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

Holiday Homes in Cuttyhunk

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Our top choices for Cuttyhunk holiday homes

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Fairhaven
9.6 out of 10, Exceptional, (35 reviews)
"We were looking for a weekend away from home, and we're lucky to find this place available. We got great recommendations for places to eat nearby, and were able to enjoy the area. We'd stay here again!"
United States
Zachary S.
The price is €445
includes taxes & fees
15 Jul - 16 Jul
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties

Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties
Middletown
9.6 out of 10, Exceptional, (17 reviews)
"We enjoyed our stay at this lovely home. The hot tub was very fun and huge kitchen table was nice for our family. It was conveniently located and well cleaned before our arrival. We recommend this fun spot in Newport."
United States
Michelle N.
The price is €1,088
includes taxes & fees
21 Jul - 22 Jul
Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties

4-bedroom house in lovely Edgartown..Centrally located

4-bedroom house in lovely Edgartown..Centrally located
Edgartown
10.0 out of 10, Exceptional, (1 review)
"Awesome place! Clean! Great communication! Clean and well stocked. A pleasure to deal with."
United States
Kelly H.
The price is €1,280
includes taxes & fees
19 Jul - 20 Jul
4-bedroom house in lovely Edgartown..Centrally located

Backyard Retreat / 5 Min > Beach & Main St

Backyard Retreat / 5 Min > Beach & Main St
Fairhaven
The price is €666
includes taxes & fees
7 Jul - 8 Jul
Backyard Retreat / 5 Min > Beach & Main St

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

Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views
Dartmouth
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful home, well maintained, incredibly hospitable and responsive host. Kitchen is well equipped and amply stocked with cooking essential and extras for feeding your guests. Wonderful spacious yard great for outdoor fun."
United States
Nick R.
The price is €1,880
includes taxes & fees
28 Jul - 29 Jul
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

4br & 2ba Ranch style house w/ huge backyard!

4br & 2ba Ranch style house w/ huge backyard!
PORTSMOUTH
10.0 out of 10, Exceptional, (7 reviews)
"Fantastic spot - house was great for visiting with family. Basemen is a great spot for kids to escape. "
United States
Emo C.
4br & 2ba Ranch style house w/ huge backyard!

serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower

serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower
West Tisbury
serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower

Little Creek Retreat Private hot tub & yard - RIBryan Properties

Little Creek Retreat Private hot tub & yard - RIBryan Properties
Middletown
9.4 out of 10, Exceptional, (15 reviews)
"Best stay "
United States
Justin R.
The price is €860
includes taxes & fees
12 Jul - 13 Jul
Little Creek Retreat Private hot tub & yard - RIBryan Properties

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (10 reviews)
"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 €1,942
includes taxes & fees
9 Jul - 10 Jul
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Vineyard Haven Family Beach, Fire Pit & Garden View

Vineyard Haven Family Beach, Fire Pit & Garden View
Tisbury
10.0 out of 10, Exceptional, (2 reviews)
"House was wonderful - the kitchen was very nicely stocked and the beds were very comfortable."
United States
Jane H.
Vineyard Haven Family Beach, Fire Pit & Garden View

Spacious Cape Cod Escape • Stoney Beach, Ferry & Shining Sea Bikeway.Bike.Grill

Spacious Cape Cod Escape • Stoney Beach, Ferry & Shining Sea Bikeway.Bike.Grill
Falmouth
Spacious Cape Cod Escape • Stoney Beach, Ferry & Shining Sea Bikeway.Bike.Grill

Double lot walk to beach 5 bed 7 bath, large yard

Double lot walk to beach 5 bed 7 bath, large yard
Easton's Point
9.8 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay at the home. Very well maintained."
United States
Anmol P.
Double lot walk to beach 5 bed 7 bath, large yard

4+ Bedroom. Great location. Meadow View Rd. Oak Bluffs.

