Apartments in Cuttyhunk

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Cuttyhunk apartments

Fridge, microwave, oven, stovetop
The Charming Gem Near The Water!

Apartment in New Bedford

The Charming Gem Near The Water!
9.6 out of 10, Exceptional, (34)
"I had stayed here last year and it's so close to several of my family members. This is my go to place when I travel to the New Bedford area."
United States
Judy C.
The price is NZ$392
includes taxes & fees
18 Jan - 19 Jan 2026
The Charming Gem Near The Water!
Exterior
Seapowet suite

Apartment in Tiverton

Seapowet suite
9.6 out of 10, Exceptional, (5)
"Adequate for one night. Host friendly."
United States
Louise
The price is NZ$190
includes taxes & fees
1 Jan - 2 Jan 2026
Seapowet suite
Interior
Lovely 4- Bedroom apartment for rent

Apartment in New Bedford

Lovely 4- Bedroom apartment for rent
9.0 out of 10, Wonderful, (2)
"My friend and I were looking for a place to stay for a last minute day-trip to Nantucket. This property was great for that purpose and Angelino was a very responsive host. One thing to note is that while there is plenty of free street parking, there is no onsite parking even though we were told there was one spot available. I think this might have been due to some confusion regarding which property we had actually booked."
United States
Elizabeth C.
The price is NZ$589
includes taxes & fees
31 Jan - 1 Feb 2026
Lovely 4- Bedroom apartment for rent
2 bedrooms, desk, iron/ironing board, free WiFi
Middletown Modern Apartment - RIBryan Property

Apartment in Middletown

Middletown Modern Apartment - RIBryan Property
9.6 out of 10, Exceptional, (16)
"Apartment was beautiful in a great location!!!"
United States
cathy g.
The price is NZ$659
includes taxes & fees
1 Jan - 2 Jan 2026
Middletown Modern Apartment - RIBryan Property
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

Inn on the Square

Inn on the Square

10/10 Excellent
"This was our 2nd stay. We stay here when visiting family in December. Hotel is clean, comfortable and quiet. Bathroom is spacious. Very easy to walk town. "
Karen 2-night trip
Posted 5 days ago
Inn on the Square

Find out more about Cuttyhunk

Cuttyhunk Apartments information

Number of reviews
53
Accommodation
60 Apartments
Lowest Price
NZ$190
Highest Price
NZ$659

Frequently asked questions

What's it like to stay at an apartment in Cuttyhunk?
There might not be many choices centrally in Cuttyhunk, but Expedia can help you search for accommodation in the area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen— one of the conveniences often found in an apartment. You can even filter by similar properties such as holiday homes, condos or cabins.
How do you know if an apartment is the best choice for you?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's a favourite apartment for my stay in Cuttyhunk?
Below you'll find a favourite apartment in the area: Beachside Village Resort: Located 18.1 mi/29.2 km away in Falmouth . Free WiFi and a balcony are included . On-site laundry facilities and a seasonal outdoor pool are on site .
What are the must-see places to visit in Cuttyhunk?
While exploring the area, visit family-friendly sights like Chilmark Chocolates, or get outside and enjoy nature at Aquinnah Cliffs. In the wider area, you'll find Gay Head Lighthouse and Horseneck Beach State Reservation.
What's the best way to get to and around Cuttyhunk?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Vineyard Haven, MA (MVY-Martha's Vineyard), which is located 16.6 mi (26.7 km) from the heart of the city. You can also search for flights into New Bedford, MA (EWB-New Bedford Regional), which is 17.4 mi (28.1 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

Explore a world of travel with Expedia