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Compare 922 Vacation Homes in Chappaquiddick Island with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (139)
"The house was just as described. Beautiful, comfortable and it had everything we could possibly need. Peaceful, quiet, and a very convenient location."
The price is SAR 6,939
SAR 9,736 total
includes taxes & fees
31 Mar - 1 Apr
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (74)
"Beautiful home and views"
The price is SAR 1,219
SAR 3,533 total
includes taxes & fees
19 Mar - 20 Mar
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

10.0 out of 10, Exceptional, (160)
"This was our third stay at this property. The house is very clean, comfortable, and well stocked. The location is great- a nice walk to the beach, close to many stores, restaurants, etc. Des is very helpful and easily accessible by text- he has always answered any questions very quickly. A great place to stay!"
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

8.8 out of 10, Excellent, (9)
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back "
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Cape Cod cottage

9.6 out of 10, Exceptional, (98)
"Our stay was comfortable and peaceful! The place was clean and had everything we needed for a busy weekend getaway! I highly recommend! "
Cape Cod cottage

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

9.6 out of 10, Exceptional, (48)
"We had a wonderful time. The home is clean, comfortable, well furnished, and extremely well stocked. Plenty of dish detergent, paper towels, soap, etc. and they even provided travel size containers of shampoo and conditioner. Great location within walking distance to the beach. Would definitely stay here again."
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

Nantucket - edge of town

9.8 out of 10, Exceptional, (75)
"The house was adorable - we loved it. "
The price is SAR 889
SAR 1,956 total
includes taxes & fees
1 Apr - 2 Apr
Nantucket - edge of town

Serene Waterfront Cottage with Private Dock, Walk to Beaches, Golf and Shops

10.0 out of 10, Exceptional, (7)
"The property is just fantastic!!! Beautiful, clean, the deck is amazing and the dock to drop a fishing line from is perfect. The location is amazing and close to anything you want to do!! The host was fantastic answering quickly to any questions we had!! Can’t wait to come back "
Serene Waterfront Cottage with Private Dock, Walk to Beaches, Golf and Shops

Large New Seabury Home with Heated Pool and Hot Tub

10.0 out of 10, Exceptional, (40)
"Clean and welcoming with plenty of space and ease of use. Went in winter when things were a bit slower but it was perfect for our getaway. A great place for the family to unwind. "
Large New Seabury Home with Heated Pool and Hot Tub

Hyannis Charmer walk to Main St.

Hyannis Charmer walk to Main St.

3 Min Walk to Beach! Large Fenced Yard!

9.8 out of 10, Exceptional, (9)
"Wonderful! "
3 Min Walk to Beach! Large Fenced Yard!

Charming coastal home with large yard, firepit, & grill - pool and beach access

9.6 out of 10, Exceptional, (16)
"We were in town for a family wedding, and our group had all adults. The dining room is a nice space. The kitchen is a bit small. Overall, the house was clean and perfectly located. There were a few aspects that were less convenient . We would have liked to the ootion of having a full coffee pot. Atrash cans "
Charming coastal home with large yard, firepit, & grill - pool and beach access

New Home close to Beach, Bike Path, and Sleeps 10! ☀️ 🏖

9.4 out of 10, Exceptional, (12)
"What a great place for the price in the off season. We loved this place and will be back. "
New Home close to Beach, Bike Path, and Sleeps 10! ☀️ 🏖

Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

9.6 out of 10, Exceptional, (83)
"Wish it was warmer lol stayed and it snowed "
Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

10.0 out of 10, Exceptional, (34)
"This is the second year in a row that we have stayed in this home. We just love it so much. It has everything you need which makes packing much easier. Owners are great. We hope to stay again."
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Beautiful bright home with firepit, deck & backyard - walk to beach

9.6 out of 10, Exceptional, (51)
"Great space and location."
Beautiful bright home with firepit, deck & backyard - walk to beach

Great Vacation Place Just Steps From The Beach

9.8 out of 10, Exceptional, (26)
"Thank you for a perfect week! Everything was great!"
Great Vacation Place Just Steps From The Beach

New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!

10.0 out of 10, Exceptional, (138)
"Perfect size for our group of 8 plus one infant. Having three full bathrooms and one half bath is a game changer! I was impressed with Alex’s quick replies in communication. The house itself was also nice and clean. "
New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!

Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC

9.8 out of 10, Exceptional, (6)
"The villa is well maintained and very clean. My stay was perfectly uneventful as I hoped it would be. Comfy accommodations, and conveniently located near to Mashpee Commons. The beach is a two minute walk, the property is lovely. "
Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC

Cute, Quiet, Comfortable, Centrally Located, Outdoor Shower, Large Yard, BBQ

10.0 out of 10, Exceptional, (49)
"We loved our stay at Robin's place. It's tucked away in a great area that is super quiet. It was perfect for the five of us for a wedding we were attending. Robin was very communicative both before and during the stay, we'd absolutely stay again!"
Cute, Quiet, Comfortable, Centrally Located, Outdoor Shower, Large Yard, BBQ
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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Other property types in Chappaquiddick Island

Chappy Summer Cabin!

8.2 out of 10, Very Good, (33)
"Great host , amazing property "
Chappy Summer Cabin!

Sleeps 12, amazing view, tennis court, basketball court, beaches

9.6 out of 10, Exceptional, (37)
"It was a great place to hangout with family members. I lot of places to plop down with a book, a lot of things to do to keep people busy - just a great time."
Sleeps 12, amazing view, tennis court, basketball court, beaches

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (162)
"The rooms where very clean and well taken care of."
The price is SAR 408
SAR 467 total
includes taxes & fees
19 Mar - 20 Mar
InnSeason Resorts Captain's Quarters
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.