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Check prices for these dates

Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul
In one month
1 Aug - 3 Aug
In two months
29 Aug - 31 Aug

Featured Cottages in Cuttyhunk

Family-friendly Tisbury Escape - Walk to Town
Interior

Family-friendly Tisbury Escape - Walk to Town

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect. Great."
Family-friendly Tisbury Escape - Walk to Town
Coastal Abode w/ Beach Views, Walk to Beach & Bars
Interior

Coastal Abode w/ Beach Views, Walk to Beach & Bars

3.0 star property
Coastal Abode w/ Beach Views, Walk to Beach & Bars
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
Interior

Cozy Vineyard Haven Cottage < 1 Mi to Beach!

3.0 star property
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
Charming MV Cottage: Walk to Dtwn Oak Bluffs!
Outdoor dining

Charming MV Cottage: Walk to Dtwn Oak Bluffs!

3.0 star property
Charming MV Cottage: Walk to Dtwn Oak Bluffs!
Vineyard Haven House - Easy Access to Beaches
Interior

Vineyard Haven House - Easy Access to Beaches

3.0 star property
Vineyard Haven House - Easy Access to Beaches
Mattapoisett Home on 7 Acres w/ Private Beach!
Interior

Mattapoisett Home on 7 Acres w/ Private Beach!

3.0 star property
4.0 out of 10, (1)
"One bathroom was updated, only 3 of the bedrooms had a/c. Sunken living room and 1st floor br had ants and bugs crawling around. All the prongs I saw (other than the bathroom) were 2 prong outlets, no light switches in bedrooms. The whole house smelled like mold and mildew. I had to get 2 air purifiers due to smell. We left 2 days early. Just wasn’t enjoyable. Good news - great private property and very close to beach. Owner did respond quickly to initial queries."
Mattapoisett Home on 7 Acres w/ Private Beach!
Idyllic Newport Area Cottage - Walk to First Beach
Private kitchen

Idyllic Newport Area Cottage - Walk to First Beach

3.0 star property
Idyllic Newport Area Cottage - Walk to First Beach
Birders Paradise Beachhouse < 2 Miles to Winery!
Property grounds

Birders Paradise Beachhouse < 2 Miles to Winery!

3.0 star property
Birders Paradise Beachhouse < 2 Miles to Winery!
Coastal Home: 1 Mi to Beach, 2 Mi to Dtwn Newport!
Interior

Coastal Home: 1 Mi to Beach, 2 Mi to Dtwn Newport!

3.0 star property
Coastal Home: 1 Mi to Beach, 2 Mi to Dtwn Newport!
Fairhaven Harbor-front Gem - Steps From the Water!
Microwave, oven, stovetop, dishwasher

Fairhaven Harbor-front Gem - Steps From the Water!

3.0 star property
Fairhaven Harbor-front Gem - Steps From the Water!
Martha's Vineyard Home: Walk to Oak Bluffs Beach!
Interior

Martha's Vineyard Home: Walk to Oak Bluffs Beach!

3.0 star property
Martha's Vineyard Home: Walk to Oak Bluffs Beach!
Vineyard Gem < 2 Mi to Beach & Oak Bluffs!
Microwave, oven, stovetop, dishwasher

Vineyard Gem < 2 Mi to Beach & Oak Bluffs!

3.0 star property
Vineyard Gem < 2 Mi to Beach & Oak Bluffs!
Oak Bluffs 3-Bed Cottage, Walk to Town
Private kitchen

Oak Bluffs 3-Bed Cottage, Walk to Town

3.5 star property
Oak Bluffs 3-Bed Cottage, Walk to Town
Serene Mattapoisett Home w/ Private Beach Access!
Interior

Serene Mattapoisett Home w/ Private Beach Access!

3.0 star property
Serene Mattapoisett Home w/ Private Beach Access!
Cape Cod Cottage w/ Deck, Grill, & Games!
Interior

Cape Cod Cottage w/ Deck, Grill, & Games!

3.0 star property
Cape Cod Cottage w/ Deck, Grill, & Games!
Peaceful Chilmark Farmhouse by Menemsha Beach
Miscellaneous

Peaceful Chilmark Farmhouse by Menemsha Beach

3.0 star property
Peaceful Chilmark Farmhouse by Menemsha Beach
Beautiful Aquinnah Home: Ocean View, Walk to Beach
Interior

Beautiful Aquinnah Home: Ocean View, Walk to Beach

3.0 star property
Beautiful Aquinnah Home: Ocean View, Walk to Beach
Falmouth Retreat w/ Deck & Grill, Walk to Beaches!
Interior

Falmouth Retreat w/ Deck & Grill, Walk to Beaches!

3.0 star property
Falmouth Retreat w/ Deck & Grill, Walk to Beaches!
Sunny Beach House Getaway - Steps From Water!
Beach towels

Sunny Beach House Getaway - Steps From Water!

3.0 star property
Sunny Beach House Getaway - Steps From Water!
Traditional Martha's Vineyard Home w/ Porch & Yard
Exterior

Traditional Martha's Vineyard Home w/ Porch & Yard

3.0 star property
Traditional Martha's Vineyard Home w/ Porch & Yard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Why book your cottage in Cuttyhunk with Expedia?
We think that vacays should be stress-free, so if you're on the lookout for cottages in Cuttyhunk at the perfect price, Expedia has your back. Save money and stay in an economical option far from the rush of the city, or book a luxury cottage to pamper your favourite people.
How can I find cheap cottages in Cuttyhunk?
Expedia is here to help you easily locate cheap cottages in Cuttyhunk. To lock in your special stay in a few quick keystrokes, try out our handy filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Cuttyhunk near my cottage?
The ideal travel accessory is a well-planned to-do list. Barges Beach is a terrific place to kick off your sightseeing in Cuttyhunk.