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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Browse Select Cuttyhunk Cottages

Family-friendly Tisbury Escape - Walk to Town
House (5 Bedrooms) | 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
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
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
Cottage (1 Bedroom) | Front of property

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
House (3 Bedrooms) | 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
Cottage (2 Bedrooms) | Private kitchen | Oven, stovetop, cookware/dishes/utensils, paper towels

Idyllic Newport Area Cottage - Walk to First Beach

3.0 star property
Idyllic Newport Area Cottage - Walk to First Beach
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!
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!
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
Family Cottage | Private kitchen | Fridge, microwave, oven, stovetop

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!
House (3 Bedrooms) | 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!
House (4 Bedrooms) | 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
Snorkelling

Peaceful Chilmark Farmhouse by Menemsha Beach

3.0 star property
Peaceful Chilmark Farmhouse by Menemsha Beach
Beautiful Aquinnah Home: Ocean View, Walk to Beach
House (4 Bedrooms) | 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!
Birders Paradise Beachhouse < 2 Miles to Winery!
Exterior

Birders Paradise Beachhouse < 2 Miles to Winery!

3.0 star property
Birders Paradise Beachhouse < 2 Miles to Winery!
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
Sea Whale Cottages
Coffee/tea maker

Sea Whale Cottages

3.5 star property
Sea Whale Cottages
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

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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.