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Cottage vacation rentals in Wellfleet

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Top-rated cottage rentals in Wellfleet

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

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Cottage in South Dennis

4.88 out of 5 average rating, 398 reviews

Waterfront Cottage on White Pond(Graham Cracker)

Our cottage (Graham Cracker House) is warm and cozy during the winter/ 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!

Cottage in Barnstable

4.88 out of 5 average rating, 109 reviews

Cozy Cottage - Steps to Craigville Beach

Come enjoy the beauty of Centerville, MA in our family's summer home! This clean and cozy cottage is just a 5 minute stroll from the beach and provides guests with the perfect setting for a relaxing Cape Cod vacation. Perfect for couples, families, and small groups of friends, this cottage can comfortably sleep 2-5 guests and houses all the necessary amenities for your ideal vacation. Enjoy a cold drink on the back deck or soak up the rays at Craigville Beach - you have found your destination!

Cottage in Dennis Port

4.95 out of 5 average rating, 211 reviews

The Strandloper / Beachwalker Cottage

This very clean and spacious 1 bedroom cottage has AC, is within walking distance to two public Nantucket Sound Beaches and is centrally located on Cape Cod. The vaulted ceilings and ample array of windows gives off natural light and a sense of space. FYI The cottage's name, The Strandloper, the Beachwalker, is a member of an extinct tribe of Khoikhoi Bushmen who lived on seafood gathered along the beaches of Southern Africa. Walking beaches is just as special today as it was a millennium ago.

Cottage in Provincetown

4.97 out of 5 average rating, 99 reviews

Designer West End Detached Cottage

West End detached cottage ideally located between Commercial and Bradford Streets, across from Mussel Beach Gym and a block to all of the excitement Provincetown has to offer. Restaurants, bars, and beaches are at your doorstep. The cottage was rebuilt in 2008 with the charm you would expect from a Provincetown cottage and filled with natural light from windows on all four sides. The cottage has a large private enclosed stone patio complete with hot/cold outdoor shower with areas for seating.

Cottage in Orleans

4.94 out of 5 average rating, 140 reviews

Cape Cod Cottage with view of Orleans Town Cove

The cottage is very clean, cute and comfortable and has every thing you might need. Situated in a quiet, friendly little neighborhood, right next to the famous Cottage Street Bakery, yet you would never know you are so close to town! It is centrally located within walking distance to restaurants, shops and bike path, with the Ice Cream Cafe right down the street on the corner. 3 miles to all beaches. Access to the Cove including kayak rental is just down the street. Perfect location!

Cottage in Yarmouth

4.92 out of 5 average rating, 454 reviews

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

Cottage in Sandwich

4.89 out of 5 average rating, 180 reviews

Gold Anchor Cottage - private hot tub getaway!

This newly renovated cottage is an amenity-filled launching point to explore all of Cape Cod! Just 0.4miles to the beach and with our own private hot tub, you’ll be able to fully enjoy the Cape. Some of our favorites nearby: 2min- your local coffee shop 2min- great fish tacos + bar 2min- nice conservation area hike 2min- local convenience store 7min- downtown Sandwich 7min- golf course 9min- Sandwich Boardwalk 10min- Heritage Museums & Gardens 22min- Cape Cod Rail Trail

Cottage in Hyannis

4.99 out of 5 average rating, 139 reviews

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Cottage in Provincetown

4.81 out of 5 average rating, 457 reviews

Private cottage green friendly and pet friendly

. Private quiet Restored and renovated stand alone cottage in the west end location complete with new renovation of kitchen and bathroom. Recently added an Extended bay window, new skylight, and brand new dishwasher Green friendly and pet friendly From June 28 to September 10 this is only a Saturday to Saturday rental only . Bear week and carnival week is a surcharge of $50 more per night. When you bring a pet there is a separate cleaning fee of $40 non refundable

Cottage in Wellfleet

4.94 out of 5 average rating, 271 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)

Cottage in Yarmouth

4.91 out of 5 average rating, 146 reviews

Cottage near shopping, dining & summer attractions

Quaint & Cozy 3-bedroom 1 bath ranch ~ ready for your summer enjoyment! Bright & sunny this beautifully decorated cottage is truly a special home. It features a back yard that is private & in a park like setting ready for all your barbecues & family entertaining. Less than 2 miles to Sea Gull Beach & close to shopping, restaurants & summer entertainment. No linens are included in this rental but can be added for an additional cost.

