Cuttyhunk Holiday Rentals

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Holiday Rentals in Cuttyhunk

Charming cottage overlooking the bay in Padanaram Village.
2.0 star property
10.0 out of 10, Exceptional, (8)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
The price is AU$627
includes taxes & fees
3 Nov - 4 Nov
Charming cottage overlooking the bay in Padanaram Village.
The Charming Gem Near The Water!
9.6 out of 10, Exceptional, (34)
"This was wonderful clean comfortable inviting and relaxing place to stay and would definitelyreturn in the future ."
United States
Elizabeth C.
The price is AU$339
includes taxes & fees
20 Oct - 21 Oct
The Charming Gem Near The Water!
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
10.0 out of 10, Exceptional, (17)
"Home was excellent. Well appointed and everything to make my stay comfortable. Thanks to the hosts and hope to stay again."
United States
Frank B.
The price is AU$589
includes taxes & fees
2 Nov - 3 Nov
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
Seapowet suite
10.0 out of 10, Exceptional, (1)
"The property is located in a beautiful little setting set back off the road with a huge lawn and outside patio area. Alan, the owner was very accommodating. Inside was two bedrooms, a bathroom and a nice big living room with a table. Also was a mini fridge along with a microwave and a Keurig coffee maker. A great little hiking area about 200 feet down the road. Beds were comfortable and very clean. I would highly recommend this place."
United States
Anonymous traveller
The price is AU$239
includes taxes & fees
20 Oct - 21 Oct
Seapowet suite
Partial Ocean View Studio w/ Private Deck (308)
10.0 out of 10, Exceptional, (1)
"Room was in a great location close to the beach. Very clean, nice deck, right across from Vineyard Sound. Really enjoyed our stay."
United States
Keith L.
The price is AU$265
includes taxes & fees
20 Oct - 21 Oct
Partial Ocean View Studio w/ Private Deck (308)
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
9.8 out of 10, Exceptional, (161)
"Great place, loved it! Had everything we needed."
United States
Michelle P.
The price is AU$278
includes taxes & fees
20 Oct - 21 Oct
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Ellery Bungalow #51- Island Calm Near Newport
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 AU$669
includes taxes & fees
11 Nov - 12 Nov
Ellery Bungalow #51- Island Calm Near Newport
Cottages with easy access to Newport, beaches, nature trails and vineyards
9.8 out of 10, Exceptional, (56)
"We stayed for the Fourth of July weekend. The cottage was clean, well equipped and quite lovely. The location was ideal for access to beaches, dining, and entertainment - all under a 30-minute drive away. We will certainly consider visiting again."
United States
Karen M.
The price is AU$278
includes taxes & fees
20 Oct - 21 Oct
Cottages with easy access to Newport, beaches, nature trails and vineyards
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
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 AU$1,043
includes taxes & fees
21 Oct - 22 Oct
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Ellery Beach Bungalow #45- A Refined Island Escape
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 AU$667
includes taxes & fees
11 Nov - 12 Nov
Ellery Beach Bungalow #45- A Refined Island Escape
☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village
9.8 out of 10, Exceptional, (21)
"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 AU$654
includes taxes & fees
2 Nov - 3 Nov
☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village
Middletown Modern Apartment - RIBryan Property
9.6 out of 10, Exceptional, (14)
"Stayed here with my spouse and dogs. Located in a great spot close to the beaches and downtown Newport. "
United States
Suzanne P.
The price is AU$598
includes taxes & fees
16 Nov - 17 Nov
Middletown Modern Apartment - RIBryan Property
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
10.0 out of 10, Exceptional, (203)
"Loved this spot. So easy to get to downtown and Surf Beach. It was fabulous and clean!"
United States
Anne S.
The price is AU$796
includes taxes & fees
3 Nov - 4 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
King Room w/ Partial Ocean View Above Restaurant (203)
The price is AU$265
includes taxes & fees
19 Oct - 20 Oct
King Room w/ Partial Ocean View Above Restaurant (203)
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
2.0 star property
The price is AU$468
includes taxes & fees
31 Oct - 1 Nov
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
The price is AU$1,886
includes taxes & fees
20 Oct - 21 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Entire house minutes from Newport, RI. Near beaches.
10.0 out of 10, Exceptional, (12)
"I stayed over Thanksgiving holiday to celebrate with my daughter attending school in Boston. The house was pristine, has a well stocked kitchen, thoughtfully decorated, conveniently located and Chadd was a terrific host! I will definitely stay here again, highly recommend the home!"
United States
Dennis B.
Entire house minutes from Newport, RI. Near beaches.
Little Creek Retreat - RIBryan Property
9.4 out of 10, Exceptional, (13)
"Although my party and I only stayed for 1 night we still had a great time in this lovely house."
United States
Vincent M.
The price is AU$1,038
includes taxes & fees
19 Oct - 20 Oct
Little Creek Retreat - RIBryan Property
Partial Ocean View Studio with Large Private Deck (307)
10.0 out of 10, Exceptional, (1)
The price is AU$265
includes taxes & fees
11 Nov - 12 Nov
Partial Ocean View Studio with Large Private Deck (307)
Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen
10.0 out of 10, Exceptional, (57)
"Lovely home in quiet up island area. Short drive to beaches."
United States
Amy T.
The price is AU$2,904
includes taxes & fees
4 Nov - 5 Nov
Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen
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

Find out more about Cuttyhunk

Everything you need to know about Cuttyhunk holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cuttyhunk holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cuttyhunk holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cuttyhunk holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cuttyhunk. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cuttyhunk holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuttyhunk holiday rentals we have selected for you start as low as AU$265 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cuttyhunk rentals

At Expedia, we put the best Cuttyhunk holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cuttyhunk rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cuttyhunk holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cuttyhunk. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.