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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec

Browse Select Cuttyhunk Cottages

Our top choices for Cuttyhunk cottages

Coastal Abode w/ Beach Views, Walk to Beach & Bars
House (4 Bedrooms) | 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
Cottage (2 Bedrooms) | 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
House (5 Bedrooms) | Front of property

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
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
Cottage (1 Bedroom) | 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!
Cottage (3 Bedrooms) | Interior

Charming MV Cottage: Walk to Dtwn Oak Bluffs!

3.0 star property
Charming MV Cottage: Walk to Dtwn Oak Bluffs!
Easy Access to Beaches: Vineyard Haven House
House (3 Bedrooms) | Interior

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!
House (6 Bedrooms) | 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
House (2 Bedrooms) | 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
Oak Bluffs 3-Bed Cottage, Walk to Town
Family Cottage | Terrace/patio

Oak Bluffs 3-Bed Cottage, Walk to Town

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

Vineyard Gem < 2 Mi to Beach & Oak Bluffs!

3.0 star property
Vineyard Gem < 2 Mi to Beach & Oak Bluffs!
Martha's Vineyard Home: Walk to Oak Bluffs Beach!
House (2 Bedrooms) | 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!
House (1 Bedroom) | Interior

Fairhaven Harbor-front Gem - Steps From the Water!

3.0 star property
Fairhaven Harbor-front Gem - Steps From the Water!
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
Beautiful Aquinnah Home: Ocean View, Walk to Beach
House (4 Bedrooms) | Front of property

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!
House (4 Bedrooms) | Interior

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

3.0 star property
Falmouth Retreat w/ Deck & Grill, Walk to Beaches!
Birders Paradise Beachhouse < 2 Miles to Winery!
House (3 Bedrooms) | Interior

Birders Paradise Beachhouse < 2 Miles to Winery!

3.0 star property
Birders Paradise Beachhouse < 2 Miles to Winery!
Serene Mattapoisett Home w/ Private Beach Access!
House (3 Bedrooms) | Interior

Serene Mattapoisett Home w/ Private Beach Access!

3.0 star property
Serene Mattapoisett Home w/ Private Beach Access!
Coastal Home: 1 Mi to Beach, 2 Mi to Dtwn Newport!
House (2 Bedrooms) | 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!
Peaceful Chilmark Farmhouse by Menemsha Beach
House (4 Bedrooms) | Interior

Peaceful Chilmark Farmhouse by Menemsha Beach

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

Updated Falmouth Family Home ~ 2 Mi to Beach!

3.0 star property
Updated Falmouth Family Home ~ 2 Mi to 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

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Great hotel on the island with history"
Moutaz 1-night trip
Posted 15 hours ago
Mansion House Inn And Spa

Find out more about Cuttyhunk

Find out more about Cuttyhunk

Cuttyhunk Cottages information

Number of reviews
1
Accommodation
33 Cottages
Lowest Price
Highest Price

Frequently asked questions

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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.