Holiday rentals in Wellfleet

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Top-rated holiday rentals in Wellfleet

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Guest favourite

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.

23–28 Sep

$245 SGD per night

Guest favourite

Flat 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.

1–8 Mar

$235 SGD per night

Guest favourite

Cottage in Provincetown

4.9 out of 5 average rating, 275 reviews

Freestanding Studio Cottage West End

Freestanding cottage with loft on quiet street in West End. Centrally located near Mussel Beach Gym, one block from Commercial St., close to Boatslip. Queen size bed and convertible full size futon. Kitchenette, Dishwasher, Washer/Dryer, A/C, Wi-Fi, lawn. Flexible reservation dates not limited to weekly rentals. The place is a well-appointed studio: although more can squeeze in, it is optimal for one or two guests. No pets allowed. No smoking inside, of *anything*.

2–9 May

$188 SGD per night

Guest favourite

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.

16–23 Dec

$391 SGD per night

Guest favourite

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)

3–10 Jan

$388 SGD per night

Guest favourite

Flat 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.

2–7 Sep

$241 SGD per night

Guest favourite

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

17–24 Oct

$268 SGD per night

Guest favourite

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.

1–8 Oct

$177 SGD per night

Guest favourite

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

20–27 Oct

$195 SGD per night

Guest favourite

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.

18–25 Oct

$217 SGD per night

Guest favourite

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.

8–15 May

$166 SGD 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.

1–8 Jun

$252 SGD per night