Cottage in West Yarmouth

4.83 out of 5 average rating, 234 reviews

Charming Cottage near Beach and Ferry.

2022 renovation (floors, bathroom, cabinets) The cottage is only 150 yards from a sandy residential beach. Good for couples, families (with kids), and furry friends (pets). Enjoy a great outdoor shower, grill and deck, wifi, central AC/heat, cable TV, linens, washer/dryer. Additional Beach gear. No host interaction required. Great place to work remotely. Private yard and picnic table with lots of takeout options nearby.

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Popular amenities for Wellfleet cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Provincetown

4.95 out of 5 average rating, 59 reviews

relaxing beach cottage with hot tub

Cottage in Sandwich

4.92 out of 5 average rating, 248 reviews

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

Cottage in Dennis Port

4.79 out of 5 average rating, 87 reviews

Best Little Beach Cottage!

Cottage in Provincetown

4.89 out of 5 average rating, 19 reviews

NEW! East End Cottage with Private Hot Tub!

Cottage in South Dennis

4.96 out of 5 average rating, 97 reviews

Local Beach+ Hot Tub Under the *Stars* in Cape Cod

Cottage in Sandwich

4.9 out of 5 average rating, 186 reviews

Blue Anchor Cottage - private hot tub getaway!

Cottage in Mashpee

4.89 out of 5 average rating, 27 reviews

The Front Cottage: Waterfront/Dock/Hot tub

Pet-friendly cottage rentals

Cottage in East Orleans

4.99 out of 5 average rating, 79 reviews

Hobbit Cottage with Marsh View

Cottage in Provincetown

4.92 out of 5 average rating, 104 reviews

Unique Waterfront Artist Cottage

Cottage in Chatham

4.94 out of 5 average rating, 163 reviews

Cape Cod Classic Cottage Near Forest Beach

Cottage in East Orleans

4.89 out of 5 average rating, 56 reviews

Escape to this Peaceful Cottage near Nauset Beach

Cottage in Yarmouth

4.85 out of 5 average rating, 78 reviews

Summer Cottage Close to Beach! - Dog Friendly

Cottage in Dennis Port

4.94 out of 5 average rating, 205 reviews

Walk to beach - firepit - fireplace

Cottage in West Yarmouth

4.98 out of 5 average rating, 108 reviews

Charming cape cod cottage

Cottage in Yarmouth

4.97 out of 5 average rating, 101 reviews

300 STEPS TO OCEAN★Firepit★Pet OK★Bikes★BBQ

Private cottage rentals

Cottage in North Eastham

5 out of 5 average rating, 37 reviews

Cape Cottage Escape

Cottage in Dennis Port

4.96 out of 5 average rating, 26 reviews

Private 2BR escape, amazing central location

Cottage in Provincetown

4.92 out of 5 average rating, 24 reviews

Beachside cottage with pool in Provincetown

Cottage in Brewster

4.9 out of 5 average rating, 40 reviews

Brewster Cape Cod Cottage

Cottage in Brewster

5 out of 5 average rating, 15 reviews

Cozy Cottage

Cottage in Wellfleet

4.88 out of 5 average rating, 26 reviews

ClamCake Cottage circa 1920

Cottage in Yarmouth

4.96 out of 5 average rating, 72 reviews

Cottage near beach with pool and breakfast

Cottage in Provincetown

4.91 out of 5 average rating, 298 reviews

Freestanding Studio Cottage West End

Quick stats about cottage rentals in Wellfleet

Total rentals
60 properties
Nightly prices starting at
G$22,988 GYD before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore