51 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Cabins
Condos
Cottages
Estates
Homes
Apartments
Barns
Boats
Bungalows
Castles
Chalets
Farmhouses
Hotels
Lodges
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

51 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Gay Head - Aquinnah Vacation Rentals with parking included(51)

51 Results
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(7)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(7)
$286 - $500
per night
3 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
3 - 7 night min stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night min stay
(6)
$2,000 - $5,500
per night
3 - 4 night min stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night min stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • Sleeps 9
7 night min stay
(4)
$429 - $571
per night
2 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night min stay
(4)
$2,000 - $3,500
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 7 night min stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(6)
$1,400
per week
7 night min stay
  • 1 BR,
  • Sleeps 2
7 night min stay
1 Review
$3,100 - $4,100
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 - 14 night min stay
(7)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
  • 4 BR,
  • 1 BA,
  • Sleeps 9
7 night min stay
(14)
$257 - $321
per night
1 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
1 - 7 night min stay
(3)
  • 5 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(3)
$1,800
per week
2 - 7 night min stay
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(3)
$2,800 - $4,500
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(3)
  • 4 BR,
  • 3 BA,
  • Sleeps 9
7 night min stay
$185 - $200
per night
2 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night min stay
(3)
$400
per night
3 night min stay
  • 1 BR,
  • 1 HF BA,
  • Sleeps 5
3 night min stay
$600 - $800
per night
3 night min stay
  • 5 BR,
  • 6 BA,
  • Sleeps 14
3 night min stay
2 Reviews
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 20
7 night min stay
$7,000 - $8,500
per week
7 night min stay
  • 5 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
 View map Map
Advertisement
 

Recent Gay Head - Aquinnah Reviews

Gorgeous panoramic views of two ponds

5 of 5
High on a hall and overlooking a sweeping landscape , this sun-filled home is a great place to relax and unwind. Golden pine floors, walls, ceilings, and cabinets give a beach-y, woodsy feeling. We felt immersed in nature whether we stayed home sinking into the sofas and watched the changing weather patterns and light out the floor to ceiling room wide windows, or ventured out to Philbin, the private (for Aquinnah residents only beach) to which this house gives access. Quality appliances and amenities made our stay this ultra-relaxing and easy. Really appreciated being on the quiet, less hectic end of the island. Coming back again!
  • Submitted: Apr 23, 2015
  • Stayed: Jun 2014

Breathtakingly beautiful views, amazing house

5 of 5
I didn't think the house and views could exceed the gorgeous pictures posted, but they do! First time to Martha's Vineyard, myself, my 2 sons and their girlfriends (from NY, NJ and MA) were looking for a beautiful place to spend our Thanksgiving holiday (including cooking the Turkey dinner). Our family experienced a loss recently, so we wanted a very special place to gather for this holiday. We wanted a place overlooking the ocean with that wind-swept, alone-with-nature, no neighbors feel, and it is exactly that, and more. The house is wonderful, period. The kitchen is fabulous and very well equipped, the bedrooms great, the living areas fantastic and the deck wonderful (even in the cold!). Long walks on the amazing beaches, long conversations on the couches overlooking the ocean - no matter what the weather this house is amazing. Sunsets to endlessly photograph. We feel so snuggled in when it's storming, with dramatic seascapes from every window - and when it's sunny it's equally amazing. Completely exceeds the rather high expectations I had. My son, not given to effusive compliments, said 'Mom, I'll remember this week forever'. So will I. The owner, Adam, is great. Responsive, and interested in us having a wonderful time - he called after we got here to make sure we knew how to get to the more out-of-the-way, breathtaking beach walks. His family has furnished this home wonderfully in an interesting, eclectic way, which increases the experience - no hotel furniture-type house - it really does elevate enjoyment of our vacation. He responds immediately to any emails or requests and really cares about not only Martha's Vineyard, the area and the house, but that his renters enjoy it as much as his family does. I feel very, very fortunate to have stumbled onto this complete gem, and will rent again from Adam in the future. FYI: The WiFi Internet works great (I own an Internet business and can't be disconnected, even on vacation), our cellphones, AT&T and Verizon, work fine enough. There is one -only one- neighbor pretty close, but you can't see the neighboring house from 90% of windows
  • Submitted: Dec 9, 2014
  • Stayed: Nov 2014

Peaceful Quiet and Relaxing

4 of 5
Very comfortable home that is true to the photos and description. Up island is the place to be to avoid any kind of crowd. Period. We made use of the available Philbin Beach pass. I highly recommend acquiring the car pass. Fantastic beach. No crowds any day we were there. Menemsha is a 10 minute bike ride and a quick hop on the bike ferry, our favorite lunch/dinner spot. Comfy beds, a well stocked kitchen, plenty of outdoor space including the huge roof deck and a great main floor for gathering provided the perfect setting for our group. Dana was a pleasure to deal with and responded to questions re: our rental before and during our stay in a friendly and concerned manner. So glad we visited!
  • Submitted: Nov 9, 2014
  • Stayed: Aug 2014