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Compare 435 Vacation Homes in Cuttyhunk with updated reviews, rates, and availability.

sea breeze house at sakonnet point. RE. 03495-STR
Exterior

sea breeze house at sakonnet point. RE. 03495-STR

9.2 out of 10, Wonderful, (51)
"Always enjoy this house and location no matter what time of year"
sea breeze house at sakonnet point. RE. 03495-STR
Relaxing Charmer Near Newport ; super cozy, clean & great for groups!
Beach nearby, sun loungers

Relaxing Charmer Near Newport ; super cozy, clean & great for groups!

10.0 out of 10, Exceptional, (60)
"Location was excellent, easy ride to downtown Newport or some of us even walked into town one day. House was enough space for 8 adults. Beds were very comfortable. Would definitely recommend or stay again. "
Relaxing Charmer Near Newport ; super cozy, clean & great for groups!
Stones Throw Waterfront
Terrace/patio

Stones Throw Waterfront

10.0 out of 10, Exceptional, (2)
"House was clean and very. nice to have access to paddle boards."
The price is ￥58,254
￥122,704 total
includes taxes & fees
Nov 30 - Dec 1
Stones Throw Waterfront
Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!
Fridge, microwave, oven, stovetop

Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!

9.8 out of 10, Exceptional, (66)
"The location is great if you want to to Newport, and around. The house is cute, there are some details they can improve but overall is fine."
Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (188)
"The house was as advertised! Spacious, clean, comfy beds and close to town and beach. Very nice stay. We would definitely rent again! Thank you!"
The price is ￥33,260
￥86,687 total
includes taxes & fees
Dec 3 - Dec 4
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Fridge, microwave, oven, stovetop

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

9.6 out of 10, Exceptional, (46)
"Lovely visit "
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Central Woods Hole Village Waterfront: Autumn Now Discounted 20%
Beach nearby, sun loungers, beach towels

Central Woods Hole Village Waterfront: Autumn Now Discounted 20%

10.0 out of 10, Exceptional, (105)
"Deserves a10! Beautiful home,beautiful views! Everything you need is right there. Highly recommend ❤️"
Central Woods Hole Village Waterfront: Autumn Now Discounted 20%
Comfortable home and separate cottage walking distance to the water
Exterior

Comfortable home and separate cottage walking distance to the water

9.4 out of 10, Exceptional, (36)
"Wonderful stay at this beautiful property in Middletown; so close to the beach and downtown Newport. "
Comfortable home and separate cottage walking distance to the water
Easton's Beach House: Steps to the Beach: Fall Weekends with Cozy Firepit!
Beach nearby, sun loungers, beach towels

Easton's Beach House: Steps to the Beach: Fall Weekends with Cozy Firepit!

10.0 out of 10, Exceptional, (127)
"Wonderful area. Close to beach and Newport Restaurants and bars. Frienly communications with host. We loved the house. Perfect for us."
Easton's Beach House: Steps to the Beach: Fall Weekends with Cozy Firepit!
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
Property grounds

Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!

9.8 out of 10, Exceptional, (37)
"We enjoyed our time here. The house sits is in a very quiet landscape. Remote and relaxing. Just what we have been looking for. Quick drive to beautiful beaches and the cliffs near Gays Lighthouse. Highly recommend this gem."
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
Island bliss located near shops and eateries-several island beaches also nearby
Marina

Island bliss located near shops and eateries-several island beaches also nearby

9.0 out of 10, Wonderful, (29)
"Oak Bluffs is a beautiful place. The home was perfect for us with two bathrooms and a kitchen open to the living room. We only used two out of three bedrooms. We walked to town which was about one and a half miles."
Island bliss located near shops and eateries-several island beaches also nearby
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Aerial view

Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

10.0 out of 10, Exceptional, (21)
"My wife, 2 dogs and I visited for a week. This house was well appointed, clean and relaxing. The deck, yard and views are spectacular. We were looking for a quiet place to decompress and recharge and this house did the trick. Christian was very responsive and helpful to every question. I highly recommend."
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
A View Fit for Royalty!
Outdoor dining

A View Fit for Royalty!

