Search Cottages in Chappaquiddick Island

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Check prices for these dates

Next weekend
16 Jum. I - 18 Jum. I
In two weeks
23 Jum. I - 25 Jum. I
In one month
6 Jum. II - 8 Jum. II
In two months
4 Raj. - 6 Raj.

Compare 101 Cottages in Chappaquiddick Island with updated reviews, rates, and availability.

Renovated Cottage off Main Street- Great Location
Exterior

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (146)
"Cute spot and great location!"
Renovated Cottage off Main Street- Great 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, (114)
"To stay a block from the beach and look out the window at the water is the ultimate vacation! Even in winter this place is warm and inviting! The hosts are caring and communicative - just the best! This cottage lets you do just that"
Steps to the beach with an ocean view,
Craigsville beach cottage located .4 walking distance to the Beach!
Outdoor dining

Craigsville beach cottage located .4 walking distance to the Beach!

9.8 out of 10, Exceptional, (7)
"This was a great spot to stay for a small bachelorette party! We loved going to the beach, the outdoor shower and the kitchen and common area for hanging out. Host was super accommodating and responsive"
Craigsville beach cottage located .4 walking distance to the Beach!
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

9.0 out of 10, Wonderful, (12)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Beach nearby, sun loungers, beach towels

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

9.6 out of 10, Exceptional, (64)
"Clean property, great location"
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.
On the beach, sun loungers, beach towels

5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.

10.0 out of 10, Exceptional, (20)
"Maushop is the perfect place for a family getaway right on the ocean. The property was clean and spacious for a tiny cottage. We had a wonderful time."
The price is SAR 1,496
SAR 3,313 total
includes taxes & fees
21 May - 22 May
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Property grounds

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

6.2 out of 10, (17)
"Great location and private beach access. Charming enclave perfect for our weekend getaway."
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (23)
"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, outdoor shower
Exquisite Oceanfont Cottage at Madaket Beach!
On the beach, sun loungers, beach towels

Exquisite Oceanfont Cottage at Madaket Beach!

10.0 out of 10, Exceptional, (12)
"Great location, beautiful and well kept cottage, and the host was easy to get a hold of and very nice. "
Exquisite Oceanfont Cottage at Madaket Beach!
2-bdrm Cottage | Close to Everything | Pet Friendly
Exterior

2-bdrm Cottage | Close to Everything | Pet Friendly

9.8 out of 10, Exceptional, (9)
"Many things to do nearby, beautiful town. The cottage was cozy, the beds comfortable. The views were great."
2-bdrm Cottage | Close to Everything | Pet Friendly
★The Islander | Steps From Water, Fire Pit, AC★
Terrace/patio

★The Islander | Steps From Water, Fire Pit, AC★

10.0 out of 10, Exceptional, (47)
"Our host, Matt was attentive and responsive. The house and neighborhood were exactly what we were looking for our brief getaway. It was off the beaten path, quiet and beautiful. Whatever we needed, we found within a short distance. "
★The Islander | Steps From Water, Fire Pit, AC★
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, (102)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville 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, (26)
"This was a last minute booking for us to getaway for a few days during the week. The location is great. Nice quiet neighborhood. Great access to the beach. Beds were comfortable. Met our needs. I would come back."
The price is SAR 709
SAR 1,382 total
includes taxes & fees
26 May - 27 May
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Chappaquiddick, Cozy 2 Bedroom, May, June and October Dates Available!

Chappaquiddick, Cozy 2 Bedroom, May, June and October Dates Available!

10.0 out of 10, Exceptional, (25)
"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, May, June and October Dates Available!
12 VINEYARD VIEW - FULLY RENOVATED
Property grounds

12 VINEYARD VIEW - FULLY RENOVATED

9.6 out of 10, Exceptional, (40)
"We had such an amazing time staying here! The location is perfect and has amazing ocean views right from the house. Everything was super clean and well maintained. We will definitely be coming back! "
12 VINEYARD VIEW - FULLY RENOVATED
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (208)
"Loved the rental. Perfect setting, loved being able to walk 2 minutes and be on the beach! So much nicer than a hotel room, very clean and comfortable for the four of us. Steve was a very kind and helpful host!"
Steps to the Ocean! Perfect Location!!!
2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town
Fridge, microwave, oven, stovetop

2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (97)
"Great location. Walkable to town and short, easy drive to Madaket, etc."
2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town
Cozy New TimberFrame Vineyard Haven!
Exterior

Cozy New TimberFrame Vineyard Haven!

10.0 out of 10, Exceptional, (19)
"We very much enjoyed our few days in MV here. The place was perfect, clean and cozy. "
Cozy New TimberFrame Vineyard Haven!
One Bedroom Private Cottage on Large Quiet Property.
TV

One Bedroom Private Cottage on Large Quiet Property.

9.8 out of 10, Exceptional, (6)
"Served as a great home-base while we explored the island!"
One Bedroom Private Cottage on Large Quiet Property.
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, (28)
"We had a lovely time. Charming cottage"
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
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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Other property types in Chappaquiddick Island

Sleeps 12, amazing view, tennis court, basketball court, beaches
Smart TV, fireplace, foosball, table tennis

Sleeps 12, amazing view, tennis court, basketball court, beaches

9.6 out of 10, Exceptional, (37)
"It was a great place to hangout with family members. I lot of places to plop down with a book, a lot of things to do to keep people busy - just a great time."
Sleeps 12, amazing view, tennis court, basketball court, beaches
The Club at New Seabury
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (315)
"Perfect little cottage!"
The price is SAR 709
SAR 811 total
includes taxes & fees
8 May - 9 May
The Club at New Seabury
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (168)
"Very peaceful "
InnSeason Resorts Captain's Quarters
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.