4+ Bedroom. Great location. Meadow View Rd. Oak Bluffs.
Oak Bluffs
10.0 out of 10, Exceptional, (46 reviews)
"We had an excellent time! The home was conveniently located and well stocked for our week long stay with 9 adults and 1 infant. We hope to visit and stay here again!"
United States
Joanne P.
4+ Bedroom. Great location. Meadow View Rd. Oak Bluffs.

beach time awaits you at Ocean View

beach time awaits you at Ocean View
Middletown
10.0 out of 10, Exceptional, (21 reviews)
"Place was super cute and had everything we needed. Was centrally located to everything we wanted to do. Beds and comfortable and lots of space to spread out. Would definitely recommend to others. "
United States
Judith G.
beach time awaits you at Ocean View

NEW Construction: a Love Letter to Martha's Vineyard

NEW Construction: a Love Letter to Martha's Vineyard
West Tisbury
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay at this home in West Tisbury. The house was exactly as described - comfortable, clean, well-appointed, and thoughtfully stocked with everything we needed. The location was perfect for exploring the island while still feeling peaceful and relaxing. Jack was incredibly responsive, helpful, and easy to communicate with throughout our stay. We truly felt at home and would gladly stay here again. Highly recommend!"
United States
Nini D.
The price is €2,086
includes taxes & fees
3 Aug - 4 Aug
NEW Construction: a Love Letter to Martha's Vineyard

Ellery Beach Bungalows – Five Stays, One Retreat

Ellery Beach Bungalows – Five Stays, One Retreat
Middletown
9.0 out of 10, Wonderful, (2 reviews)
"The property was great and exactly what our group was looking for! Walking distance to beaches, restaurants, cliff walk. Short ride to downtown. Very responsive host and clean space. We also enjoyed the outdoor spaces and the fact that there were some beach chairs available for use! Would have preferred to know exactly what amenities are available in each bungalow (I.e bungalow 45 and 49 have washer dryer, bungalow 51 has dishwasher, all bungalows have keurig-all just examples). The sheets and...
United States
Jessica O.
Ellery Beach Bungalows – Five Stays, One Retreat

Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
9.8 out of 10, Exceptional, (30 reviews)
"Great house and communication with the owner! We would stay there again!"
United States
Stan C.
The price is €655
includes taxes & fees
12 Jul - 13 Jul
Beach house walking distance to Second Beach

Elisa's Cottage - Your Family Vacation Destination

Elisa's Cottage - Your Family Vacation Destination
Woods Hole
10.0 out of 10, Exceptional, (8 reviews)
"We enjoyed the proximity to Woods Hole and Falmouth and the added snack touches. "
United States
Stefanie G.
The price is €1,013
includes taxes & fees
5 Aug - 6 Aug
Elisa's Cottage - Your Family Vacation Destination

Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"I can’t say enough about this beautiful property. pictures don’t do any justice for this piece of heaven. The flowers were everywhere , it’s so apparent that the property owners take such pride in this beautiful property. The place was spotless when we walked in the door. We met the owners on arrival , they surprised us with a beautiful ballon to celebrate my 50th birthday. My family enjoyed the pool and the fun Tiki. The outdoor fireplace was inviting after the sun went down. I was a little...
United States
Miriam D.
The price is €3,913
includes taxes & fees
19 Jul - 20 Jul
Beautiful Estate with salt water pool & pond with kayaks

Spacious Private Cottage Close to Beaches & Newport

Spacious Private Cottage Close to Beaches & Newport
Middletown
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay. Everything was seamless from communication prior to arrival, check-in, and check-out. The team at STAY Newport was super responsive, though there wasn't much we needed, since the cottage was just as we expected and even better! Lots of room for our girls' trip and super close proximity to walk down to the beach. We were there in May, so it wasn’t quite beach season, but still ventured down for a walk, and it was an easy ride into downtown (less than 10 minutes). ...
United States
Amanda H.
Spacious Private Cottage Close to Beaches & Newport
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

Cuttyhunk Holiday Homes information

Number of reviews
237
Accommodation
474 Holiday Homes
Lowest Price
€445
Highest Price
€3,913

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