
Cottage holiday rentals in Wellfleet
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Wellfleet
Guests agree: these cottages are highly rated for location, cleanliness and more.

Unique Waterfront Artist Cottage
Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property. There is a PET FEE that must be paid prior to check in.

Walk to Beach - Experience Dennis Beach House - AC
A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Cozy Cottage
Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property

Cape Cod Spectacular Waterfront Cottage
Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.

Cozy 3 bedroom cottage in the Heart of Wellfleet
Escape to the Cape and enjoy the National Seashore! Wellfleet is home to some of Cape Cod's finest beaches, art galleries, shops, restaurants, and of course, the oysters. Our cottages is tucked away yet is within walking distance to Power's Landing beach, Mayo Beach, and the Pier. Wellfleet has so much to offer and we'd love to be able to help make your stay all the more memorable. Our quaint home offers all the modern necessities you want yet keeping the cottage vibe.

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*.

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)

Classic Cape Cod Cottage
No cleaning fee! 15 min walk to the best bayside beach, Thumpertown Beach. The cottage is in a very peaceful wooded setting. 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. Please note, from June 13 to September 6 we have a 7 night minimum from Saturday to Saturday.

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

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

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!
Popular amenities for cottage rentals in Wellfleet
Cottage rentals with a hot tub

Hideout at Water's Edge, 131 North Shore Blvd, #4

Willows Main House

Modern 1 bedroom cottage on 2 acres of waterfront.

Best Little Beach Cottage!

NEW! East End Cottage with Private Hot Tub!

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Lakeside Waterfront House in Harwich: 4+beds, 3bth

The Front Cottage: Waterfront/Dock/Hot tub
Pet-friendly cottage rentals

Beach Cottage, without going over bridges to Cape!
Cape Cod Classic Cottage Near Forest Beach

Walk 7/10 mile to Beaches *Summer Fri-Fri* Dogs OK

PET FRIENDLY 1-BR COTTAGE - 3 MIN WALK TO TOWN CTR

Walk to beach - firepit - fireplace

Charming Cottage near Beach and Ferry.

LUXHOME★Walk2Beach★Firepit★PetOK★Kingbed

Charming cape cod cottage
Private cottage rentals

The BeachBox

Our dream beach home your beach home

Cottage Getaway walk to beach

Walk 1/10 Mile to Lecount Hollow Beach!

Cozy Condo/Cottage on Cove, Walk to Town

Bright and Open Outer Cape Escape!

Escape to this Peaceful Cottage near Nauset Beach

Cottage on the Bay
Quick stats about cottage rentals in Wellfleet

Total holiday rentals
Explore 60 holiday rentals in Wellfleet

Nightly prices starting at
Wellfleet holiday rentals start at £65 per night before taxes and fees

Verified guest reviews
Over 3,270 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 of Wellfleet holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wellfleet rentals

4.7 Average rating
Wellfleet stays receive an average rating of 4.7 out of 5 from guests
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Pinehills Golf Club
- New Silver Beach
- Lighthouse Beach
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- Sandwich Glass Museum
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- Nauset Beach




