Cuttyhunk Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Cuttyhunk Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Franklin Hotel Martha's Vineyard
$1,976
per person
Oct 4 - Oct 10
found 1 hour ago
Roundtrip flight included
Raleigh (RDU) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Inkwell Beach and Edgartown Public Library are located nearby.
Great place to stay. Very nice and private room. We stayed in room 19 and it had a private patio with a kitchenette in our room. Place was easy to find and had plenty of parking. Would recommend again
Reviewed on Aug 25, 2026
Faraway Martha's Vineyard
$2,270
per person
Oct 4 - Oct 10
found 1 hour ago
Roundtrip flight included
Raleigh (RDU) to Vineyard Haven (MVY)
Book a stay at this business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂
Reviewed on Aug 20, 2026
Harbor View Hotel
$2,628
per person
Oct 4 - Oct 10
found 1 hour ago
Roundtrip flight included
Raleigh (RDU) to Vineyard Haven (MVY)
Book a stay at this luxury hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Edgartown Lighthouse are located nearby.
The Coco, The Edgartown Collection
$2,545
per person
Oct 4 - Oct 10
found 1 hour ago
Roundtrip flight included
Raleigh (RDU) to Vineyard Haven (MVY)
Stay at this inn in Edgartown. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
The Sydney, The Edgartown Collection
$2,249
per person
Oct 4 - Oct 10
found 1 hour ago
Roundtrip flight included
Raleigh (RDU) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
The Richard, The Edgartown Collection
$2,099
per person
Oct 4 - Oct 10
found 1 hour ago
Roundtrip flight included
Raleigh (RDU) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
Great location
Reviewed on Aug 24, 2026
Top Hotel Deals
New Bedford Harbor Hotel
222 Union St New Bedford MA
Stay at this hotel in New Bedford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Vineyard Harbor Motel - Private Beach
60 Beach Road Vineyard Haven MA
Book a stay at this beach motel in Vineyard Haven. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms ...
AutoCamp Cape Cod
836 Palmer Avenue Falmouth MA
Stay at this holiday park in Falmouth. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular ...
Seaport Resort & Marina
110 Middle St Fairhaven MA
Book a stay at this business-friendly hotel in Fairhaven. Enjoy free parking, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the ...
Inn on the Square
40 North Main Street Falmouth MA
Stay at this hotel in Falmouth. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
ShoreWay Acres Inn & Cape Cod Lodging
59 Shore Street Falmouth MA
Stay at this hotel in Falmouth. Enjoy free parking, an outdoor pool, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Woods ...
Whaler Inn and Suites
500 Hathaway Rd New Bedford MA
Stay at this hotel in New Bedford. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Wonder Bowl and New Bedford Museum of Glass ...
Falmouth Tides
267 Clinton Ave Falmouth MA
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our ...
Mansion House Inn And Spa
9 Main Street Vineyard Haven MA
Book a stay at this spa hotel in Vineyard Haven. Enjoy a full-service spa, a rooftop terrace, and a free ferry terminal shuttle. Our guests praise the helpful ...
Best Western Dartmouth-New Bedford
737 State Road North Dartmouth MA
Book a stay at this business-friendly hotel in Dartmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Baymont by Wyndham North Dartmouth / Fall River
171 Faunce Corner Mall Rd North Dartmouth MA
Book a stay at this business-friendly hotel in Dartmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Mariner's Point Resort
425 Grand Avenue Falmouth MA
Book a stay at this beach hotel in Falmouth. Enjoy free parking, an outdoor pool, and WiFi (surcharge). Popular attractions Woods Hole Ferry Terminal and Old ...
Harbor Landing Resort
15 Beach St Vineyard Haven MA
Stay at this hotel in Vineyard Haven. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Inkwell Beach and Woods Hole Ferry Terminal ...
Hampton Inn by Hilton New Bedford/Fairhaven
1 Hampton Way Fairhaven MA
Stay at this hotel in Fairhaven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Fairfield Inn & Suites by Marriott New Bedford
185 Macarthur Drive New Bedford MA
Book a stay at this business-friendly hotel in New Bedford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Aug 30 - Wed, Sep 2
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$467
Roundtrip
found 10 hours ago
Sun, Aug 30 - Wed, Sep 2
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$467
Roundtrip
found 10 hours ago
Sun, Aug 30 - Wed, Sep 2
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$502
Roundtrip
found 10 hours ago
Sun, Aug 30 - Wed, Sep 2
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$526
Roundtrip
found 10 hours ago
Best points of interest in Gosnold
- Woods Hole Ferry Terminal Vacations
- New Bedford Seastreak Ferry Terminal Vacations
- Second Beach Vacations
- Woods Hole Oceanographic Institution Vacations
- Martha's Vineyard Museum Vacations
- Katama Beach Vacations
- Surf Drive Beach Vacations
- Horseneck State Beach Vacations
- Main Street Vacations
- Shining Sea Bikeway Vacations
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