Vacation rentals in Cuttyhunk
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Top vacation rentals in Cuttyhunk

InnSeason Resorts Captain's Quarters

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

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Cozy getaway in a central location w/ a full kitchen & furnished deck

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Beachside Village Resort

Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach

Ground-Floor Studio w/ 2 King Beds & Kitchenette (103)

Be on the Beach! Awesome Oceanfront Living Close to Downtown Dining Amazing View

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Walk to beach! Great large outdoor patio. Still booking fall 2025!

Recent Construction, Fire Pit, Kayaks, Close to Town, and Beach. Easton’s Point.

Classic Cape Cod - Ocean Views - Steps to Falmouth Heights Beach.
The Best Way to Find your Vacation Rentals in Cuttyhunk
How cheap can a vacation rental in Cuttyhunk be?
You can find vacation rentals in Cuttyhunk for as low as $171 per night.
How do you look for the best vacation rental deals in Cuttyhunk with Travelocity?
Travelocity provides the best vacation rental deals in various locations throughout Cuttyhunk so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.
Are cancellations free on vacation rentals with Travelocity?
Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Cuttyhunk can be canceled for free when notifying the property before the cancellation deadline.
What types of vacation rentals are available in Cuttyhunk?
Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Cuttyhunk vacation apartments to get started building your trip.
What are the benefits of booking a short-term rental in Cuttyhunk?
Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Cuttyhunk vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.
Why is Travelocity the best site to find your vacation rental in Cuttyhunk?
With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Cuttyhunk vacations.
How to cancel your vacation rental with Travelocity?
To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.
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