Cuttyhunk Vacation Rentals
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Vacation Rentals in Cuttyhunk
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
West Tisbury MA
A stay at this vacation home places you in the heart of Vineyard Haven, a 1-minute drive from Long Point Wildlife Refuge and 6 minutes from Martha's Vineyard Preservation Trust Historic Buildings.
Falmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole
Falmouth MA
A stay at this vacation home places you in the heart of Falmouth, within a 15-minute walk of Spohr Gardens and Cape Cod Beaches.
Walk to beach, Huge deck off spacious new kitchen, roof-deck, king master
Middletown RI
When you stay at this vacation home in Middletown, you'll be by the sea, within a 10-minute drive of Newport Mansions and Thames Street.
Stones Throw Waterfront
Dartmouth MA
$574 nightly
The price is $641 total per night
$641 total
Dec 11 - Dec 12
Total with taxes and fees
When you stay at this vacation home in Dartmouth, you'll be within a 10-minute drive of Buttonwood Park Zoo and Rotch Jones-Duff House and Garden Museum.
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs MA
$1,085 nightly
The price is $1,212 total per night
$1,212 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
A stay at this vacation home places you in the heart of Oak Bluffs, within a 5-minute drive of Manuel F Correlus State Forest and Martha's Vineyard Chamber of Commerce.
Middletown Bungalow - RIBryan Property
Middletown RI
$694 nightly
The price is $750 total per night
$750 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
When you stay at this vacation home in Middletown, you'll be by the sea, within a 10-minute drive of Thames Street and Newport Mansions.
Hot Tub
Kitchen
Cozy getaway in a central location w/ a full kitchen & furnished deck
Oak Bluffs MA
Located in Oak Bluffs, this vacation home is by the sea, within a 5-minute drive of Martha's Vineyard Chamber of Commerce and Manuel F Correlus State Forest.
Kitchen
Free WiFi
Be on the Beach! Awesome Oceanfront Living Close to Downtown Dining Amazing View
Middletown RI
With a stay at this vacation home, you'll be centrally located in Middletown, within a 5-minute drive of Thames Street and Newport Mansions.
Beach house walking distance to Second Beach
Middletown RI
$546 nightly
The price is $590 total per night
$590 total
Dec 11 - Dec 12
Total with taxes and fees
With a stay at this vacation home in Middletown (Easton's Point), you'll be within a 10-minute drive of Newport Mansions and Thames Street.
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly
Tisbury MA
A stay at this vacation home places you in the heart of Vineyard Haven, within a 5-minute walk of Vineyard Haven Terminal and Martha's Vineyard Chamber of Commerce.
Kitchen
Washer
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.
Cuttyhunk Vacation Rentals essential information
Accommodation | 557 Vacation Rentals |
|---|---|
Lowest Price | $590 |
Highest Price | $1,212 |
Popular accommodation | Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome, Falmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole, Walk to beach, Huge deck off spacious new kitchen, roof-deck, king master, Stones Throw Waterfront, MOST CHIC SPOT! Your Martha's Vineyard Getaway!, Middletown Bungalow - RIBryan Property, Cozy getaway in a central location w/ a full kitchen & furnished deck, Be on the Beach! Awesome Oceanfront Living Close to Downtown Dining Amazing View, Beach house walking distance to Second Beach, Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly, DISCOUNTS for FALL/WINTER! Ocean views, Walk to Beach, Central AC, 4 Car Parking, Surfside! Fantastic Beach House, Near Restaurants, Cliff Walk, Close to Downtown |