Holiday Homes in Chappaquiddick Island

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Our top choices for Chappaquiddick Island holiday homes

Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!

Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
Edgartown
9.8 out of 10, Exceptional, (16 reviews)
"Overall great experience"
United States
Scott P.
The price is NZ$1,738
includes taxes & fees
29 Apr - 30 Apr
Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!

Nantucket - edge of town

Nantucket - edge of town
Nantucket
9.6 out of 10, Exceptional, (88 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
The price is NZ$839
includes taxes & fees
29 Apr - 30 Apr
Nantucket - edge of town

Newly Renovated Hyannis Home w/ Fire Pit & Yard

Newly Renovated Hyannis Home w/ Fire Pit & Yard
Hyannis
10.0 out of 10, Exceptional, (2 reviews)
"Really enjoyed our stay. Very clean and comfortable home. The communication with the owners was excellent. We would definitely visit again. "
United States
Shawn B.
Newly Renovated Hyannis Home w/ Fire Pit & Yard

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.6 out of 10, Excellent, (8 reviews)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is NZ$886
includes taxes & fees
3 May - 4 May
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.0 out of 10, Very good, (3 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is NZ$660
includes taxes & fees
29 Apr - 30 Apr
Charming 3 bed room with magnificent views & large deck

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
Popponesset
10.0 out of 10, Exceptional, (188 reviews)
"great stay! fantastic location."
United States
Emily P.
The price is NZ$1,462
includes taxes & fees
17 May - 18 May
Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6

Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is NZ$1,361
includes taxes & fees
26 May - 27 May
Charming Vacation Home in Oak Bluffs.

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is NZ$823
includes taxes & fees
29 Apr - 30 Apr
Falmouth Oasis

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
The price is NZ$1,984
includes taxes & fees
29 Apr - 30 Apr
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (31 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is NZ$1,596
includes taxes & fees
29 Apr - 30 Apr
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

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 Beach
Falmouth
10.0 out of 10, Exceptional, (215 reviews)
"Great place to stay for Christmas with our family. Cozy place with a convenient location. "
United States
Gail B.
The price is NZ$916
includes taxes & fees
4 May - 5 May
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
The price is NZ$864
includes taxes & fees
3 May - 4 May
Entire Hyannis Home - Near Downtown & Beaches

Trendy Great Pond Escape! HotTub Open! Sleeps 9!

Trendy Great Pond Escape! HotTub Open! Sleeps 9!
Falmouth
10.0 out of 10, Exceptional, (13 reviews)
"Very happy with our stay and definitely would rebook again in the future. "
United States
Reed W.
The price is NZ$1,421
includes taxes & fees
29 Apr - 30 Apr
Trendy Great Pond Escape! HotTub Open! Sleeps 9!

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Barnstable
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "
United States
Jim C.
The price is NZ$1,113
includes taxes & fees
29 Apr - 30 Apr
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

4-bedroom house in lovely Edgartown..Centrally located

4-bedroom house in lovely Edgartown..Centrally located
Edgartown
The price is NZ$1,523
includes taxes & fees
1 May - 2 May
4-bedroom house in lovely Edgartown..Centrally located

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, (96 reviews)
"Beautiful home with close access to everything Falmouth has to offer. The property was clean, comfortable, and perfect for a relaxing vacation. We truly enjoyed our stay and would highly recommend this home to anyone looking for a peaceful getaway in a great location."
United States
Kacie G.
The price is NZ$2,200
includes taxes & fees
10 May - 11 May
Coastal chic meets French Provençal in this newly renovated oceanfront home.

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.4 out of 10, Exceptional, (3 reviews)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
The price is NZ$1,453
includes taxes & fees
29 Apr - 30 Apr
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (26 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
The price is NZ$1,408
includes taxes & fees
1 May - 2 May
The Seashell Cove - Martha's Vineyard

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Nantucket Town
10.0 out of 10, Exceptional, (178 reviews)
"Such a well furnished, clean, and conveniently located place! We would absolutely return to this spot again! "
United States
Erica S.
The price is NZ$1,386
includes taxes & fees
1 May - 2 May
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "
United States
Jennifer T.
The price is NZ$1,786
includes taxes & fees
1 May - 2 May
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
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

Find out more about Chappaquiddick Island

Chappaquiddick Island Holiday Homes information

Number of reviews
896
Accommodation
920 Holiday Homes
Lowest Price
NZ$660
Highest Price
NZ$2,200

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