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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Cottages in Chappaquiddick Island

Steps to the Ocean! Perfect Location!!!
Beach nearby, sun-loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (219)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Steps to the beach with an ocean view,
On the beach, sun-loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (126)
"Nice home, great views and very relaxing stay."
Steps to the beach with an ocean view,
Renovated Cottage off Main Street- Great Location
Exterior

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (158)
"The cabin was perfect. It was on more of a busy road than we anticipated, but everything else was wonderful. We enjoyed ourselves so much!!"
Renovated Cottage off Main Street- Great Location
Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.
On the beach, sun-loungers, beach towels

Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.

10.0 out of 10, Exceptional, (28)
"We had a great trip and look forward to staying there again. Location is the best part!"
The price is AU$983
includes taxes & fees
17 Sept - 18 Sept
Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Dining

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

9.6 out of 10, Exceptional, (69)
"Clean property, great location"
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Gorgeous Cottage steps from the beach
Beach nearby, sun-loungers

Gorgeous Cottage steps from the beach

8.2 out of 10, Very good, (19)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Beach nearby, sun-loungers, beach towels

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

8.8 out of 10, Excellent, (28)
"Jim is fantastic to work with."
The price is AU$609
includes taxes & fees
21 Sept - 22 Sept
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Terrace/patio

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

10.0 out of 10, Exceptional, (53)
"This home serves as a lovely base while vacationing on Martha’s Vineyard. It’s an easy walk to some great places to eat, a grocery store, boutiques, and more. Plus, it’s just down the street from the Vineyard Haven ferry terminal.The host is both incredibly proactive and responsive. Stocked with all the right stuff, immaculate, and decorated with cute coastal flair, this home makes for a super comfortable stay."
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
WATERFRONT Downtown Cottage w/ Beach
Interior

WATERFRONT Downtown Cottage w/ Beach

10.0 out of 10, Exceptional, (47)
"Super clean, great location and all the amenities a true gem right on the beach. Host was wonderful"
The price is AU$1,673
includes taxes & fees
31 Aug - 1 Sept
WATERFRONT Downtown Cottage w/ Beach
Make Lasting Memories In This Adorable Vineyard Cottage!
Exterior

Make Lasting Memories In This Adorable Vineyard Cottage!

9.8 out of 10, Exceptional, (147)
"Absolutely loved this place. Had everything we needed. Such cute decor. Perfect cute little rental in convenient location. "
The price is AU$795
includes taxes & fees
1 Sept - 2 Sept
Make Lasting Memories In This Adorable Vineyard Cottage!
Cozy family-friendly cottage on beautiful Shining Sea bike trail
Fridge, microwave, oven, stovetop

Cozy family-friendly cottage on beautiful Shining Sea bike trail

10.0 out of 10, Exceptional, (7)
"Great place, great location! Easy, 10 minute walk to downtown Falmouth. The bike path connects right to the back yard which was super convenient for me because I used it every day."
Cozy family-friendly cottage on beautiful Shining Sea bike trail
Hyannis Port Seaside Cottage for the Price of a Hotel Room !
Beach nearby, sun-loungers, beach towels

Hyannis Port Seaside Cottage for the Price of a Hotel Room !

9.4 out of 10, Exceptional, (10)
"Great location"
Hyannis Port Seaside Cottage for the Price of a Hotel Room !
Small One Bedroom Private Cottage on Large Quiet Property.
TV

Small One Bedroom Private Cottage on Large Quiet Property.

9.8 out of 10, Exceptional, (7)
"Absolutely perfect, right down to the brands of soaps and shampoos! Beautiful artwork everywhere. I wouldn't change a thing!"
Small One Bedroom Private Cottage on Large Quiet Property.
Beautiful Carriage House on the Chop
Exterior

Beautiful Carriage House on the Chop

10.0 out of 10, Exceptional, (24)
"Loved staying at The Carriage House! Very beautiful place to relax and plan all the wonderful things you get to do on the island. Easy communication, very comfortable beds and well stocked kitchen."
Beautiful Carriage House on the Chop
Cozy Beach Cottage
Beach nearby, sun-loungers, beach towels

Cozy Beach Cottage

9.8 out of 10, Exceptional, (50)
"The property was prepared, very thoughtful and had everything you could think of for a wonderful beach Island stay. The only downside was cable because I’m addicted to TV and I would’ve appreciated at least a smart TV that I could connect my own Netflix. "
Cozy Beach Cottage
Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, Sleeps 4, outdoor shower
Beach nearby, sun-loungers, beach towels

Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, Sleeps 4, outdoor shower

9.8 out of 10, Exceptional, (27)
"This is our 2nd time at this property and we loved it again. The location is great. The property was super clean and inviting. Everything we needed to enjoy our stay. Just excellent across the board."
Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, Sleeps 4, outdoor shower
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
TV

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2.0 star property
9.2 out of 10, Wonderful, (11)
"Charming village, cute cottage and walking distance to beach and shops."
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
Beach nearby, sun-loungers, beach towels

Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle

9.8 out of 10, Exceptional, (29)
"We had a lovely time. Charming cottage"
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Outdoor dining

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (110)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Chappaquiddick, Cozy 2 Bedroom, October Dates Available!
Marina

Chappaquiddick, Cozy 2 Bedroom, October Dates Available!

10.0 out of 10, Exceptional, (26)
"My dad and I booked this cottage for a weekend trip. Easy to find, host was friendly and very responsive to our questions. Would definitely stay again!"
Chappaquiddick, Cozy 2 Bedroom, October Dates Available!
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.
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Top Chappaquiddick Island Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Spacious and well maintained."
Gueibau 1-night trip
Posted 22 hours ago
Admiralty Inn & Suites - a Red Collection Hotel