Holiday Homes in Chappaquiddick Island

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Featured Holiday Homes in Chappaquiddick Island

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
10.0 out of 10, Exceptional, (35)
"The location was a perfect fit for our needs. "
The price is AU$1,498
includes taxes & fees
19 Oct - 20 Oct
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
Nantucket - edge of town
9.6 out of 10, Exceptional, (87)
"We used this home as a base for a visit to Nantucket. It was nicely located, comfortable, and great for our family."
The price is AU$869
includes taxes & fees
14 Oct - 15 Oct
Nantucket - edge of town
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
10.0 out of 10, Exceptional, (202)
"Loved this spot. So easy to get to downtown and Surf Beach. It was fabulous and clean!"
The price is AU$809
includes taxes & fees
3 Nov - 4 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Newly Renovated Martha's Vineyard Vacation Rental!
9.6 out of 10, Exceptional, (46)
"Stay was nice, property is very clean and in close distance to most everything. Just wish they had made the lack of towels and linens more obvious in the listing. "
The price is AU$965
includes taxes & fees
15 Oct - 16 Oct
Newly Renovated Martha's Vineyard Vacation Rental!
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
9.0 out of 10, Wonderful, (2)
"The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect."
The price is AU$1,047
includes taxes & fees
14 Oct - 15 Oct
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Love Sand, Madaket on the Beach, Lovely Seaside Home
10.0 out of 10, Exceptional, (54)
"We thoroughly enjoyed our two nights and are sad to leave. The property is iconically Nantucket. Its location - and the views- is spectacular. It is well equipped for a relaxing family or couples vacation. Hope we can make it back. "
The price is AU$1,644
includes taxes & fees
20 Oct - 21 Oct
Love Sand, Madaket on the Beach, Lovely Seaside Home
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
8.4 out of 10, Very good, (7)
"The house was fine. Great location. "
The price is AU$809
includes taxes & fees
14 Oct - 15 Oct
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Charming 3 bed room with magnificent views & large deck
8.0 out of 10, Very good, (3)
"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! "
The price is AU$616
includes taxes & fees
14 Oct - 15 Oct
Charming 3 bed room with magnificent views & large deck
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
10.0 out of 10, Exceptional, (172)
"Beautiful cottage , great location. Would love to stay again "
The price is AU$1,199
includes taxes & fees
14 Oct - 15 Oct
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Great Harbors Summer Home
The price is AU$1,755
includes taxes & fees
19 Oct - 20 Oct
Great Harbors Summer Home
Remodeled historical Gosnold Cottage.300 yards to the beach.
10.0 out of 10, Exceptional, (8)
"We had an outstanding time at this property. It was as advertised and for a cottage, the amenities were new and worked well. The location is quiet and removed from the road with easy parking. We had no problems during our time and the owner was easily reachable. "
The price is AU$1,174
includes taxes & fees
14 Oct - 15 Oct
Remodeled historical Gosnold Cottage.300 yards to the beach.
Sal's Place
2.0 star property
The price is AU$893
includes taxes & fees
14 Oct - 15 Oct
Sal's Place
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
10.0 out of 10, Exceptional, (4)
"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. "
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Charming Hyannis 3 Bed 2 Bath
9.4 out of 10, Exceptional, (11)
"This was an ideal location to get to the ferry and go to Nantucket. Convenient and clean! Would stay again."
The price is AU$1,045
includes taxes & fees
14 Oct - 15 Oct
Charming Hyannis 3 Bed 2 Bath
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
10.0 out of 10, Exceptional, (7)
"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."
The price is AU$1,893
includes taxes & fees
14 Oct - 15 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
COZY CAPE COTTAGE ON THE POND!
The price is AU$847
includes taxes & fees
14 Oct - 15 Oct
COZY CAPE COTTAGE ON THE POND!
Hyannis Hideaway in Cape Cod
10.0 out of 10, Exceptional, (2)
"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. "
The price is AU$932
includes taxes & fees
14 Oct - 15 Oct
Hyannis Hideaway in Cape Cod
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
10.0 out of 10, Exceptional, (1)
"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...
The price is AU$1,675
includes taxes & fees
16 Oct - 17 Oct
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
10.0 out of 10, Exceptional, (29)
"We enjoyed the short walk to Four Seas, the best ice cream on the Cape, Craigville Beach and more. The house was perfectly set up for lounging on the porch, cooking meals or eating lobster rolls from Osterville Fish Market. The house was clean and the beds were luxurious, even the bunk bed. The host was easy to contact with any questions. It was a flawless experience and I am just counting the months until our next stay. "
The price is AU$1,526
includes taxes & fees
12 Nov - 13 Nov
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Dream beach home on Lewis Bay with ocean views & amazing outdoor areas
9.2 out of 10, Wonderful, (29)
"Great place for multi family weekend parents siblings "
Dream beach home on Lewis Bay with ocean views & amazing outdoor areas
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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