Skip to content
Sign up
Log in
Vacation rentals in Aquinnah

Vacation rentals in Aquinnah

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Aquinnah

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Beautiful Guest House in Chilmark
    SUPERHOSTEntire guesthouse · 2 guests · 1 bed · 1 bath
    Beautiful Guest House in Chilmark

    This newly renovated guest house is located in a quiet and very private setting in Chilmark. The guest house is located above the garage adjacent to the main house with a private entrance. It has a queen size bed with two oversized chairs. There is a full bathroom in addition to a private outdoor shower. A small kitchen features butcher block countertops, a stainless steel sink, refrigerator and electric stove. Central air conditioning + heat make it the perfect getaway for all seasons.

    What guests are saying:

    “This guesthouse is one of the most beautiful places we've ever stayed, inside and out. Stephanie is an artist and has created a harmonious and serene nest for visitors. The nearby Middle Road is an unusually beautiful drive, and the nearby Lucy Vincent and Gay Head beaches are spectacular. Stephanie is a lovely and gracious and generous host. We talked with her twice and feel honored to have met her. My one concern before we came was that the guesthouse might seem too close to the main house, so that we'd feel like we were in her space too much, but that turned out not to be true at all. The guesthouse has lots of windows on three sides, but none facing the main house and its gardens. We kept all the windows open and loved the garden views and the breezes coming through, and felt totally private. If you're looking for a centrally located place from which to explore the whole island, any Chilmark AirBnB isn't for you. If you're looking to do lots of cooking, you'd probably find this kitchen a bit minimalist -- it's great for making breakfast and coffee, but has no oven or microwave and a relatively small assortment of implements. But if you're looking for quiet, comfort, and beauty, I highly recommend this guesthouse.”

  • Charming Cottage on Great Pond
    Entire house · 6 guests · 5 beds · 1 bath
    Charming Cottage on Great Pond

    This quaint and rustic cottage is located on six untouched acres on Edgartown Great Pond. This rental comes with a private boat landing on the property. The pond is just 5 min walk from the cottage with 3 kayaks available for your use. Kayak across the pond to a pristine private part of the South shore beach. Or the public South beach access is just 1.5 miles drive, walk or bike-ride away. Historic downtown Edgartown is 3 miles away. You drive through a small scenic farm and conservation property on the way in to the cottage. Bike paths line the main road to the beach and into town. The location is quiet and secluded. Enjoy your own private boat landing on beautiful Edgartown Great Pond with sitting area just a short stroll from the cottage. 3 Kayaks are available for your use on Edgartown Great Pond, comes with the cottage rental at no extra charge. Very private location, just a mile and a half from famous South Beach. Only 3 miles to quaint historic downtown Edgartown. I will meet you when you arrive, give you a tour of the property and pond landing, I am happy to orient you to the area. Other then that you have complete privacy. I am just a phone call away if you need anything. The rustic cottage heralds back to 1930, originally a duck hunting cabin. The neighborhood has become a private upscale enclave, surrounded by conservation land and a small farm. Access to Edgartown Great Pond is just steps away from the cottage. The pond is great for kayaking and swimming. You can kayak across the pond to a gorgeous and pristine private beach. I recommend bringing a car. Also renting bikes is fun because the public beach is a close bike ride away and quaint historic Edgartown is only 3 miles from the house. The area is very flat and wide bike paths line the road to beach and town. There is a bus that picks up and drops off about 3/4 of a mile away. The bus can take you to town (or the beach, which is so close anyway). In Edgartown the bus system can take you all over the island.

    What guests are saying:

    “This place is so so cool. The location is perfect. You drive through a farm to get here and it’s completely private and awesome. The outdoor sitting area with fire pit is great and it’s only a short walk to the private lake. On top of this, you are literally a 5 minute drive to South Beach and a 10 minute drive to the nightlife of Edgartown. The space is decorated amazingly. Such a cool and unique style. There are more amenities than we thought! So this was a great thing. The listing led us to believe we would need our own sheets and towels and soap but Cleo had it perfectly stocked and it was awesome!”

  • Vineyard Retreat
    Entire house · 8 guests · 5 beds · 2.5 baths
    Vineyard Retreat

    This is a 3 bedroom "upside-down" house one mile from Vineyard Haven, close to town but with a country feel. The house is unique for its great room where a group can enjoy the large open kitchen, living and dining space.

    What guests are saying:

    “Nice location on dead end street. Huge windows that look out on the woods - and a huge flock of turkeys! Clean, well stocked for anything. Close enough to Vineyard Haven for all our needs, and easy drive to any town or hike. Perfect for our winter holiday gathering.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Aquinnah vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Aquinnah

Tranquil green studio with private beach access
SUPERHOSTEntire guest suite
Tranquil green studio with private beach access
Price:$373 CAD/night
The Artist’s studio near Long Point Beach
SUPERHOSTEntire guesthouse
The Artist’s studio near Long Point Beach
Price:$305 CAD/night
Garden getaway near town
SUPERHOSTEntire guest suite
Garden getaway near town
Price:$324 CAD/night
Katama Retreat! 3BR/2BA Sleeps 6, Air Conditioned!
SUPERHOSTEntire house
Katama Retreat! 3BR/2BA Sleeps 6, Air Conditioned!
Price:$500 CAD/night
Cottage near South Beach on Martha’s Vineyard.
SUPERHOSTEntire house
Cottage near South Beach on Martha’s Vineyard.
Price:$400 CAD/night
Perfect Quick Getaway - Two Bdrm Private Suite
SUPERHOSTPrivate room
Perfect Quick Getaway - Two Bdrm Private Suite
Price:$166 CAD/night
Water View "Tower" Room on Martha's Vineyard
SUPERHOSTPrivate room
Water View "Tower" Room on Martha's Vineyard
Price:$238 CAD/night
Cozy In Vineyard Haven
SUPERHOSTPrivate room
Cozy In Vineyard Haven
Price:$217 CAD/night
Mayflower Haven
SUPERHOSTEntire apartment
Mayflower Haven
Price:$342 CAD/night
Martha's Vineyard Oceanview Retreat
SUPERHOSTEntire house
Martha's Vineyard Oceanview Retreat
Price:$1,205 CAD/night
Not Your Great Aunt's Island Cottage
SUPERHOSTEntire cottage
Not Your Great Aunt's Island Cottage
Price:$848 CAD/night
One Bedroom Cottage in Vineyard Haven
Entire cottage
One Bedroom Cottage in Vineyard Haven
Price:$176 CAD/night
Show all