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$1,747
includes taxes & fees
10 Mar - 11 Mar
Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!

Love Sand, Madaket on the Beach, Lovely Seaside Home

Love Sand, Madaket on the Beach, Lovely Seaside Home
Nantucket
9.8 out of 10, Exceptional, (56 reviews)
"Great location and overall experience. "
United States
Michael S.
The price is NZ$1,325
includes taxes & fees
19 Mar - 20 Mar
Love Sand, Madaket on the Beach, Lovely Seaside Home

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$1,013
includes taxes & fees
1 Apr - 2 Apr
Nantucket - edge of town

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is NZ$821
includes taxes & fees
10 Mar - 11 Mar
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$1,996
includes taxes & fees
10 Mar - 11 Mar
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

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$763
includes taxes & fees
10 Mar - 11 Mar
Entire Hyannis Home - Near Downtown & Beaches

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, (212 reviews)
"This beautiful well-appointed home was the perfect spot for a girlfriend’s getaway. Walkable to the shops and restaurants, nice big rooms for chats, and a great kitchen island to congregate around for breakfast. We loved our time here!"
United States
Annemarie G.
The price is NZ$741
includes taxes & fees
17 Mar - 18 Mar
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

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)
"Beautiful, clean accommodations. In a great neighborhood. Would definitely stay again."
United States
Amy L.
The price is NZ$1,047
includes taxes & fees
1 Apr - 2 Apr
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

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$1,597
includes taxes & fees
10 Mar - 11 Mar
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

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
10 Mar - 11 Mar
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

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$1,455
includes taxes & fees
10 Mar - 11 Mar
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

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$1,110
includes taxes & fees
10 Mar - 11 Mar
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (25 reviews)
"Property was perfectly kept and very comfortable. "
United States
Steve D.
The price is NZ$938
includes taxes & fees
30 Mar - 31 Mar
The Seashell Cove - Martha's Vineyard

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood
Oak Bluffs
9.4 out of 10, Exceptional, (43 reviews)
"Perfectly situated!"
United States
Damani B.
The price is NZ$1,106
includes taxes & fees
11 Mar - 12 Mar
Oak Bluffs - Quiet neighborhood

Summer 2026 Perfection!

Summer 2026 Perfection!
Barnstable
The price is NZ$867
includes taxes & fees
10 Mar - 11 Mar
Summer 2026 Perfection!

Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
United States
Hunter W.
The price is NZ$1,041
includes taxes & fees
12 Mar - 13 Mar
Hyannis Hideaway in Cape Cod

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is NZ$980
includes taxes & fees
10 Mar - 11 Mar
Sal's Place

Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking

Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking
Nantucket Town
10.0 out of 10, Exceptional, (40 reviews)
"We really enjoyed our stay, beautiful house close to town"
United States
Golie S.
The price is NZ$2,409
includes taxes & fees
10 Mar - 11 Mar
Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking

Cape Cod Hyannis Rendezvous'

Cape Cod Hyannis Rendezvous'
Barnstable
9.8 out of 10, Exceptional, (6 reviews)
"Nice stay close to town"
United States
Daniel m.
The price is NZ$1,027
includes taxes & fees
10 Mar - 11 Mar
Cape Cod Hyannis Rendezvous'

Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
Barnstable
10.0 out of 10, Exceptional, (1 review)
"My family and I thoroughly enjoyed our week long stay at the beautiful property. There were 12 of us and we were extremely comfortable, with plenty of space to gather and sleep. The property sits on a quiet pond, that was perfect for swimming and canoeing. We had our own little piece of paradise. There are canoes for use, several decks for lounging and was within a short distance to various shops and a grocery store just a few minutes away. The host was in constant contact with us, making sure...
United States
Madilynn B.
The price is NZ$1,825
includes taxes & fees
10 Mar - 11 Mar
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
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
730
Accommodation
893 Holiday Homes
Lowest Price
NZ$741
Highest Price
NZ$2,409

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