Holiday Homes 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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Cuttyhunk

Ellery Bungalow #49 - Minutes from the Sand

Middletown
10.0 out of 10, Exceptional, (1)
"Had a wonderful stay; loved that it was within walking distance to great places to eat and also the beach.Everything was clean and cozy. I highly recommend it if you would like to check out Newport and the surrounding towns.Owners were very responsive if needed. We loved our trip!"
United States
Cheryl H.
The price is NZ$770
includes taxes & fees
11 Nov - 12 Nov
Ellery Bungalow #49 - Minutes from the Sand

Ellery Beach Bungalow #47- Relaxed Island Living

Middletown
10.0 out of 10, Exceptional, (4)
"The property was a perfect size, so clean and comfy, gave us everything we wanted for our stay. Thank you so much!"
United States
Samantha S.
The price is NZ$770
includes taxes & fees
11 Nov - 12 Nov
Ellery Beach Bungalow #47- Relaxed Island Living

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Falmouth
10.0 out of 10, Exceptional, (205)
"The house was even nicer than the pictures. We came in March for a long weekend with some friends and had a really great time. Walking distance to so many fun things- great house for all ages!"
United States
Briget R.
The price is NZ$881
includes taxes & fees
10 Nov - 11 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Ellery Bungalow #51- Island Calm Near Newport

Middletown
9.6 out of 10, Exceptional, (94)
"My family had an amazing stay at this bungalow. It is very clean and offered everything we needed for our stay in Newport. The beach is very close and there are plenty of restaurants and convenience store within walking distance. "
United States
Tamara C.
The price is NZ$794
includes taxes & fees
9 Dec - 10 Dec
Ellery Bungalow #51- Island Calm Near Newport

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

Dartmouth
The price is NZ$544
includes taxes & fees
15 Nov - 16 Nov
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

Westport
9.8 out of 10, Exceptional, (22)
"We enjoyed our stay and recommend It. Delightful back yard and patio area and a very pleasant front porch."
United States
Alan M.
The price is NZ$750
includes taxes & fees
12 Nov - 13 Nov
☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

Blue Haven Houseboat

2.0 star property
New Bedford
The price is NZ$246
includes taxes & fees
13 Nov - 14 Nov
Blue Haven Houseboat

Beach house walking distance to Second Beach

Easton's Point
9.8 out of 10, Exceptional, (25)
"This house is excellent! Great location, great kitchen, gorgeous backyard! Perfect for a family getaway! "
United States
Alexandra L.
The price is NZ$1,049
includes taxes & fees
11 Nov - 12 Nov
Beach house walking distance to Second Beach

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Tisbury
10.0 out of 10, Exceptional, (16)
"The house is beautiful and conveniently located. The host, Melissa, was accessible and super helpful. We thoroughly enjoyed our time here and hope to be back in the future."
United States
Betel G.
The price is NZ$1,929
includes taxes & fees
1 Dec - 2 Dec
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Little Creek Retreat - RIBryan Property

Middletown
9.4 out of 10, Exceptional, (14)
"We went for 1 night, a group of seven women. The beds are mostly doubles so one of us had to sleep on the pull-out couch, but it was comfortable. Middletown is quiet and gorgeous and we especially enjoyed the proximity to Newport. We had some small issues but they were resolved. Overall a very nice experience."
United States
Dianna G.
The price is NZ$1,189
includes taxes & fees
17 Nov - 18 Nov
Little Creek Retreat - RIBryan Property

Ellery Beach Bungalow #45- A Refined Island Escape

Middletown
10.0 out of 10, Exceptional, (1)
"Beautiful area, walking distance to the beach and restaurants, nice clean house"
United States
Dana N.
The price is NZ$770
includes taxes & fees
11 Nov - 12 Nov
Ellery Beach Bungalow #45- A Refined Island Escape

Middletown Bungalow - RIBryan Property

Middletown
9.4 out of 10, Exceptional, (13)
"Very clean and roomy for our 8 guests. Perfect location for access to Second Beach and downtown Newport."
United States
William H.
The price is NZ$1,018
includes taxes & fees
11 Nov - 12 Nov
Middletown Bungalow - RIBryan Property

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Oak Bluffs
9.0 out of 10, Wonderful, (2)
"The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect."
United States
Leon R.
The price is NZ$1,589
includes taxes & fees
13 Nov - 14 Nov
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Half mile to beach, Family & Pet Friendly, Newly Renovated Full House

Middletown
10.0 out of 10, Exceptional, (18)
"Bonnie Doon has an excellent location and many amenities."
United States
Christine W.
Half mile to beach, Family & Pet Friendly, Newly Renovated Full House

Walk to beach corner lot, 5 bed large yard

Middletown
The price is NZ$5,091
includes taxes & fees
22 Nov - 23 Nov
Walk to beach corner lot, 5 bed large yard

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs
10.0 out of 10, Exceptional, (7)
"This home is truly that, a welcoming escape nestled in the woods. It’s elevated beach-style furnishings feel hand-picked. We traveled with a 14 month old — the house had high-quality baby must haves, pack and play and high chair. We had the pleasure of a responsive host and caretaker. Close to trails, YMCA and the island’s top attractions … !highly recommend!"
United States
Kerry-Ann H.
The price is NZ$2,156
includes taxes & fees
10 Nov - 11 Nov
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Spectacular View from Rooftop Deck | Sleeps 12

Easton's Point
10.0 out of 10, Exceptional, (1)
"After finding out we had booked hotel rooms with the wrong hotel there were no rooms available last minute for a group of six. Stay Newport was able to get us in last minute and the lodging was wonderful. Very responsive communication. Great location. Very clean and well taken care of property. We wish we could have stayed for a few more days!"
United States
Devon D.
The price is NZ$2,967
includes taxes & fees
11 Nov - 12 Nov
Spectacular View from Rooftop Deck | Sleeps 12

Stones Throw Waterfront

Dartmouth
8.8 out of 10, Excellent, (6)
"According to the listing, the property has AC. That is not true. It had a tiny portable unit that wasn't on when we entered and didn't cool once it was turned on. It also had a window unit that had no place to plug in. There were bugs in multiple areas. The property was not habitable, so we ended up booking a hotel room in a nearby town. VRBO compensated us partially but the owner was unwilling to refund any of our money even though we did not stay in the property. "
United States
Ashley R.
The price is NZ$1,147
includes taxes & fees
10 Nov - 11 Nov
Stones Throw Waterfront

Allston Greens Summar

Middletown
10.0 out of 10, Exceptional, (9)
"Lovely home. It worked well for our party of 5. "
United States
Cindy H.
The price is NZ$1,708
includes taxes & fees
23 Nov - 24 Nov
Allston Greens Summar

Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Dartmouth
10.0 out of 10, Exceptional, (13)
"Extremely well designed extremely comfortable and well appointed. Beautiful scenery, and very relaxing."
United States
David J.
The price is NZ$2,444
includes taxes & fees
10 Nov - 11 Nov
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cuttyhunk Hotel Reviews

Find out more about Cuttyhunk

Cuttyhunk Holiday Homes information

Number of reviews
408
Accommodation
557 Holiday Homes
Lowest Price
NZ$544
Highest Price
NZ$2,444

Explore a world of travel with Expedia