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Compare 712 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 AED 6,795
AED 9,534 total
includes taxes & fees
31 Mar - 1 Apr
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor 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

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

10.0 out of 10, Exceptional, (159)
"Two friends and I enjoyed our stay in early March. Even in late winter the house has a cozy vibe, and there was plenty of space for the three of us. The rugs and towels were well-maintained. We didn't take advantage of the fireplace or firepit, but there were ample supplies in case we wanted to. Very clear directions and procedures for arrival/checking out, and the owner was quick to answer my questions. If we come back to Cape Cod we'd definitely come back to this house."
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

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

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!

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

3 Bed 2 Bath - Fully Renovated SS Granite kitchen walk to beach Falmouth heights

9.2 out of 10, Wonderful, (26)
"The property was very nice and in a great location. Everything was clean and had plenty of room for us to hang out in. Communication with the owner was excellent and quick. Highly recommend!"
3 Bed 2 Bath - Fully Renovated SS Granite kitchen walk to beach Falmouth heights

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

10.0 out of 10, Exceptional, (22)
"Thank you Thomas and Julie, had a great week, so convenient and Welcoming. "
The price is AED 551
AED 3,552 total
includes taxes & fees
30 Mar - 31 Mar
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

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

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

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

Cape Cod Home: Walk to Beach & Main St Hyannis!

10.0 out of 10, Exceptional, (3)
Cape Cod Home: Walk to Beach & Main St Hyannis!

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

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

Beautiful Osterville Home central to everything!

10.0 out of 10, Exceptional, (63)
"The house itself is just as described and a great location. The host was responsive and helpful leading up to check-in. I would recommend taking pictures on the first day of your stay as I was blamed for carpet stains that were already there. You may also want to let the host know how many cars you plan to have in the drive way as the neighbors will perceive it as a party and call if not known before."
Beautiful Osterville Home central to everything!

Charming Falmouth Retreat with a Playground and a Hot Tub!

9.4 out of 10, Exceptional, (6)
"Outlet plugs in kitchen not working. 🐜 ants"
Charming Falmouth Retreat with a Playground and a Hot Tub!

Hyannis Charmer walk to Main St.

Hyannis Charmer walk to Main St.

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 AED 1,194
AED 3,459 total
includes taxes & fees
17 Mar - 18 Mar
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Nantucket - edge of town

9.8 out of 10, Exceptional, (75)
"The house was adorable - we loved it. "
The price is AED 951
AED 2,010 total
includes taxes & fees
1 Apr - 2 Apr
Nantucket - edge of town

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
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, (160)
"The rooms where very clean and well taken care of."
The price is AED 399
AED 457 total
includes taxes & fees
16 Mar - 17 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.