Holiday Homes in Chappaquiddick Island

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Featured Holiday Homes in Chappaquiddick Island

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."
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

10.0 out of 10, Exceptional, (179)
"The best and the most relaxing stay in Cape Cod. Close to ocean, breathtaking views , beautiful and very comfortable house. "
The price is NZ$1,284
includes taxes & fees
15 Sept - 16 Sept
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

10.0 out of 10, Exceptional, (32)
"Good location, pretty spot on pond. Nice deck plenty of room for family of 12"
The price is NZ$1,620
includes taxes & fees
17 Sept - 18 Sept
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

10.0 out of 10, Exceptional, (4)
"Overall great stay. 10 rating for everything!"
The price is NZ$1,031
includes taxes & fees
17 Sept - 18 Sept
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Charming studio in tranquil Falmouth with AC

The price is NZ$321
includes taxes & fees
21 Sept - 22 Sept
Charming studio in tranquil Falmouth with AC

Love Sand, Madaket on the Beach , Lovely Seaside Home

10.0 out of 10, Exceptional, (52)
"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 NZ$2,053
includes taxes & fees
15 Sept - 16 Sept
Love Sand, Madaket on the Beach , Lovely Seaside Home

Charming 3-bedroom house in lovely Barnstable

10.0 out of 10, Exceptional, (1)
"Excellent stay! Loved the home! "
The price is NZ$1,265
includes taxes & fees
9 Sept - 10 Sept
Charming 3-bedroom house in lovely Barnstable

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

9.0 out of 10, Wonderful, (6)
"Perfect to walk to the beach"
The price is NZ$883
includes taxes & fees
1 Oct - 2 Oct
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

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 NZ$2,057
includes taxes & fees
9 Oct - 10 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Book a Last Minute Cape Escape! Modern, Tranquil Cape home close to town beaches

10.0 out of 10, Exceptional, (12)
"We very much enjoyed the stay and wowed by the beautiful decoration of the house. The owners take good care of this house and they are also very approachable. Thank you for providing such a wonderful environment for our vacation!"
The price is NZ$971
includes taxes & fees
15 Sept - 16 Sept
Book a Last Minute Cape Escape! Modern, Tranquil Cape home close to town beaches

Charming 4-bedroom house with AC and WiFi in enchanting Barnstable

2.0 star property
The price is NZ$1,566
includes taxes & fees
9 Sept - 10 Sept
Charming 4-bedroom house with AC and WiFi in enchanting Barnstable

Charming Sandwich Cape Home - Short Drive to Beach & Boardwalk

The price is NZ$896
includes taxes & fees
15 Sept - 16 Sept
Charming Sandwich Cape Home - Short Drive to Beach & Boardwalk

Remodeled historical Gosnold Cottage.300 yards to the beach.

10.0 out of 10, Exceptional, (6)
"We really liked the house. It was clean and the renovation was great. Managed well. Communication with management was easy. They returned my messages within 24 hours. Loved the shower ❤️"
The price is NZ$1,042
includes taxes & fees
9 Sept - 10 Sept
Remodeled historical Gosnold Cottage.300 yards to the beach.

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

10.0 out of 10, Exceptional, (14)
"The house is beautiful and conveniently located. The host, Melissa, was accessible and super helpful. We thoroughly enjoyed our time here and hope to be back in the future."
The price is NZ$1,829
includes taxes & fees
17 Sept - 18 Sept
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

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 NZ$1,056
includes taxes & fees
14 Sept - 15 Sept
Hyannis Hideaway in Cape Cod

Newly Renovated Martha's Vineyard Vacation Rental!

9.6 out of 10, Exceptional, (44)
"Love our stay!"
The price is NZ$1,193
includes taxes & fees
16 Sept - 17 Sept
Newly Renovated Martha's Vineyard Vacation Rental!

Nantucket - edge of town

9.6 out of 10, Exceptional, (85)
"The house was adorable - we loved it. "
The price is NZ$1,509
includes taxes & fees
26 Sept - 27 Sept
Nantucket - edge of town

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

10.0 out of 10, Exceptional, (198)
"Loved this spot. So easy to get to downtown and Surf Beach. It was fabulous and clean!"
The price is NZ$946
includes taxes & fees
11 Sept - 12 Sept
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

The price is NZ$1,212
includes taxes & fees
21 Sept - 22 Sept
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Spring Escape in Hatchville – Sleeps 6 + Dogs!

10.0 out of 10, Exceptional, (9)
"The house is very nice and clean and Brian was extremely communicative and flexible with a late checkout. Would definitely stay again"
The price is NZ$1,249
includes taxes & fees
8 Oct - 9 Oct
Spring Escape in Hatchville – Sleeps 6 + Dogs!
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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