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Cottages in Cuttyhunk

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

9.8 out of 10, Exceptional, (146)
"We really enjoyed this cottage. It was clean and very comfortable . Great location to spend a couple of days in RI with our dog."
The price is ¥32,292
¥41,586 total
includes taxes & fees
Sep 2 - Sep 3
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Cottages with easy access to Newport, beaches, nature trails and vineyards

10.0 out of 10, Exceptional, (51)
"The perfect location for access to Newport and the Newport Half Marathon! Perfect size for family of 4. We will definitely be back!"
The price is ¥32,292
¥41,586 total
includes taxes & fees
Sep 2 - Sep 3
Cottages with easy access to Newport, beaches, nature trails and vineyards

Quaint Cottage On Christmas Tree Farm in SE coastal Rhode Island

10.0 out of 10, Exceptional, (176)
"My wife and I thoroughly enjoyed our stay at the Tiverton Christmas Tree Cottage. We arrived on a very rainy afternoon and everything was super easy and convenient and the home so lovely, we decided to stay home for the rest of the evening! It was in a great location for us to spend a couple of days exploring the area. Five Stars for sure!"
The price is ¥21,823
¥36,149 total
includes taxes & fees
Sep 23 - Sep 24
Quaint Cottage On Christmas Tree Farm in SE coastal Rhode Island

Memorable Cottage near Third Beach & Satchuset Pt. Reserve

10.0 out of 10, Exceptional, (65)
"The cottage was fantastic. It was cute and cozy and the property owner Lori was beyond accommodating. We cannot wait to get back here and continue to explore."
Memorable Cottage near Third Beach & Satchuset Pt. Reserve

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

10.0 out of 10, Exceptional, (53)
"This home serves as a lovely base while vacationing on Martha’s Vineyard. It’s an easy walk to some great places to eat, a grocery store, boutiques, and more. Plus, it’s just down the street from the Vineyard Haven ferry terminal.The host is both incredibly proactive and responsive. Stocked with all the right stuff, immaculate, and decorated with cute coastal flair, this home makes for a super comfortable stay."
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

WATERFRONT Downtown Cottage w/ Beach

10.0 out of 10, Exceptional, (47)
"Super clean, great location and all the amenities a true gem right on the beach. Host was wonderful"
The price is ¥125,423
¥160,064 total
includes taxes & fees
Aug 31 - Sep 1
WATERFRONT Downtown Cottage w/ Beach

Make Lasting Memories In This Adorable Vineyard Cottage!

9.8 out of 10, Exceptional, (147)
"Absolutely loved this place. Had everything we needed. Such cute decor. Perfect cute little rental in convenient location. "
The price is ¥36,863
¥75,269 total
includes taxes & fees
Sep 1 - Sep 2
Make Lasting Memories In This Adorable Vineyard Cottage!

Cozy family-friendly cottage on beautiful Shining Sea bike trail

10.0 out of 10, Exceptional, (7)
"Great place, great location! Easy, 10 minute walk to downtown Falmouth. The bike path connects right to the back yard which was super convenient for me because I used it every day."
Cozy family-friendly cottage on beautiful Shining Sea bike trail

Cozy Cottage 1.5 mi. To Third Beach.

9.8 out of 10, Exceptional, (63)
"Great location and the outdoor shower is fantastic. Host was super helpful and we enjoyed our stay "
Cozy Cottage 1.5 mi. To Third Beach.

Small One Bedroom Private Cottage on Large Quiet Property.

9.8 out of 10, Exceptional, (7)
"Absolutely perfect, right down to the brands of soaps and shampoos! Beautiful artwork everywhere. I wouldn't change a thing!"
Small One Bedroom Private Cottage on Large Quiet Property.

Beautiful Carriage House on the Chop

10.0 out of 10, Exceptional, (24)
"Loved staying at The Carriage House! Very beautiful place to relax and plan all the wonderful things you get to do on the island. Easy communication, very comfortable beds and well stocked kitchen."
Beautiful Carriage House on the Chop

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 "
The price is ¥43,129
¥72,057 total
includes taxes & fees
Sep 5 - Sep 6
Charming cottage overlooking the bay in Padanaram Village.

Cozy Beach Cottage

9.8 out of 10, Exceptional, (50)
"The property was prepared, very thoughtful and had everything you could think of for a wonderful beach Island stay. The only downside was cable because I’m addicted to TV and I would’ve appreciated at least a smart TV that I could connect my own Netflix. "
Cozy Beach Cottage

Oceanside Cottage with Private Beach Access

9.8 out of 10, Exceptional, (7)
"Excellent sea view and very quiet place"
Oceanside Cottage with Private Beach Access

Bright and cozy menemsha cottage

10.0 out of 10, Exceptional, (5)
"Peaceful location near conservation trail and a short drive to Lucy Vincent and the Chilmark Store. Clean, spacious and comfortable for our family of six adults. The owner mailed the key and information about the house ahead of our stay, which was helpful. Highly recommended!"
Bright and cozy menemsha cottage

Paradise Valley Cottage 1 mile From Second Beach

10.0 out of 10, Exceptional, (52)
"We had a great girls weekend and the house was a great fit. Three bedrooms each with their own bathrooms was a big plus and the location could not be beat. We were in Newport in 10 minutes with the mansions, restaurants, shops and wharf."
Paradise Valley Cottage 1 mile From Second Beach

Country Coastal Cottage 3 min. from beach.

10.0 out of 10, Exceptional, (62)
"We enjoyed the house, neighbors and beach. We would go again."
Country Coastal Cottage 3 min. from beach.

Cozy Family Cottage Circuit Ave OB Walk to Everything

2.0 star property
Cozy Family Cottage Circuit Ave OB Walk to Everything

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

10.0 out of 10, Exceptional, (27)
"Great ... Maybe some better seating in the living room?"
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

3 Bedroom Cottage just steps to Private Beach! Pet Friendly!

9.6 out of 10, Exceptional, (45)
"Nice rental property very close to ocean in a very quiet neighborhood. Would recommend"
3 Bedroom Cottage just steps to Private Beach! Pet Friendly!
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

Find out more about Cuttyhunk

Cuttyhunk Cottages information

Number of reviews
578
Accommodation
106 Cottages
Lowest Price
¥21,823
Highest Price
¥125,423

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Explore a world of travel with Expedia

Frequently asked questions

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We think that vacays should be stress-free, so if you're on the lookout for cottages in Cuttyhunk at the perfect price, Expedia has your back. Save money and stay in an economical option far from the rush of the city, or book a luxury cottage to pamper your favorite people.
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What is there to do in Cuttyhunk near my cottage?
The ideal travel accessory is a well-planned to-do list. Barges Beach is a terrific place to kick off your sightseeing in Cuttyhunk.