
Cottage vacation rentals in Wellfleet
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Quick stats about cottage rentals in Wellfleet

Total vacation rentals
Explore 50 vacation rentals in Wellfleet

Nightly prices starting at
Wellfleet vacation rentals start at G$18,829 GYD per night before taxes and fees

Verified guest reviews
Over 3,150 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Wellfleet vacation rentals include wi-fi 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
Top-rated cottage rentals in Wellfleet
Guests agree: these cottages are highly rated for location, cleanliness, and more.

2BR Directly on Pleasant Beach – 30 Steps to Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

Large Sunny Deck, Harbor View, Walk to Town.
Classic little Cape cottage in an ideal location. Less than ten minute drive to amazing ponds and bayside or ocean beaches. Views of the harbor from the large sunny deck with attached outdoor shower. Ten minute walk into town along Duck Creek marsh & over scenic Uncle Tim’s Bridge. Visit the shops & galleries, have lunch or grab a drink at one of the many restaurants in town. Walk to the fish market and come home grill dinner on the deck. 15 minutes bike ride to the closest ocean beach.

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.

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)

Waterfront Cottage on White Pond(Graham Cracker)
Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

Daisy of Days Cottages - Cottage on the beach
A year round fully renovated two bedroom cottage on the beach. Nothing but sand between you and Cape Cod bay. My place is the perfect peaceful beach vacation. The sunsets are amazing! The area is residential, so it's quiet. A quick 4 mile ride to Provincetown. There's parking on site, as well as a boat launch. No need to pack up to head to the beach - you are at the beach! Perfect for couples, solo adventurers, business travelers, and families (with kids).

Be Fabulous in Provincetown
Come enjoy the fully renovated and updated Jimmy Majestic Cottage located in the fabulous East End across from the Provincetown Tennis Club. This property is located 200 yards from the beach with its own parking and beach access. During the busy summer season - June - September we kindly request weekly rentals running Saturday to Saturday. Please note - due to high demand check in is not before 3pm and check out is at 10am. Thank you for the understanding!

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 sits 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.

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 queen size Nectar bed! There is a full futon couch on the main level. This cottage is not handicap accessible. 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!

Classic Summer Cottage
Stay at a classic summer cottage, in the Wellfleet woods, yet conveniently located a 5 minute drive from downtown Wellfleet. Built in 1938 by 4 women, it still has much of it's original charm. The great room has wood paneling and a cathedral ceiling. This common area has natural wood floors and a fireplace. 2 cozy bedrooms and a small kitchen and bathroom complete the scene.
Popular amenities for Wellfleet cottage rentals
Cottage rentals with a hot tub

relaxing beach cottage with hot tub

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

Willows Main House

Modern 1 bedroom cottage on 2 acres of waterfront.

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

Cozy West End Cottage w/ Parking 1st & 2nd floors

Charming Cape Near Beaches + Dog Friendly
Cape Cod Classic Cottage Near Forest Beach

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

Walk to beach - firepit - fireplace

Designer West End Detached Cottage

*Tiny Cottage* Dog Friendly*1/2 mile2beach

Charming Cottage near Beach and Ferry.
Private cottage rentals

Hobbit Cottage with Marsh View

Quaint beachfront cottage

Cape Cottage w/ Deck+Outdoor Shower+Close to Beach

Peaceful Truro Cottage / Ryder Beach

Cozy Condo/Cottage on Cove, Walk to Town

Time and Tides on Cape Cod Bay

Modern Eastham Cottage • Near National Seashore

Waterfront Cottage at Beach Point in Provincetown
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- Family-friendly rentals Wellfleet
- Rentals with a washer and dryer Wellfleet
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- Rentals with outdoor seating Wellfleet
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- Rentals with a fireplace Wellfleet
- Rentals with a fire pit Wellfleet
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