Chappaquiddick Island Vacation Rentals

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Oct 12 - Oct 13
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Oct 13 - Oct 14
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Oct 17 - Oct 19
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Oct 24 - Oct 26

Vacation Rentals in Chappaquiddick Island

Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Property grounds

Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach

10.0 out of 10, Exceptional, (36)
"This house had everything you could need for a fun and relaxing stay on Chappy. The hosts were very responsive to any questions and the house was amazing. Great experience for our family and can’t thank the hosts enough for their attention to detail. "
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Sleeps 12, amazing view, tennis court, basketball court, beaches
Smart TV, fireplace, foosball, table tennis

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

9.6 out of 10, Exceptional, (40)
"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
The Club at New Seabury
Private beach nearby, beach bar

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (336)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
The Club at New Seabury
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (187)
"Great location and helpful staff"
InnSeason Resorts Captain's Quarters
Coastal chic meets French Provençal in this newly renovated oceanfront home.
5 bedrooms, desk, iron/ironing board, travel crib

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

10.0 out of 10, Exceptional, (86)
"Great stay! "
The price is ￥94,494
￥201,589 total
includes taxes & fees
Oct 27 - Oct 28
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Sea Mist Resort
Indoor pool, outdoor pool, sun loungers

Sea Mist Resort

3.0 star property
8.6 out of 10, Excellent, (137)
"Just there for one night but very enjoyable stay."
The price is ￥23,576
￥26,983 total
includes taxes & fees
Nov 7 - Nov 8
Sea Mist Resort
Steps to the beach with an ocean view,
On the beach, sun loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (133)
"Great stay."
Steps to the beach with an ocean view,
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (227)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Outdoor dining

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 ￥62,328
￥117,077 total
includes taxes & fees
Oct 13 - Oct 14
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Exterior

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.4 out of 10, (31)
"The weather was perfect and our crew made the best of our trip."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Cozy getaway in a central location w/ a full kitchen & furnished deck
Beach

Cozy getaway in a central location w/ a full kitchen & furnished deck

6.8 out of 10, (23)
"The furniture and amenities provided were good"
Cozy getaway in a central location w/ a full kitchen & furnished deck
Renovated Cottage off Main Street- Great Location
Exterior

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (161)
"Super cute place and close to town! Really responsive host. We enjoyed our stay. "
Renovated Cottage off Main Street- Great Location
Beachside Village Resort
Seasonal outdoor pool

Beachside Village Resort

3.0 star property
9.2 out of 10, Wonderful, (99)
"Great location! Nice property! "
Beachside Village Resort
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

8.4 out of 10, Very Good, (24)
"Location to town & beach was great. Cottage was listed accurate online. Communication with owner was welcoming. The cottage was a nice weekend get away."
Gorgeous Cottage steps from the beach
Charming 2-bedroom cottage with AC, WiFi in serene Barnstable
Interior

Charming 2-bedroom cottage with AC, WiFi in serene Barnstable

10.0 out of 10, Exceptional, (5)
"This property was perfect for what we were looking for. It was a cute, well kept little house where we were able to put our heads down in between our fishing all day. "
Charming 2-bedroom cottage with AC, WiFi in serene Barnstable
✸Private Sandy Beach✸ Nantucket Sound 2 Min Walk! Kayak & SUP, Near Harbor &Town
On the beach, sun loungers, beach towels

✸Private Sandy Beach✸ Nantucket Sound 2 Min Walk! Kayak & SUP, Near Harbor &Town

10.0 out of 10, Exceptional, (96)
"Great property, well appointed, close by o everything "
✸Private Sandy Beach✸ Nantucket Sound 2 Min Walk! Kayak & SUP, Near Harbor &Town
2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock
Smart TV, fireplace

2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock

10.0 out of 10, Exceptional, (18)
"Wonderful house, beach, large forested lot, and setting on the bluff just above picturesque Waquoit Bay. House is clean, updated, and very well equipped with many thoughtful amenities for guests. We especially enjoyed using the paddle boards and kayaks, spending time on the property’s beach below the bluff, having dinner on the outside deck overlooking the bay, and great sunsets. A family of osprey hovers nearby on updrafts as they hunt — truly memorable! The nearby area has many great sights...
2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Interior

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

9.4 out of 10, Exceptional, (91)
"Close to buses, restaurants and ferries. 10/10, we would stay again."
The price is ￥40,821
￥75,320 total
includes taxes & fees
Oct 13 - Oct 14
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Southcape Resort Mashpee
Exterior

Southcape Resort Mashpee

3.0 star property
8.6 out of 10, Excellent, (201)
"Enjoyed our stay."
Southcape Resort Mashpee
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Interior

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 ￥83,155
￥183,235 total
includes taxes & fees
Oct 13 - Oct 14
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
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

Summercamp

Summercamp

10/10 Excellent
"Room was tight, but it was what we choose. It was clean, water station was a great addition. "
takeela 1-night trip
Posted 3 days ago
Summercamp

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