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Upfront pricingWe are not like the others - we include taxes and fees
Our top choices for Chappaquiddick Island vacation rentals
1. The Club at New Seabury
The Club at New SeaburyNew Seabury
9.0 out of 10, Wonderful, (372 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
Kathleen
$147 nightly
The price is $169
Nov 22 - Nov 23
Total with taxes and fees
2. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.Tisbury
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
Adrienne W.
3. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean ViewOak Bluffs
9.4 out of 10, Exceptional, (99 reviews)
"Memorial Day weekend on the Vineyard was perfect."
Cassandra
$412 nightly
The price is $472
Nov 9 - Nov 10
Total with taxes and fees
4. Vineyard Luxury "Yurt"
Vineyard Luxury "Yurt"Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"The yurt was clean and nice and served all of our needs."
David C.
$416 nightly
The price is $476
Nov 9 - Nov 10
Total with taxes and fees
5. Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s VineyardOak Bluffs
$224 nightly
The price is $256
Nov 10 - Nov 11
Total with taxes and fees
6. Walk to Beach & Lighthouse: Oak Bluffs Studio!
Walk to Beach & Lighthouse: Oak Bluffs Studio!Oak Bluffs
7.6 out of 10, Good, (14 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
Donna R.
$334 nightly
The price is $382
Nov 15 - Nov 16
Total with taxes and fees
7. Oak Bluffs 4BR • 5 Min Drive to Downtown
Oak Bluffs 4BR • 5 Min Drive to DowntownOak Bluffs
10.0 out of 10, Exceptional, (1 review)
"This place was just what we needed! Would definitely stay again. Cozy and feels very homey! Thanks!"
Chris S.
$601 nightly
The price is $688
Nov 20 - Nov 21
Total with taxes and fees
8. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!Seconsett Island
10.0 out of 10, Exceptional, (45 reviews)
"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."
Michele M.
$372 nightly
The price is $425
Nov 9 - Nov 10
Total with taxes and fees
9. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!Oak Bluffs
7.0 out of 10, Good, (12 reviews)
"Loved this spot. Perfect central island location. Fantastic owner with an incredible response time. Would recommend this property to all5 stars"
Eli R.
$535 nightly
The price is $612
Nov 9 - Nov 10
Total with taxes and fees
10. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.Oak Bluffs
9.4 out of 10, Exceptional, (98 reviews)
"Great location. Clear instructions"
Sherise M.
$412 nightly
The price is $472
Nov 9 - Nov 10
Total with taxes and fees
11. Charming studio in tranquil Falmouth with AC
Charming studio in tranquil Falmouth with ACFalmouth
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and comfy place, a short drive to Falmouth center! Communication was very easy and check-in simple."
Harry H.
$196 nightly
The price is $224
Nov 9 - Nov 10
Total with taxes and fees
12. New 4 BR house near center and beaches with bikes
New 4 BR house near center and beaches with bikesKatama
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful home in a beautiful neighborhood. Loved our stay!"
Susan M.
$1,450 nightly
The price is $1,620
Nov 15 - Nov 16
Total with taxes and fees
13. Coastal chic meets French Provençal in this newly renovated oceanfront home.
Coastal chic meets French Provençal in this newly renovated oceanfront home.East Falmouth
10.0 out of 10, Exceptional, (101 reviews)
"Great views, beautiful setting . Scott was so attentive and easy to work with. We had a great time!"
Ben L.
$821 nightly
The price is $940
Nov 19 - Nov 20
Total with taxes and fees
14. Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shopsFalmouth
10.0 out of 10, Exceptional, (19 reviews)
"Jessica was absolutely amazing and so was the house! We stayed here for our family vacation and it was perfect. 5 stars all around!"
Kelsey B.
$699 nightly
The price is $800
Dec 1 - Dec 2
Total with taxes and fees
15. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Located Steps Away To Main Street And .7 Miles From Surf Drive BeachFalmouth
10.0 out of 10, Exceptional, (227 reviews)
"Great location "
Stephanie B.
$445 nightly
The price is $509
Nov 9 - Nov 10
Total with taxes and fees
16. Nantucket - on the outskirts of the city
Nantucket - on the outskirts of the cityWest of Town
9.6 out of 10, Exceptional, (101 reviews)
"Such a great experience! Loved the property"
Alex B.
$587 nightly
The price is $656
Nov 9 - Nov 10
Total with taxes and fees
17. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
< 1 Mi to Beaches: Home w/ Deck in Oak BluffsOak Bluffs
7.4 out of 10, Good, (3 reviews)
"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...
Kate K.
$777 nightly
The price is $889
Nov 9 - Nov 10
Total with taxes and fees
18. The Seashell Cove - Martha's Vineyard
The Seashell Cove - Martha's VineyardKatama
9.8 out of 10, Exceptional, (31 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
Eric C.
$971 nightly
The price is $1,085
Nov 9 - Nov 10
Total with taxes and fees
19. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&EnjoySandwich
10.0 out of 10, Exceptional, (6 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
Sean H.
$322 nightly
The price is $369
Nov 9 - Nov 10
Total with taxes and fees
20. West Falmouth Family Retreat Near Chapoquoit Beach
West Falmouth Family Retreat Near Chapoquoit BeachFalmouth
$896 nightly
The price is $1,026
Nov 9 - Nov 10
Total with taxes and fees
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.
Find vacation rentals that suit your style
Apartments
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Top Chappaquiddick Island Hotel Reviews
The Coonamessett
The CoonamessettFalmouth
10/10 Excellent
Gorgeous property right out of the gate from the area where you enter and check-in merging with the space to sit by the fireplace then the beautiful, rustic tavern and stunning event space in addition to the lovely, updated and spacious room just yards away for our overnight stay! Very friendly and kind staff as well!
Could not be more impressed and pleased with our stay. Perfect balance of rustic, old Cape Cod charm and modern amenities. Superb!
Holly