10.0 out of 10, Exceptional, (19)
"Great place, great location and clean. All the things I look for. It is strange to say, but I really enjoyed doing dishes, the view from sink was amazing. A wonderful place to stay. The host was extremely nice and helpful. "
A View Fit for Royalty!
Quiet duplex by the beach, short walk to Falmouth Village, 1GB Internet
Exterior

Quiet duplex by the beach, short walk to Falmouth Village, 1GB Internet

10.0 out of 10, Exceptional, (12)
"My family has deep roots at the Cape, so while we don't currently live there, we try to return each summer. This was our first try at a rental-rather than hotel-and it was superb!! I was looking for a place to fit myself, my husband, my sons, our dog, and my older parents. This spot was perfect in every way. We had such a great time, and bonding experience and the host was stellar in her communications and helpfulness. We fit comfortably, the accommodations were clean and cozy, and the beach was...
Quiet duplex by the beach, short walk to Falmouth Village, 1GB Internet
Beautiful 3 bedroom 2 bath Home / Close to Town & Beach
Exterior

Beautiful 3 bedroom 2 bath Home / Close to Town & Beach

9.8 out of 10, Exceptional, (21)
"Very clean, spacious open concept. Easy walk to town. Very responsive host . For example, when the coffee maker died a new one magically appeared on the front doorstep in short order. Would stay again!"
Beautiful 3 bedroom 2 bath Home / Close to Town & Beach
Luxury Loft Historic Center Oak Bluffs
Interior

Luxury Loft Historic Center Oak Bluffs

9.4 out of 10, Exceptional, (36)
"Would stay here again! "
Luxury Loft Historic Center Oak Bluffs
Family friendly.
Property grounds

Family friendly.

9.8 out of 10, Exceptional, (75)
"Excellent location and beautiful views. Had difficulty contacting the property owner to get into the house. Overall cleanliness is lacking given the price you pay. "
Family friendly.
Sanctuary House: An ocean-view farmhouse retreat
Beach nearby, sun loungers, beach towels

Sanctuary House: An ocean-view farmhouse retreat

10.0 out of 10, Exceptional, (19)
"We had the best possible stay at Sanctuary Farm with our three kids. Dan and Haven are the kindest, warmest hosts, and the house is beautiful. Our kids loved seeing the animals every day and riding bikes down the quiet roads. The location next to hiking trails and with water views can't be beat. An absolute gem, and we will be back!"
Sanctuary House: An ocean-view farmhouse retreat
Family Home That Is Walking Distance To Town and Ferry
Exterior

Family Home That Is Walking Distance To Town and Ferry

10.0 out of 10, Exceptional, (24)
"Convenient to everything in a very quiet neighborhood"
Family Home That Is Walking Distance To Town and Ferry
Immaculate Luxury home, water views to Vineyard, private beach, bike path & more
Beach nearby, sun loungers

Immaculate Luxury home, water views to Vineyard, private beach, bike path & more

10.0 out of 10, Exceptional, (19)
"This house was the best we have rented on Cape Cod. There was ample space for 6 adults. The deck was beautiful and helpful to have a screened in porch if there were bugs at night. Highly recommend!"
Immaculate Luxury home, water views to Vineyard, private beach, bike path & more
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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Other property types in Cuttyhunk

InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (154)
"Very clean property. Beach just across street. Great views."
InnSeason Resorts Captain's Quarters
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Exterior

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

9.8 out of 10, Exceptional, (114)
"We stayed five days. The cottage was so cozy and very clean with high end appliances. The area is quiet and lots of grass. Perfect for dog parents. Great location, a short drive to Newport. Loved the heated floor in the bathroom! "
The price is ￥21,014
￥26,769 total
includes taxes & fees
Dec 11 - Dec 12
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Beachside Village Resort by VRI Americas
Beach nearby

Beachside Village Resort by VRI Americas

3.0 star property
9.2 out of 10, Wonderful, (86)
"A very nice place and wonderful location. You can see sunrise from this property. Staff are nice and friendly. A great experience!"
Beachside Village Resort by VRI Americas
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.