min to bay. 5 min. to Wiley park with pond and dog walk. Linens, pet bowls, coffee, toiletries, and whatever we could think may be needed is included. Internet. Beach towels, chairs, cooler provided. Walk to bus, bike trail. Many great restaurants close by. 23 short miles to beautiful Provincetown. Sleeps 1 or 2 adults.
19–26 Apr
$221 SGD per night
4.89 out of 5 average rating, 196 reviews
Guest favourite
Flat in Wellfleet
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.
6–13 Jul
$368 SGD per night
4.95 out of 5 average rating, 139 reviews
Guest favourite
Home in Wellfleet
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.
28 Oct – 4 Nov
$342 SGD per night
4.99 out of 5 average rating, 149 reviews

Popular amenities for Wellfleet holiday 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

Other great holiday rentals in Wellfleet

Guest favourite
Apartment in Provincetown
Beachfront Town Center
3–10 May
$146 SGD per night
4.92 out of 5 average rating, 269 reviews
Guest favourite
Cottage in Eastham
The Breeze Overlooking Minister's Pond
20–27 Apr
$224 SGD per night
4.95 out of 5 average rating, 204 reviews
Guest favourite
Cottage in Wellfleet
The Perfect Cape Retreat
18–25 Apr
$237 SGD per night
4.94 out of 5 average rating, 143 reviews
Guest favourite
Guest house in Wellfleet
Abundant Blessings Cottage-Wellfleet
18–25 Feb
$241 SGD per night
4.97 out of 5 average rating, 180 reviews
Guest favourite
Guest suite in Brewster
Cozy and Secluded Apartment/Seasonal garden view
12–19 Oct
$98 SGD per night
4.94 out of 5 average rating, 144 reviews
Guest favourite
Flat in Wellfleet
Rock on Wellfleet!
1–8 Oct
$174 SGD per night
4.97 out of 5 average rating, 34 reviews
Guest favourite
Bungalow in Wellfleet
Beach Bungalow - Cape Cod Classic
15–22 May
$430 SGD per night
4.95 out of 5 average rating, 94 reviews
Guest favourite
Flat in Wellfleet
Modern and Bright Wellfleet Studio - Walk to Ponds
1–8 Jun
$225 SGD per night
4.96 out of 5 average rating, 70 reviews
Guest favourite
Home in Wellfleet
Chequessett "Hide-Away"
8–15 Dec
$233 SGD per night
4.92 out of 5 average rating, 66 reviews
Guest favourite
Cottage in Wellfleet
Large Sunny Deck, Harbor View. Walk to Town.
16–23 May
$335 SGD per night
5.0 out of 5 average rating, 75 reviews
Guest favourite
Guest suite in Eastham
Beautiful Cape Cod location - Bay, Ocean, and Pond
20–27 Dec
$137 SGD per night
4.99 out of 5 average rating, 97 reviews
Guest favourite
Home in Wellfleet
Wellfleet home tucked in 1.5 acres of lush gardens
22–29 Mar
$261 SGD per night
4.97 out of 5 average rating, 33 reviews

Quick stats about holiday 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

Destinations to explore