A coastal landscape with a sandy beach, grassy areas, and a small island with a lighthouse.

Search Cuttyhunk Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Cuttyhunk cottages

Terrace/patio

1. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (15 reviews)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
The price is £421
includes taxes & fees
24 Aug - 25 Aug
Charming cottage overlooking the bay in Padanaram Village.
Exterior

2. Small One Bedroom Private Cottage on Large Quiet Property.

Small One Bedroom Private Cottage on Large Quiet Property.
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"My wife and I really enjoyed our stay. This Cottage is the perfect size for a couple. We enjoyed the beautiful quiet setting that was close to town. The host thought of everything and the cottage was so clean it felt like we were the first people who ever rented the unit. We walked into town several times and loved the location. Do not hesitate to rent this cottage. "
United States
Timothy G.
The price is £379
includes taxes & fees
23 Aug - 24 Aug
Small One Bedroom Private Cottage on Large Quiet Property.
Exterior

3. Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
Falmouth
9.4 out of 10, Exceptional, (3 reviews)
"Good location, close to ferry and restaurants. Quiet neighborhood."
United States
Kerry B.
The price is £569
includes taxes & fees
17 Aug - 18 Aug
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
Terrace/patio

4. WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach
Tisbury
10.0 out of 10, Exceptional, (51 reviews)
"Very beautiful, very clean with incredible views of the Vineyard Haven harbor views"
United States
John M.
The price is £1,066
includes taxes & fees
20 Aug - 21 Aug
WATERFRONT Downtown Cottage w/ 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cuttyhunk Hotel Reviews

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

10/10 Excellent
"Perfect for what we needed…close to ferry and right on the water."
stephen 1-night trip
Posted 1 hour ago
Vineyard Harbor Motel - Private Beach

Find out more about Cuttyhunk

Cuttyhunk Cottages information

Number of reviews
34
Accommodation
83 Cottages
Lowest Price
£379
Highest Price
£1,066

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.

Explore a world of travel with Expedia