Calendar View
  • Dates
    Any
  • Occupancy
    Any
    - +
    - +
    - +
  • Rooms
    Any
  • Price Range
    Any
  • Amenities
    Any
  • List
  • Map
  • Calendar

Aquinnah Vacation Rentals

1 - 41 of 41 rentals
  PrevNext  
Sun 26 Mar Mon 27 Mar Tue 28 Mar Wed 29 Mar Thu 30 Mar Fri 31 Mar Sat 1 Apr Sun 2 Apr Mon 3 Apr Tue 4 Apr Wed 5 Apr Thu 6 Apr Fri 7 Apr Sat 8 Apr Sun 9 Apr Mon 10 Apr Tue 11 Apr
The Looks Pond Garden House - West Tisbury, MA Vacation Rental
- - - - - - - - - - - - - - - - -
The Happy Place  - Vineyard Haven, MA Vacation Rental

The Happy Place

Vineyard Haven, MA
4 Bed 1.5 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Seventh Heaven  - Vineyard Haven, MA Vacation Rental

Seventh Heaven

Vineyard Haven, MA
4 Bed 2 Bath Sleeps 9
- - - - - - 195 195 195 195 195 195 245 245 195 195 195
Casita del Amor "Love Cottage" - Edgartown, MA Vacation Rental
125 - - - - - - - - - - - - - - - -
Oak Villa - Edgartown, MA Vacation Rental

Oak Villa

Edgartown, MA
6 Bed 3.5 Bath Sleeps 13
- - - - - - - - - - - - - - - - -
Bright Grove - Oak Bluffs, MA Vacation Rental

Bright Grove

Oak Bluffs, MA
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Cape on Forest  - Oak Bluffs, MA Vacation Rental

Cape on Forest

Oak Bluffs, MA
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Lantern Lane - Vineyard Haven, MA Vacation Rental

Lantern Lane

Vineyard Haven, MA
4 Bed 2.5 Bath Sleeps 11
195 195 195 195 195 245 245 195 195 195 195 195 245 245 195 195 195
Nature's Pocket  - Vineyard Haven, MA Vacation Rental

Nature's Pocket

Vineyard Haven, MA
3 Bed 3 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
The CAVU Mansion on Bellevue  - Tisbury, MA Vacation Rental
- - - - - - 195 190 190 190 190 190 245 245 195 195 195
Pine Street Haven - Edgartown, MA Vacation Rental

Pine Street Haven

Edgartown, MA
4 Bed 3 Bath Sleeps 8
145 150 150 150 145 - - - - 195 220 220 280 280 235 235 235
The Wayland Victorian - Oak Bluffs, MA Vacation Rental

The Wayland Victorian

Oak Bluffs, MA
5 Bed 2 Bath Sleeps 12
- - - - - - - - - - - - - - - - -
Island Sanctuary - Oak Bluffs, MA Vacation Rental

Island Sanctuary

Oak Bluffs, MA
3 Bed 1.5 Bath Sleeps 7
- - - - - - - - - - - - - - - - -
The Blue Cape - Edgartown, MA Vacation Rental

The Blue Cape

Edgartown, MA
3 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Oak View Cottage  - Oak Bluffs, MA Vacation Rental

Oak View Cottage

Oak Bluffs, MA
3 Bed 2.5 Bath Sleeps 6
- - - - - - 750 750 750 750 750 750 750 750 750 750 750
The Vacation House - Vineyard Haven, MA Vacation Rental

The Vacation House

Vineyard Haven, MA
2 Bed 1 Bath Sleeps 6
120 120 120 120 115 - - 115 120 120 120 120 155 155 125 125 120
The Samoset  - Oak Bluffs, MA Vacation Rental

The Samoset

Oak Bluffs, MA
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Colonial Blue on Whalers Walk - Edgartown, MA Vacation Rental
- - - - - - - - - - - - - - - - -
Serenity  - Oak Bluffs, MA Vacation Rental

Serenity

Oak Bluffs, MA
2 Bed 1.5 Bath Sleeps 4
130 - - - - - - - - - - - - - - - -
Islander's Retreat  - Vineyard Haven, MA Vacation Rental

Islander's Retreat

Vineyard Haven, MA
3 Bed 3.5 Bath Sleeps 9
- 295 295 295 295 330 330 295 295 295 295 295 330 330 295 295 295
Briar Patch - Edgartown, MA Vacation Rental

Briar Patch

Edgartown, MA
3 Bed 2 Bath Sleeps 7
- - - - - - - - - - - - - - - - -
The Walker House  - Oak Bluffs, MA Vacation Rental

The Walker House

Oak Bluffs, MA
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Casa de Reyna - Edgartown, MA Vacation Rental

Casa de Reyna

Edgartown, MA
5 Bed 3.5 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Sunset Meadows - Oak Bluffs, MA Vacation Rental

Sunset Meadows

Oak Bluffs, MA
2 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Stewart Manor - Oak Bluffs, MA Vacation Rental

Stewart Manor

Oak Bluffs, MA
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
The  Eliot Noyes - Chilmark, MA Vacation Rental

