Find hotels in Cuttyhunk, MA from CA $119

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Check Cuttyhunk hotel prices

Tonight
Nov 28 - Nov 29
Tomorrow night
Nov 29 - Nov 30
This weekend
Nov 29 - Dec 1
Next weekend
Dec 6 - Dec 8

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Top 10 Cuttyhunk hotels and places to stay

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, internet, bed sheets

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

8.8 out of 10, Excellent, (9)
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back "
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
Beach

Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

3.0 out of 10, (2)
"We were shocked when we arrived at this property. The word "rustic" should be added to its description. The front door to the property is a sliding glass does that does not from the outside. When we walked through the house upon arriving, we walked through spiderwebs on the inside of the house, the smell of mildew was overwhelming, most of the windows had been screwed closed with no way to open them, there were rodent traps in every room, the mini splits (AC units) worked extremely well, the...
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Aerial view

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.

10.0 out of 10, Exceptional, (44)
"We were in town for a wedding in Chilmark and the property was exactly what we needed!"
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Property grounds

Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

8.0 out of 10, Very good, (3)
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Terrace/patio

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

8.6 out of 10, Excellent, (22)
"We didn't realize how beautiful and unique the architecture of this residence was before we arrived. It is a gorgeous place and we were please by the cleanliness and simplicity of it. "
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Beautiful dog-friendly home with water view, balcony & washer/dryer
Fridge, microwave, oven, stovetop

Beautiful dog-friendly home with water view, balcony & washer/dryer

7.8 out of 10, Good, (14)
"A Vacasa managed property that has everything you could want. We stayed 4 nights with our whole family and our small dog. It had everything we could want and we enjoyed ourselves. Recently redone, with good fit and finish and places to hang cook and relax off a dirt road that is well situated. Our only comments would be that there were some things needing fixing like the grill handle, lights not in sockets, and general disarray of bedding and supplies in the closets. While clean and fresh...
Beautiful dog-friendly home with water view, balcony & washer/dryer
Water-view home with large deck, balcony, enclosed sunroom & peaceful location
TV, books

Water-view home with large deck, balcony, enclosed sunroom & peaceful location

10.0 out of 10, Exceptional, (5)
"Spent a wonderful week at Lobsterville Landing — a delightful home perfect for time with friends and family. Only a quick walk to the beach, not that we were in a hurry to leave this beautiful home."
Water-view home with large deck, balcony, enclosed sunroom & peaceful location
Cozy efficiency apartment/heated pool
Outdoor pool, a heated pool

Cozy efficiency apartment/heated pool

9.8 out of 10, Exceptional, (17)
"What a wonderful gem in the woods of Chilmark. The pool is the icing on the cake. Ronnie was such a wonderful host! Hope to return in the fall, but definitely again in the future."
Cozy efficiency apartment/heated pool
Beautiful Aquinnah Home: Ocean View, Walk to Beach
House (4 Bedrooms) | Private kitchen

Beautiful Aquinnah Home: Ocean View, Walk to Beach

3.0 star property
Beautiful Aquinnah Home: Ocean View, Walk to Beach
Modern beach house - Walking distance to Philbin Beach
Exterior

Modern beach house - Walking distance to Philbin Beach

10.0 out of 10, Exceptional, (27)
"Beautiful spacious home near beach. Perfect setup for our family. Lovely kitchen and deck. You could hear the birds and the waves from the deck. A perfect spot to enjoy this beautiful part of the Vineyard."
Modern beach house - Walking distance to Philbin Beach
Cozy Sanctuary with Water Views
Microwave, oven, dishwasher

Cozy Sanctuary with Water Views

Cozy Sanctuary with Water Views
Quaint & Quiet Quitsa: 3-bedroom house with WiFi, AC in peaceful Chilmark
Smart TV

Quaint & Quiet Quitsa: 3-bedroom house with WiFi, AC in peaceful Chilmark

2.0 star property
Quaint & Quiet Quitsa: 3-bedroom house with WiFi, AC in peaceful Chilmark
Luxury Home in Exclusive Aquinnah
5 bedrooms, iron/ironing board, travel crib, WiFi

Luxury Home in Exclusive Aquinnah

10.0 out of 10, Exceptional, (12)
"Great house and the host did a great job in answering all of our questions and being available when we needed them."
Luxury Home in Exclusive Aquinnah
Magical House in the Trees with Water View - Secluded Area
Pool

Magical House in the Trees with Water View - Secluded Area

10.0 out of 10, Exceptional, (76)
"Lisa’s home truly is unique. Located in a very beautiful part of the island. It’s far from the ferry (and the crowds :)) so it would be best to stay here if you have a car on island. Ubering could be difficult and expensive. The privacy and fenced in back yard are unbeatable. Comfortable beds, well equipped kitchen, close to gay head and lobsterville beaches. We had such an amazing stay!!"
Magical House in the Trees with Water View - Secluded Area
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.
Airey Two Bedroom Menemsha cottage
Exterior

Airey Two Bedroom Menemsha cottage

10.0 out of 10, Exceptional, (4)
"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!"
Airey Two Bedroom Menemsha cottage
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!!
Peaceful Chilmark Farmhouse by Menemsha Beach
Snorkeling

Peaceful Chilmark Farmhouse by Menemsha Beach

3.0 star property
Peaceful Chilmark Farmhouse by Menemsha Beach
Fully Appointed Water View House Ten Minutes Walk from Beach
4 bedrooms, iron/ironing board, WiFi, bed sheets

Fully Appointed Water View House Ten Minutes Walk from Beach

10.0 out of 10, Exceptional, (8)
"Loved the house and location. Host was very helpful. Hope to be back!"
Fully Appointed Water View House Ten Minutes Walk from Beach
Private Hillside Home with Open Property and a Fully Equipped Kitchen
Outdoor dining

Private Hillside Home with Open Property and a Fully Equipped Kitchen

9.6 out of 10, Exceptional, (8)
"The house was great"
Private Hillside Home with Open Property and a Fully Equipped Kitchen
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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Beautiful view of the beach with palm trees

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