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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Featured Cottages in Cuttyhunk

Our top choices for Cuttyhunk cottages

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
Idyllic Newport Area Cottage - Walk to First Beach
Interior

Idyllic Newport Area Cottage - Walk to First Beach

3.0 star property
Idyllic Newport Area Cottage - Walk to First Beach
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
Charming MV Cottage: Walk to Dtwn Oak Bluffs!
Interior

Charming MV Cottage: Walk to Dtwn Oak Bluffs!

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

Easy Access to Beaches: Vineyard Haven House

3.0 star property
Easy Access to Beaches: Vineyard Haven House
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!
9 Mi to Beach: Home w/ Private Yard in Westport
Interior

9 Mi to Beach: Home w/ Private Yard in Westport

3.0 star property
9 Mi to Beach: Home w/ Private Yard in Westport
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
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!
Fairhaven Harbor-front Gem - Steps From the Water!
Interior

Fairhaven Harbor-front Gem - Steps From the Water!

3.0 star property
Fairhaven Harbor-front Gem - Steps From the Water!
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!
Traditional Martha's Vineyard Home w/ Porch & Yard
Terrace/patio

Traditional Martha's Vineyard Home w/ Porch & Yard

3.0 star property
Traditional Martha's Vineyard Home w/ Porch & Yard
Birders Paradise Beachhouse < 2 Miles to Winery!
Front of property

Birders Paradise Beachhouse < 2 Miles to Winery!

3.0 star property
Birders Paradise Beachhouse < 2 Miles to Winery!
Beautiful Aquinnah Home: Ocean View, Walk to Beach
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Beautiful Aquinnah Home: Ocean View, Walk to Beach

3.0 star property
Beautiful Aquinnah Home: Ocean View, Walk to Beach
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!
Updated Falmouth Family Home ~ 2 Mi to Beach!
Private kitchen

Updated Falmouth Family Home ~ 2 Mi to Beach!

3.0 star property
Updated Falmouth Family Home ~ 2 Mi to Beach!
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!
Peaceful Chilmark Farmhouse by Menemsha Beach
Interior

Peaceful Chilmark Farmhouse by Menemsha Beach

3.0 star property
Peaceful Chilmark Farmhouse by Menemsha Beach
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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Top Cuttyhunk Hotel Reviews

Find out more about Cuttyhunk

Find out more about Cuttyhunk

Cuttyhunk Cottages information

Number of reviews
1
Accommodation
32 Cottages
Lowest Price
Highest Price

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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.
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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.