An aerial view of a coastal area with a lighthouse, a sandy beach, and a marina.

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Our top choices for Chappaquiddick Island vacation homes

1. New 4 BR house near center and beaches with bikes

New 4 BR house near center and beaches with bikes
Katama
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful home in a beautiful neighborhood. Loved our stay!"
United States
Susan M.
The price is ¥81,700
¥224,703 total
includes taxes & fees
Sep 10 - Sep 11
New 4 BR house near center and beaches with bikes

2. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (42 reviews)
"Great stay!"
United States
Kian S.
The price is ¥26,976
¥70,218 total
includes taxes & fees
Oct 1 - Oct 2
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

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

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (9 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is ¥48,557
¥130,862 total
includes taxes & fees
Sep 11 - Sep 12
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

4. Cozy Cottage walk to Menauhant Beach

Cozy Cottage walk to Menauhant Beach
East Falmouth
8.8 out of 10, Excellent, (8 reviews)
"It was a great weekend spot. Had everything we needed, nicely decorated, and in a great and private location"
United States
Grace P.
The price is ¥29,921
¥118,295 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Cottage walk to Menauhant Beach

5. The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (31 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
The price is ¥110,988
¥180,967 total
includes taxes & fees
Sep 10 - Sep 11
The Seashell Cove - Martha's Vineyard

6. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
6.6 out of 10, (11 reviews)
"We had a perfect pre-/off-season stay with plenty of sleeping space. The location is fantastic—right between Vineyard Haven and Edgartown—making it easy to bike to both, plus there’s a beach across the street. The WiFi wasn’t working when we first arrived, but the owner was incredibly responsive and went above and beyond to fix it quickly. We’ll definitely be back!"
United States
Bethann N.
The price is ¥48,711
¥110,198 total
includes taxes & fees
Sep 9 - Sep 10
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

7. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
Oak Bluffs
7.4 out of 10, Good, (3 reviews)
"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...
United States
Kate K.
The price is ¥50,561
¥123,457 total
includes taxes & fees
Sep 9 - Sep 10
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

8. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is ¥61,506
¥127,761 total
includes taxes & fees
Sep 27 - Sep 28
Charming Vacation Home in Oak Bluffs.

9. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
9.8 out of 10, Exceptional, (8 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is ¥61,352
¥210,756 total
includes taxes & fees
Oct 1 - Oct 2
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

10. Haven in Hatchville - newly renovated home

Haven in Hatchville - newly renovated home
East Falmouth
The price is ¥41,271
¥155,738 total
includes taxes & fees
Sep 20 - Sep 21
Haven in Hatchville - newly renovated home

11. Wilton Home - Sunny Retreat, Bike to Beach, Central AC

Wilton Home - Sunny Retreat, Bike to Beach, Central AC
Barnstable
The price is ¥21,581
¥87,506 total
includes taxes & fees
Sep 9 - Sep 10
Wilton Home - Sunny Retreat, Bike to Beach, Central AC

12. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (42 reviews)
"Great trip and time on the lake. Highly recommend this property for families looking for ease and convenience."
United States
Kathryn C.
The price is ¥46,476
¥110,884 total
includes taxes & fees
Sep 21 - Sep 22
Stunning 4-bedroom Private Fresh Water Beach Front

13. 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, (221 reviews)
"Great location "
United States
Stephanie B.
The price is ¥42,391
¥99,857 total
includes taxes & fees
Oct 5 - Oct 6
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

14. West Falmouth Family Retreat Near Chapoquoit Beach

West Falmouth Family Retreat Near Chapoquoit Beach
Falmouth
The price is ¥36,225
¥130,761 total
includes taxes & fees
Oct 5 - Oct 6
West Falmouth Family Retreat Near Chapoquoit Beach

15. 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
8.8 out of 10, Excellent, (10 reviews)
"Nice location, quiet neighborhood, comfortable, and clean with a feeling of newness. Nice time of year to enjoy the porch and there was plenty of room for our group of seven. Three couches in the basement! Easy to get to town or beaches, etc. Host was helpful and communicative."
United States
Jen M.
The price is ¥24,510
¥81,587 total
includes taxes & fees
Oct 6 - Oct 7
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

16. Nice home near Mashpee Commons and all Falmouth has to offer

Nice home near Mashpee Commons and all Falmouth has to offer
Falmouth
6.0 out of 10, (3 reviews)
"Quiet location"
United States
andrea m.
The price is ¥30,845
¥139,775 total
includes taxes & fees
Sep 17 - Sep 18
Nice home near Mashpee Commons and all Falmouth has to offer

17. Recently renovated 3 bedroom

Recently renovated 3 bedroom
Falmouth
10.0 out of 10, Exceptional, (3 reviews)
"Stay was awesome! Perfect house for family gatherings "
United States
Diana P.
The price is ¥63,548
¥182,849 total
includes taxes & fees
Sep 13 - Sep 14
Recently renovated 3 bedroom

18. MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.8 out of 10, Exceptional, (12 reviews)
"This was an excellent stay at a beautiful property in Oak Bluffs! Rebecca was a great host who provided clear instructions and helped answer questions in a timely manner. Rooms were spacious, most tastefully decorated and we had everything that we needed. I definitely recommend staying here to have an unparalleled experience of the Vineyard."
United States
Priyanka D.
The price is ¥208,103
¥330,080 total
includes taxes & fees
Sep 9 - Sep 10
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

19. Spring Escape in Hatchville – Sleeps 6 + Dogs!

Spring Escape in Hatchville – Sleeps 6 + Dogs!
Falmouth
10.0 out of 10, Exceptional, (13 reviews)
"Enjoyed our stay. Everything was clean and well kept. "
United States
Lynn S.
The price is ¥54,107
¥124,910 total
includes taxes & fees
Sep 9 - Sep 10
Spring Escape in Hatchville – Sleeps 6 + Dogs!

20. Adorable beach house! 3 min walk to beach!

Adorable beach house! 3 min walk to beach!
Popponesset
9.8 out of 10, Exceptional, (30 reviews)
"We had a great stay! The place was clean, well decorated, and close to the beach! The property managers were also very nice and easy to reach out to!"
United States
Allison W.
The price is ¥90,178
¥166,370 total
includes taxes & fees
Sep 20 - Sep 21
Adorable beach house! 3 min walk to beach!
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 Vacation Homes information

Number of reviews
404
Accommodation
947 Vacation Homes
Lowest Price
¥81,587
Highest Price
¥330,080

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