Cuttyhunk Vacation Rentals

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Vacation Rentals in Cuttyhunk

Exterior
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
9.8 out of 10, Exceptional, (84)
"The property was clean and quiet. Modem appliances and accents. "
The price is CA $176
CA $226 total
includes taxes & fees
May 29 - May 30
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
On the beach, white sand
InnSeason Resorts Captain's Quarters
3.5 star property
9.6 out of 10, Exceptional, (145)
"Large, comfortable suite, plenty of amenities"
InnSeason Resorts Captain's Quarters
Fridge, microwave, oven, stovetop
Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!
10.0 out of 10, Exceptional, (37)
"Super easy check in, sports bar a quick walk away and the beaches a short drive. The cottage was clean and comfy. Would definitely recommend this property."
Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!
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Property grounds
Private Spacious Pet Friendly Studio / Loft
10.0 out of 10, Exceptional, (47)
"This was a great short stay rental....perfect for two people. The space was lovely and the hosts were available if we needed anything. We would definitely consider a return visit."
Private Spacious Pet Friendly Studio / Loft
Exterior
Quiet duplex by the beach, short walk to Falmouth Village, 2GBps Internet.
9.8 out of 10, Exceptional, (65)
"Cute house within walking distance to beach and Main Street. Regina was a wonderful host."
Quiet duplex by the beach, short walk to Falmouth Village, 2GBps Internet.
Property grounds
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
6.0 out of 10, (19)
"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Beach nearby, sun loungers
Charming and Cozy Beach Cottage
9.6 out of 10, Exceptional, (5)
"This little house was perfect for our wknd away. High ceilings made it feel very spacious and lovely views. Clean and modern. Most comfortable bed ever! Wish we could have stayed longer."
Charming and Cozy Beach Cottage
3 bedrooms, WiFi, bed sheets
Escape on conservation land with furnished deck, pond views, sunroom, & AC
8.8 out of 10, Excellent, (9)
"Very nice property. Excellent location!"
Escape on conservation land with furnished deck, pond views, sunroom, & AC
Exterior
Cottages with easy access to Newport, beaches, nature trails and vineyards
10.0 out of 10, Exceptional, (25)
"Adorable place to stay. Cute layout. Would stay here again. Very comfy bed. Super clean "
The price is CA $176
CA $226 total
includes taxes & fees
May 29 - May 30
Cottages with easy access to Newport, beaches, nature trails and vineyards
Fridge, microwave, oven, stovetop
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
8.2 out of 10, Very good, (24)
"Upon entering the property, everything was very clean and welcoming. The rooms were spacious and comfortable. It felt like home. We would definitely book this property again."
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Fridge, microwave, oven, stovetop
Beautiful bright home with firepit, deck & backyard - walk to beach
9.6 out of 10, Exceptional, (45)
"Very clean, welcoming"
Beautiful bright home with firepit, deck & backyard - walk to beach
Fridge, microwave, oven, stovetop
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
8.4 out of 10, Very good, (21)
"I thoroughly enjoyed my stay at this property. Easy to find, down a well-maintained dirt road. Check-in was a breeze. Private and quiet. The woods surrounding the property were peaceful and welcome. Deer in the front yard, turkeys in the back, rabbits all around. Super clean and comfy! Weather was spectacular affording many walking opportunities both from and near this rental. Biking would be a plus. Have been renting in April on MV for years...this new location is a prize winner!"
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Fridge, microwave, oven, stovetop
Renovated 2 Bed Private Home Newport-Middletown Sleeps 6
9.6 out of 10, Exceptional, (25)
"We were in town to watch our sons play rugby for the weekend. The house was perfectly located to where we needed to be. Everything was clean, nicely decorated and comfortable. Matt was very responsive and communicative."
The price is CA $203
CA $415 total
includes taxes & fees
May 29 - May 30
Renovated 2 Bed Private Home Newport-Middletown Sleeps 6
Fridge, microwave, oven, stovetop
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
9.6 out of 10, Exceptional, (29)
"This home away from home offers spacious bedrooms and living spaces on a nice grassy lot in a quaint neighborhood setting. Step out onto your deck and sit at the table and watch the little bunnies nibbling the grass and listen to the birds singing. Clean, well-equipped and stocked with essentials, including all linens, this place has got you covered! A bookshelf full of guides and summer reads, toys and games for the kiddos for family time indoors as well as a beach wagon loaded-up for...
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Beach
Cozy Massachusetts Escape w/ Patio, Near Beaches!
Cozy Massachusetts Escape w/ Patio, Near Beaches!
Private kitchen
Heart of Falmouth Main Street Apartment
Heart of Falmouth Main Street Apartment
Property grounds
Luxury home with private pool & foosball - near 3 towns & many beaches
8.6 out of 10, Excellent, (30)
"I recently stayed in this lovely OB home with my family. It was me and 9 other people, and there was plenty of room for everyone. The photos are accurate. The pool was clean and heated. The house is located in a private, wooded area but conveniently located to OB, Edgartown, the airport and beaches. The interior/furniture were so cozy. The house came equipped with enough plates, dishes, pots, pans, utensil, towels, etc. It would be helpful if the house came with a book of instructions, so we'd...
Luxury home with private pool & foosball - near 3 towns & many beaches
Fridge, microwave, oven, stovetop
Charming salt box in quiet woodsy neighborhood - centrally located!
10.0 out of 10, Exceptional, (7)
"Was perfect for our family!"
Charming salt box in quiet woodsy neighborhood - centrally located!
View from property
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
8.4 out of 10, Very good, (18)
"Overall my friends and I have come twice to the Noyes house and are planning to come back next year. As long as you’re comfortable not staying near the main towns, it’s an ideal location - close to the markets and stores of west tisbury, several of the best beaches on the island (Lucy Vincent and Aquinnah in particular), the Chilmark general store, and some of the best farms like beetlebung. The house is something between rustic and luxury, which is deal for a group of friends. It’s not a big...
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Interior
Walk your way into Vineyard Haven from Walker Way!
10.0 out of 10, Exceptional, (33)
"The owner was very nice and friendly and the property was well kept. I would definitely rent again"
Walk your way into Vineyard Haven from Walker Way!
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See all available properties in Cuttyhunk
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.

