Chappaquiddick Island Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Chappaquiddick Island holiday rentals

Terrace/patio

Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!

Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
Edgartown
9.8 out of 10, Exceptional, (16 reviews)
"Overall great experience"
United States
Scott P.
The price is HK$5,537
HK$8,321 total
includes taxes & fees
21 Mar - 22 Mar
Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (91 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is HK$2,351
HK$4,871 total
includes taxes & fees
20 Mar - 21 Mar
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Interior

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
Falmouth
8.2 out of 10, Very good, (24 reviews)
"Wonderful stay, had everything we needed, Joy was very receptive to our messages. Thanks so much!"
United States
Alex K.
The price is HK$1,168
HK$2,198 total
includes taxes & fees
20 Mar - 21 Mar
Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
Exterior

Nantucket - edge of town

Nantucket - edge of town
Nantucket
9.6 out of 10, Exceptional, (88 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
The price is HK$1,858
HK$4,342 total
includes taxes & fees
5 Apr - 6 Apr
Nantucket - edge of town
Beach nearby, sun-loungers, beach towels

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

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Nantucket Town
10.0 out of 10, Exceptional, (178 reviews)
"Beautiful, clean accommodations. In a great neighborhood. Would definitely stay again."
United States
Amy L.
The price is HK$12,325
HK$17,654 total
includes taxes & fees
31 Mar - 1 Apr
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Exterior

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is HK$1,411
HK$3,893 total
includes taxes & fees
24 Mar - 25 Mar
Falmouth Oasis
Interior

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, (212 reviews)
"This beautiful well-appointed home was the perfect spot for a girlfriend’s getaway. Walkable to the shops and restaurants, nice big rooms for chats, and a great kitchen island to congregate around for breakfast. We loved our time here!"
United States
Annemarie G.
The price is HK$1,035
HK$3,561 total
includes taxes & fees
22 Mar - 23 Mar
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Interior

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"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."
United States
Swathanthra M.
The price is HK$4,311
HK$9,499 total
includes taxes & fees
21 Mar - 22 Mar
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Interior

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (88 reviews)
"The location of this property cannot be beat! Our second time staying here."
United States
Ashley S.
The price is HK$2,116
HK$3,905 total
includes taxes & fees
20 Mar - 21 Mar
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Fridge, microwave, oven, stovetop

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (31 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is HK$3,919
HK$7,679 total
includes taxes & fees
20 Mar - 21 Mar
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Smart TV

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
The price is HK$1,133
HK$3,503 total
includes taxes & fees
22 Mar - 23 Mar
Entire Hyannis Home - Near Downtown & Beaches
Interior

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Exterior

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

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "
United States
Jennifer T.
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
TV, fireplace, books

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.4 out of 10, Exceptional, (3 reviews)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
The price is HK$2,743
HK$7,004 total
includes taxes & fees
21 Mar - 22 Mar
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Beach

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Barnstable
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "
United States
Jim C.
The price is HK$2,069
HK$5,221 total
includes taxes & fees
20 Mar - 21 Mar
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Interior

Summer 2026 Perfection!

Summer 2026 Perfection!
Barnstable
The price is HK$3,135
HK$4,055 total
includes taxes & fees
20 Mar - 21 Mar
Summer 2026 Perfection!
Terrace/patio

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood
Oak Bluffs
9.4 out of 10, Exceptional, (43 reviews)
"Perfectly situated!"
United States
Damani B.
The price is HK$2,351
HK$5,253 total
includes taxes & fees
25 Mar - 26 Mar
Oak Bluffs - Quiet neighborhood
Lounge

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is HK$3,135
HK$4,528 total
includes taxes & fees
31 Mar - 1 Apr
Sal's Place
Beach

Secluded-Entire 2nd floor Suite with Private Bath

Secluded-Entire 2nd floor Suite with Private Bath
Barnstable
10.0 out of 10, Exceptional, (1 review)
"Great, very close to downtown hyannis. Charming and a nice owner. "
United States
sam s.
The price is HK$1,270
HK$2,036 total
includes taxes & fees
17 Apr - 18 Apr
Secluded-Entire 2nd floor Suite with Private Bath
Property grounds

Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"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. "
United States
Hunter W.
The price is HK$2,632
HK$4,662 total
includes taxes & fees
20 Mar - 21 Mar
Hyannis Hideaway in Cape Cod
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

Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Very nice stay, however the bed was very hard, and the pillows were too soft."
Steven 1-night trip
Posted 3 hours ago
Hyannis Harbor Hotel

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