Search Deals onCuttyhunk Vacation Packages
Cuttyhunk Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Vineyard Harbor Motel - Private Beach
Price was $1,340, price is now $1,031 per person
$1,031
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Vineyard Haven (MVY)
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 in our reviews. Popular attractions Oak Bluffs Harbor and Inkwell Beach are located nearby.
Loved this place .. staff was amazing !
Reviewed on Jul 16, 2026

The Attleboro House
Price was $1,322, price is now $1,261 per person
$1,261
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Vineyard Haven (MVY)
Stay at this hotel in Oak Bluffs. Enjoy free WiFi, housekeeping, and air conditioning. Popular attractions Oak Bluffs Harbor and Oak Bluffs Town Beach are located nearby.
The property sits where all the action is. The room is very clean however the bed mattress gave us severe back problems. The mattress needs to be change because we were stuck in the middle like a taco. The host flipped it but the mattresses needed to be replaced. The property is straight to the point with needing somewhere to sleep and bathe and the host was lovely but to save my back maybe not.
Reviewed on Jul 16, 2026

The Franklin Hotel Martha's Vineyard
Save 100% on your flight
Price was $2,151, price is now $1,621 per person
$1,621
per person
Sep 27 - Oct 3
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located nearby.
clean, updated nice decore in the room and common areas. Free Parking and a good location 10 minutes from town all were very positive.
the down side : NO Staff! no one to check you in or out, no one to help with anything or make any recommendations. fully self service made it feel very low end unfortunately
Reviewed on Jul 1, 2026

The Richard, The Edgartown Collection
Price was $2,444, price is now $1,956 per person
$1,956
per person
Sep 27 - Oct 3
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Oak Bluffs Harbor are located nearby.

The Island Inn on Martha's Vineyard
Price was $1,802, price is now $1,446 per person
$1,446
per person
Sep 27 - Oct 3
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Vineyard Haven (MVY)
Book a stay at this golf resort in Oak Bluffs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located nearby.
We stayed in the townhouse. Plenty of room, 2bd and 2bths. Living with fireplace, deck and kitchen. Love the modern country decor. High ceilings with large wood beams. Would definitely stay again!
Reviewed on Jul 1, 2026

Morgan Hotel
Price was $1,820, price is now $1,482 per person
$1,482
per person
Sep 27 - Oct 3
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Vineyard Haven (MVY)
Stay at this hotel in Oak Bluffs. Enjoy free WiFi, concierge services, and cable TV channels. Popular attractions Oak Bluffs Town Beach and Inkwell Beach are located nearby.
The location is fantastic. Sure the rooms are small in size but it's a historic building and they make up for it in charm and comfort. The bed is so incredibly comfortable. Alicia was at the front desk and assisted with our check in. She was friendly, engaging and helpful in showing us all the great features of the hotel and offered suggestions for things to enjoy around town. I will definitely be staying here again.
Reviewed on Jul 13, 2026

Harbor View Hotel
Save 100% on your flight
Price was $3,463, price is now $2,947 per person
$2,947
per person
Sep 27 - Oct 3
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Oak Bluffs Harbor are located nearby.
Wonderful property and a great location. All of the staff were tremendous.
Reviewed on Jul 14, 2026

Faraway Martha's Vineyard
Price was $2,559, price is now $2,196 per person
$2,196
per person
Sep 27 - Oct 3
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Oak Bluffs Harbor are located nearby.
Cuttyhunk Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Cuttyhunk Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Aug 19 - Thu, Aug 20
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$268 Roundtrip, found 5 days ago
$268
Roundtrip
found 5 days ago

Sat, Aug 22 - Wed, Aug 26
LGA
LaGuardia
MVY
Martha's Vineyard
$273 Roundtrip, found 2 days ago
$273
Roundtrip
found 2 days ago

Sun, Aug 16 - Thu, Aug 27
BOS
Logan Intl.
MVY
Martha's Vineyard
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago

Sat, Jul 18 - Tue, Jul 21
IAH
George Bush Intercontinental
MVY
Martha's Vineyard
$546 Roundtrip, found 3 days ago
$546
Roundtrip
found 3 days ago
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