Cuttyhunk Vacation Rental Travel Info

Popular accommodation
Cuttyhunk cottages
International airport
Nantucket, MA (ACK-Nantucket Memorial)

Other types of properties in Cuttyhunk you may be interested in

Exterior
Atlantic Beach Hotel Newport
3.5 star property
8.2 out of 10, Very good, (1000)
"Just a short drive away from the Breakers mansion and cliff walk "
The price is CA $327
CA $385 total
includes taxes & fees
Jun 4 - Jun 5
Atlantic Beach Hotel Newport
Indoor pool, pool umbrellas, sun loungers
Wyndham Newport Hotel
4.0 star property
9.2 out of 10, Wonderful, (1102)
"The room was modern and very clean. The hotel staff were friendly and helpful when asked questions about the area. "
The price is CA $256
CA $313 total
includes taxes & fees
Jun 5 - Jun 6
Wyndham Newport Hotel
Outdoor spa tub
Newport Beach Hotel & Suites
3.5 star property
8.0 out of 10, Very good, (1001)
"We stayed in a 2 bedroom suite. Was like a mini furnished apartment with all kitchen amenities like cooktop, dishwasher, cookware and utensils. The rooms & bathrooms were very clean. The bed was very comfortable. Really no negatives. Parking was convenient and safe. The only slight inconvenience I would say is the lobby is across the street (not a very busy street) and the breakfast is the same lobby building and so is the gym. Wish they had hot breakfast. Other than that, stay was very...
The price is CA $312
CA $411 total
includes taxes & fees
Jun 3 - Jun 4
Newport Beach Hotel & Suites
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.

Everything you need to know about Cuttyhunk vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cuttyhunk vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cuttyhunk vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cuttyhunk vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuttyhunk vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cuttyhunk rentals

At Expedia, we put the best Cuttyhunk vacation 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 vacation.

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. 

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