Search Vacation Homes in Cuttyhunk
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 423 Vacation Homes in Cuttyhunk with updated reviews, rates, and availability.

Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!
Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!
9.8 out of 10, Exceptional, (76)
The price is ¥14,778
¥45,623 total
includes taxes & fees
Feb 23 - Feb 24

Historic Oak Bluffs home, short walk to town, beach, and harbor.
Historic Oak Bluffs home, short walk to town, beach, and harbor.
9.6 out of 10, Exceptional, (28)

Gorgeous Spacious Victorian Cape Code Beach View Retreat
Gorgeous Spacious Victorian Cape Code Beach View Retreat

Walk to beaches. Huge deck, roof-deck, new kitchen, close to town
Walk to beaches. Huge deck, roof-deck, new kitchen, close to town
10.0 out of 10, Exceptional, (117)

Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly
10.0 out of 10, Exceptional, (56)

Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer
Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer
7.4 out of 10, Good, (3)

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
10.0 out of 10, Exceptional, (190)
The price is ¥26,869
¥76,365 total
includes taxes & fees
Feb 24 - Feb 25

The Beach Estate, Panoramic Ocean Views, 5700 sqft
The Beach Estate, Panoramic Ocean Views, 5700 sqft
10.0 out of 10, Exceptional, (5)
The price is ¥116,334
¥275,803 total
includes taxes & fees
Feb 27 - Feb 28
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
Other property types in Cuttyhunk

InnSeason Resorts Captain's Quarters
InnSeason Resorts Captain's Quarters
9.8 out of 10, Exceptional, (158)
The price is ¥18,052
¥20,660 total
includes taxes & fees
Feb 25 - Feb 26

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
9.8 out of 10, Exceptional, (120)
The price is ¥19,256
¥24,983 total
includes taxes & fees
Feb 23 - Feb 24

Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!
Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!
9.8 out of 10, Exceptional, (76)
The price is ¥14,778
¥45,623 total
includes taxes & fees
Feb 23 - Feb 24
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.
Find out more about Cuttyhunk
Find out more about Cuttyhunk
Cuttyhunk Vacation Homes information
Number of reviews | 716 |
---|---|
Accommodation | 423 Vacation Homes |
Lowest Price | ¥14,778 |
Highest Price | ¥116,334 |
Recent reviews of Cuttyhunk hotels
Recent reviews of Cuttyhunk hotels

The East Island Reserve Hotel
5/5 Excellent
Wonderful!
"Wonderful accommodations at an amazing price. Everything was easy, convenient. Service was prompt and courteous. Would be a great option for longer stays, too. Great way to be able to see Newport. "
A verified traveler stayed at The East Island Reserve Hotel
Posted 2 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Vacation Homes in Tokyo
- Vacation Homes in Osaka
- Vacation Homes in Kyoto
- Vacation Homes in Okinawa
- Vacation Homes in Nagoya
- Vacation Homes in Fukuoka
- Vacation Homes in Hatsushima
- Vacation Homes in Sapporo
- Vacation Homes in Yokohama
- Vacation Homes in Karuizawa
- Vacation Homes in Hiroshima
- Vacation Homes in Kamakura
- Vacation Homes in North Okinawa
- Vacation Homes in Izu Peninsula
- Vacation Homes in Ishigaki
- Vacation Homes in Awaji Island
- Vacation Homes in Urayasu
- Vacation Homes in Naha
- Vacation Homes in Asahikawa
- Vacation Homes in Kanto
More ways to book
Expedia's Latest Trends
Hotels
Flights
Flights from Osaka (KIX) to Wellington (WLG)Flights from Incheon (ICN) to Dallas (DFW)Flights from Osaka (KIX) to Manila (MNL)Flights from Tashkent (TAS) to Nagoya (NGO)Flights from Naha (OKA) to Kobe (ITM)Flights from Narita (NRT) to Whitsundays (HTI)Flights from Nagoya (NGO) to Osaka (KIX)Delta Tokyo (HND) to Chicago (ORD) flights