Photo by Jason Kennedy

Search Villas in Chappaquiddick Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Featured Villas in Chappaquiddick Island and around

No exact matches found, but these alternatives could be just right

Recommended hotels in Chappaquiddick Island

Aerial view
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3.0 star property
Hyannis
9.4 out of 10, Exceptional, (1005)
"Beautiful quaint hotel, with a nice view of the water. The place has a pool, a fire pit and nice spacious rooms. Would stay again. "
United States
Alberto
The price is €136
includes taxes & fees
1 Dec - 2 Dec
Anchor In Distinctive Waterfront Lodging
Reception
AutoCamp Cape Cod

AutoCamp Cape Cod

4.0 star property
Falmouth
9.4 out of 10, Exceptional, (300)
"Overall we enjoyed our stay.. "
United States
Mardia
The price is €189
includes taxes & fees
30 Dec - 31 Dec
AutoCamp Cape Cod
Terrace/patio
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3.0 star property
Falmouth
8.6 out of 10, Excellent, (154)
"great bedroom "
United States
Jessica
The price is €73
includes taxes & fees
11 Dec - 12 Dec
Iris Hotel Cape Cod
Garden
Martin House Inn

Martin House Inn

3.5 star property
Nantucket Town
9.2 out of 10, Wonderful, (242)
"Excellent! "
United States
Timothy
Martin House Inn
Indoor pool, seasonal outdoor pool
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 star property
North Falmouth
8.0 out of 10, Very good, (240)
"The room was very clean and the staff was friendly. It is our go to anniversary spot. "
United States
Marci
The price is €155
includes taxes & fees
18 Dec - 19 Dec
Sea Crest Beach Resort
Front of property
Frederick William House

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (292)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is €144
includes taxes & fees
1 Dec - 2 Dec
Frederick William House
Front of property – evening/night
Jared Coffin House

Jared Coffin House

4.0 star property
Nantucket Town
9.2 out of 10, Wonderful, (870)
"Right downtown, historic charm and friendly staff!"
United States
Will
The price is €178
includes taxes & fees
8 Dec - 9 Dec
Jared Coffin House
Deluxe Room, 2 Queen Beds, Pool View
Hyannis Harbor Hotel

Hyannis Harbor Hotel

3.5 star property
Hyannis
8.0 out of 10, Very good, (1009)
"Very clean, staff friendly and all amenities were great!"
United States
Joao
The price is €158
includes taxes & fees
1 Dec - 2 Dec
Hyannis Harbor Hotel
Terrace/patio
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1004)
"My wife and I loved our stay here. "
United States
Keith
The price is €180
includes taxes & fees
1 Dec - 2 Dec
Mansion House Inn And Spa
Exterior
Courtyard Resort

Courtyard Resort

2.0 star property
Hyannis
8.0 out of 10, Very good, (38)
"Staff extremely helpful, pleasant. Rooms clean, pool terrific. "
United States
katherine
The price is €108
includes taxes & fees
1 Dec - 2 Dec
Courtyard Resort
Seasonal outdoor pool
The Beachside

The Beachside

4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (252)
"Clean, beautiful property with welcoming and nice staff. "
United States
Marilyn
The Beachside
Veranda Harborview King with Balcony | View from room
Nantucket Resort Collection

Nantucket Resort Collection

4.0 star property
Nantucket Town
9.0 out of 10, Wonderful, (372)
"So cozy , great location - right in town , comfy bed and sheets and great breakfast spread "
United States
Kathryn
The price is €134
includes taxes & fees
1 Dec - 2 Dec
Nantucket Resort Collection
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas
The Club at New Seabury

The Club at New Seabury

3.5 star property
Mashpee
9.0 out of 10, Wonderful, (338)
"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 "
United States
Jose O.
The price is €145
includes taxes & fees
1 Dec - 2 Dec
The Club at New Seabury
Exterior
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

3.0 star property
East Falmouth
8.8 out of 10, Excellent, (358)
"Rooms and property very clean. Very good breakfast "
United States
Roderick
The price is €113
includes taxes & fees
3 Dec - 4 Dec
Admiralty Inn & Suites - a Red Collection Hotel
Exterior
Centerboard

Centerboard

2.0 star property
Nantucket Town
9.8 out of 10, Exceptional, (104)
"Place was beautiful, will definitely go back again"
United States
James
Centerboard
Terrace/patio
The Coonamessett

The Coonamessett

3.5 star property
Falmouth
8.8 out of 10, Excellent, (596)
"Clean room, comfy bed, excellent breakfast choices, convenient free parking-highly recommend!"
United States
CARMEN
The price is €84
includes taxes & fees
21 Dec - 22 Dec
The Coonamessett
Courtyard
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (607)
"Love the stay, w I’ll definitely stay again!"
United States
Jerrick
The price is €132
includes taxes & fees
10 Dec - 11 Dec
Vineyard Harbor Motel - Private Beach
Exterior
Inn on the Square

Inn on the Square

3.5 star property
Falmouth
8.6 out of 10, Excellent, (1012)
"Great location!"
United States
John
The price is €132
includes taxes & fees
1 Dec - 2 Dec
Inn on the Square
Miscellaneous
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

3.0 star property
Edgartown
8.4 out of 10, Very good, (593)
"Super comfortable bed and great linens and towels. Quiet and next door to grocery store. "
United States
mary
The price is €165
includes taxes & fees
21 Dec - 22 Dec
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
Exterior
Cliff Lodge

Cliff Lodge

3.0 star property
Nantucket Town
9.2 out of 10, Wonderful, (152)
"Very friendly staff and excellent location."
United States
Matthew
The price is €111
includes taxes & fees
1 Dec - 2 Dec
Cliff Lodge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chappaquiddick Island Hotel Reviews

The Coonamessett

The Coonamessett

10/10 Excellent
"Staff was fantastic. The food was plentiful and delicious. Our room was big, bright, and clean."
Susan 1-night trip
Posted 2 days ago
The Coonamessett

Find out more about Chappaquiddick Island

Chappaquiddick Island Villas information

Number of reviews
9,515
Accommodation
2 Villas
Lowest Price
€73
Highest Price
€189

Frequently asked questions

Why book your villa in Chappaquiddick Island with Expedia?
Expedia makes it simple to find your ideal villa in Chappaquiddick Island. Travelling with the family? Make use of our filters to search for stays with amenities like WiFi and a pool. If you have a fixed budget, choose how much you want to spend and the star rating of the property. We'll help you find the right stay that gels with your style and taste.
How can I find cheap villas in Chappaquiddick Island?
A wonderful way to score cheap villas in Chappaquiddick Island is with Expedia's convenient filter tool. Narrow down your search by star rating, budget and amenities to nab unbeatable prices in just a few keystrokes.

Explore a world of travel with Expedia