The Eliot Noyes

Chilmark, MA
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
The Bird's Nest  - Chilmark, MA Vacation Rental

The Bird's Nest

Chilmark, MA
2 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Martha's Nest - Edgartown, MA Vacation Rental

Martha's Nest

Edgartown, MA
3 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Island Romance  - Chilmark, MA Vacation Rental

Island Romance

Chilmark, MA
4 Bed 1.5 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Sweet Island Child - Chilmark, MA Vacation Rental

Sweet Island Child

Chilmark, MA
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Off the Radar on Hidden Village Road - West Tisbury, MA Vacation Rental
- - - - - - - - - - - - - - - - -
Tranquility on Great Plains - West Tisbury, MA Vacation Rental
- - - - - - - - - - - - - - - - -
Historic Whaling Captain's Home - Falmouth, MA Vacation Rental
165 165 165 165 165 220 220 175 175 175 175 175 255 255 185 195 195
Beauty and the Beach on Chapoquoit Island  - Falmouth, MA Vacation Rental
- - - - - - - 195 195 195 195 195 285 - - - -
The Green Monstah! - Falmouth, MA Vacation Rental

The Green Monstah!

Falmouth, MA
4 Bed 1.5 Bath Sleeps 12
180 180 180 180 180 230 230 160 160 160 160 160 215 215 170 170 170
"Old Silver" - Falmouth, MA Vacation Rental

"Old Silver"

Falmouth, MA
2 Bed 1 Bath Sleeps 4
150 150 150 150 150 195 195 130 130 130 130 130 175 175 140 140 140
Captain's Cottage - Falmouth, MA Vacation Rental

Captain's Cottage

Falmouth, MA
1 Bed 1 Bath Sleeps 5
115 115 115 115 115 150 150 125 125 125 125 125 160 160 130 130 130
Historic Whaling Captain's Home & Cottage - Falmouth, MA Vacation Rental
240 255 255 255 255 340 340 270 270 270 270 270 375 375 285 295 295
Mill View: La Maison de l'Artiste - Falmouth, MA Vacation Rental
150 150 150 150 150 195 195 140 140 140 140 140 185 185 150 150 150
A Slice of Heaven in Falmouth - Falmouth, MA Vacation Rental
- - - - - - - - - - - - - - - - -
Stunning Coastal Retreat - Falmouth, MA Vacation Rental

Stunning Coastal Retreat

Falmouth, MA
5 Bed 2.5 Bath Sleeps 12
140 145 145 145 145 195 195 150 150 150 150 145 - - - - -

About Aquinnah

The center of Wampanoag culture, Aquinnah, Massachusetts, offers gorgeous red clay cliffs, beautiful beaches, and historic structures galore. A stay at one of our Aquinnah vacation rentals allows you to see for yourself why this is one of the hidden gems on lovely Martha's Vineyard!

The History of Aquinnah 

The Wampanoag tribe has lived in this community for hundreds of years and they still make up much of the populace. English settlers arrived in 1669 and turned the town into a whaling center of note. Today, Aquinnah is known for its lovely streets and laid-back vibe. Come to tour the historic district and stay for a jaunt to the Aquinnah Cliffs and Moshup Beach! Our Aquinnah lodging choices include a variety of homes at which you'll be able to see the sights or enjoy a relaxing respite.

Things to do in Aquinnah

This small town in the southwest coast of Martha's Vineyard boasts plentiful places to take in nature, as well as history. The Gay Head-Aquinnah Historic District is on the National Register of Historic Places. You'll find 23 notable buildings, from a 19th-century schoolhouse to a minister's parsonage home to a small outhouse on Baptist church land! Spend an afternoon visiting the two monuments that commemorate the town's involvement in the First World War and you'll be sure to please any history buff in your party. 

Unfortunately, the Gay Head Lighthouse had to be moved in recent years due to beach erosion. Never fear, you can still visit this historic brick and sandstone structure originally built in 1799 to help whalers return home! It's just a mere 120 feet from its original location. 

You've heard of the white cliffs of Dover, but here you can admire the red cliffs of Aquinnah! ?Considered a national landmark, these well-preserved red clay cliffs beckon everyone who arrives on the Vineyard. You can admire them up close at Moshup Beach, one of the town's only public beaches, or at the overlook atop the attraction. Much of the Aquinnah Cliffs are off limits as it's protected native land and please note that touching the clay or taking a souvenir is forbidden.

Day Trips from Aquinnah

Aquinnah is close to major roadways, making a day trip around the Vineyard a veritable breeze! Bustling West Tisbury features a 60-acre arboretum. Vineyard Haven includes the Long Point Wildlife Refuge as well as lovely public beaches. Hikers and birdwatchers love Edgartown for its two nature preserves. Feel like a kid again at the nation's oldest carousel in Oaks Bluff. Chilmark boasts three preserves that will make any nature lover happy. 

History and beauty go hand in hand in Aquinnah, Massachusetts, and you'll find both at one of our Aquinnah vacation rentals! 

Photo credit: InAweofGod'sCreation via flickr

  • Searching ...
  • 41 of 41
No results in this area. Move map or change filters for more rentals.
  • More Map
  • Less Map
Search Here