Search Chappaquiddick Island Cottage Rentals from CA $277

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Browse Select Chappaquiddick Island Cottages

Our top choices for Chappaquiddick Island cottages

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,

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

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.

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 CA $277
CA $879 total
includes taxes & fees
Sep 17 - Sep 18
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

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

8.0 out of 10, Very good, (18)
"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

8.8 out of 10, Excellent, (28)
"Jim is fantastic to work with."
The price is CA $292
CA $544 total
includes taxes & fees
Sep 21 - Sep 22
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

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

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 CA $1,043
CA $1,331 total
includes taxes & fees
Aug 24 - Aug 25
WATERFRONT Downtown Cottage w/ Beach

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 CA $348
CA $710 total
includes taxes & fees
Sep 1 - Sep 2
Make Lasting Memories In This Adorable Vineyard Cottage!

Cozy family-friendly cottage on beautiful Shining Sea bike trail

10.0 out of 10, Exceptional, (6)
"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 !

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.

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

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

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

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

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

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

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!

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