Last Updated March 5, 2021 3/5/2021

15 Coolest Cape Cod Airbnbs to Rent Right Now

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Cape Cod is an iconic Massachusetts vacation getaway near other famous destinations like Martha’s Vineyard. The peninsula is overflowing with that classic northeastern coastal flair, along with cranberry fields and old mansions. Come and explore enriching historic towns, marvel over the seaside architecture, warm up with a delicious cup of chowder. Do it all while staying at one of the coolest Airbnbs that you should definitely rent right now!

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Steps to Cape Cod Bay
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Steps to Cape Cod Bay

Steps to Cape Cod Bay

Shingled exteriors and Adirondack seating welcome with New England style. The cutest tiny living room with fireplace, kitchen and one bedroom sit within view of a sandy beach with bright blue waters. As a bonus, it’s a beachfront home at an affordable price.

Cape Cod Summerhouse, Creek-side Barn in Sandwich Village
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Cape Cod Summerhouse, Creek-side Barn in Sandwich Village

Cape Cod Summerhouse, Creek-side Barn in Sandwich Village

A Cape Cod Airbnb Plus under $200 a night? Yes please. The dwelling features a modern open concept with a snug loft. Whitewashed walls, ever so slight shabby chic furnishings and refined fixtures come together to form a refreshing space. Formerly a barn, the past shines through, and it couldn’t be more quaint. Get this, a sauna is also onsite!

Fabulous Waterfront
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FABULOUS WATERFRONT!! Pet Friendly

Fabulous Waterfront

Towering ceilings, a spiral staircase, artistic fixtures and polished bedrooms and baths scream luxury, but the price says “affordable family vacation”. Seven guests can easily stay at this three-bedroom, two-bath rental, right in Follins Bay. Guests can cast a line right on the property, from the gorgeous dock which is also ideal for sunset gazing and kayak launching. Come enjoy the locally inspired aesthetics of this New England home.

Windmill Cottage, Walk to Beach & Town
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Windmill Cottage! Walk to Beach & Town

Windmill Cottage, Walk to Beach & Town

Originally built in the 1940s, this old windmill now serves as an ultra-cozy place to stay in Cape Cod. More specifically, it’s located in Chatham‘s Old Village. Needless to say, everything about this unique abode is incredible. Inside, guests will experience intricate design, that includes a lot of wood. From exposed beams to warm and rich walls, it’s quite charming.

Classic Cape Cod Cottage
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Classic Cape Cod Cottage

Classic Cape Cod Cottage

Endearing, charming, adorable – none of these words quite seem to do the little dwelling justice. From the brick walls in the kitchen to the wood-burning stove, cooking meals here would be a downright treat. Rooms are open and airy and have somewhat of an old-school design. And we love it. Enjoy summer nights amongst the outdoor deck, or walk a short distance to the beach.

Waterfront Cottage on White's Pond
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Waterfront Cottage on White's Pond

Waterfront Cottage on White's Pond

Welcome to the Graham Cracker, which might be the cutest name ever for a waterfront cottage that features space for a snuggly campfire. Of course, the day will proceed with swimming, kayaking and fishing. Or, in the winter just stare out the window and watch fluffy snow accumulate on the ground.

Enchanting Loft Cottage with a Private Deck
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Enchanting Loft Cottage with a Private Deck

Enchanting Loft Cottage with a Private Deck

Simple, open and with a ship ladder leading upstairs, this Airbnb Plus does have some boat flare. Wooden trim, subtle fish art, and homey appeal carry through the traditional cottage. The backyard deck is a peaceful place to have a cup of coffee in the summer or fall. Many major attractions like restaurants, markets, and the John F. Kennedy Hyannis Museum are close by. Enjoy the historic route on which this shingled abode sits.

1-Bedroom Cottage Near Ocean, Bay & Village Center
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1 Bdrm Cottage near Ocean, Bay, Ponds, Village Ctr

1-Bedroom Cottage Near Ocean, Bay & Village Center

Couples will find this to be the ultimate romantic retreat, whether it be for an anniversary, honeymoon, or really, just because! The price is surprisingly low, as the home features one bedroom and just enough common space. Classic cottage design has been incorporated, staying with that endearing Cape Cod theme.

Beachfront Cottage on Whites Pond
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Beachfront Cottage on Whites Pond (Marshmallow)

Beachfront Cottage on Whites Pond

And now we introduce the Marshmallow! So incredibly fitting. This two-bedroom cottage also sits right on the water, so summers will be full of relaxation and activities like swimming. Inside is simple enough but still has some chic touches that many crave went on vacation. Four guests can comfortably relax in the space.

Waterfront Historic Wharf Cabin
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Waterfront Historic Wharf Cabin

Waterfront Historic Wharf Cabin

Being on a historic wharf—it really doesn’t get more waterfront than this. Quite literally, this teeny tiny lovable cabin sits on a boardwalk structure. Cedar shake siding adds authenticity to the Provincetown abode, and access to all the restaurants and shops is at guest’s fingertips. Get ready for seriously incredible sunsets.

Cozy Cape Cod Farmhouse at Pelham Farms
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Cozy Cape Cod Farmhouse at Pelham Farms

Cozy Cape Cod Farmhouse at Pelham Farms

Staying on a Cape Cod farm is apparently a super memorable, and somewhat rare experience. With animals, a spring-fed duck pond, and other features, the farm is fully in commission – which is pretty cool. But the farmhouse guests will stay in an authentic structure, with exposed beams, while being decorated with simplistic old school furniture. To top it off, beaches and rivers are within close proximity.

Wings Neck Lighthouse
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Wings Neck Lighthouse

Wings Neck Lighthouse

Old wooden floors and a carved banister are met with bright white walls and plenty of windows creating striking ocean views. This is the keeper’s inn attached to the towering lighthouse that once belonged to the US Coast Guard. Today, guests who stay at the old yet renovated quarters can also climb the stairs to enjoy the 360-degree views of the water and rocks, from the super cool lantern room.

Love Big Live Tiny House
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Love Big Live Tiny House

Love Big Live Tiny House

Near ponds and beaches, this little home sits on the cusp of a wildlife refuge at its campground location. The blue deck and red door are endearing attributes that pair well with the rest of the space’s rustic appeal. Lounge in the loft, stargaze through skylight and enjoy the two-person tub—this tiny Airbnb is perfect for a romantic getaway.

Sanctuary on Cape Cod Sublime Serene Spiritual
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Sanctuary on Cape Cod Sublime Serene Spiritual

Sanctuary on Cape Cod Sublime Serene Spiritual

Funky meets New England in this apartment with open spaces and a lovely kitchen. Described as a sanctuary, guests can totally unwind in the meditation area near the bamboo garden and pond. You’ll fall in love with the vibrant color patterns paired with traditional wooden accents, and the cozy wood-burning fireplace. Walk to the beach, disconnect from the world, and just find yourself again within this eccentric escape.

Cozy Coastal Cottage With Sprawling Sea Views
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Cozy Coastal Cottage With Sprawling Sea Views

Cozy Coastal Cottage With Sprawling Sea Views

Wainscoting walls, planked wooden ceilings, and an expansive deck overlooking lush greenery and waters await. The small kitchen and ultra snug bedroom are adorned with light blue and white accents, while all the wood adds a warm ambience at the same time. Swimming, kayaking, bike routes and a restaurant filled downtown are nearby.

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