Photo by Jason Kennedy

Find Hotels with a Pool in Chappaquiddick Island, MA

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 availability on Chappaquiddick Island Hotels with a Pool

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Chappaquiddick Island hotels with a pool

Private beach nearby, beach bar
The Club at New Seabury

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (340)
"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 Club at New Seabury
Indoor pool, seasonal outdoor pool
Hyannis Harbor Hotel

Hyannis Harbor Hotel

Hyannis Harbor Hotel
3.5 star property
Hyannis
8.0 out of 10, Very Good, (1000)
"Amazing place "
United States
Mounir
The price is ₩184,612
₩270,948 total
includes taxes & fees
Dec 23 - Dec 24
Hyannis Harbor Hotel
Aerial view
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging
3.0 star property
Hyannis
9.4 out of 10, Exceptional, (1001)
"Staff member Sandy very congenial when we checked in. Laid back atmosphere (early December). Will consider for future Hyannis stay."
United States
Lawrence
The price is ₩206,110
₩278,163 total
includes taxes & fees
Dec 23 - Dec 24
Anchor In Distinctive Waterfront Lodging
Indoor pool
Iris Hotel Cape Cod

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.4 out of 10, Very Good, (157)
"great bedroom "
United States
Jessica
The price is ₩144,941
₩165,884 total
includes taxes & fees
Dec 23 - Dec 24
Iris Hotel Cape Cod
Indoor pool
Courtyard Resort

Courtyard Resort

Courtyard Resort
2.0 star property
Hyannis
8.2 out of 10, Very Good, (46)
"Clean and inexpensive"
United States
Robert
The price is ₩161,046
₩184,318 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard Resort
Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers
Hyannis Plaza Hotel

Hyannis Plaza Hotel

Hyannis Plaza Hotel
2.5 star property
Hyannis
7.0 out of 10, Good, (973)
"good stay for night"
United States
David
The price is ₩107,546
₩137,862 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Hyannis Plaza Hotel
Indoor pool
Inn on the Square

Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.6 out of 10, Excellent, (1002)
"Great location Comfortable beds Reasonably price "
United States
Thomas
The price is ₩168,133
₩226,973 total
includes taxes & fees
Dec 23 - Dec 24
Inn on the Square
Indoor pool, seasonal outdoor pool
Admiralty Inn & Suites - a Red Collection Hotel

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, (367)
"Short overnight stay. Big clean rooms and comfortable beds. "
United States
Lisa
The price is ₩147,588
₩186,645 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Admiralty Inn & Suites - a Red Collection Hotel
Indoor pool, pool umbrellas, sun loungers
Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod
2.5 star property
Hyannis
8.0 out of 10, Very Good, (1005)
"Nice hotel had a perfect stay"
United States
David
The price is ₩144,942
₩165,887 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Inn Hyannis - Cape Cod
Aerial view
Harbor View Hotel

Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1000)
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel
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

Top Chappaquiddick Island Hotel Reviews

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"The Mansion House was a lovely stay. Style, class, cleanlines…The Mansion House almost was perfect. 2 things not so much but minor. The thermostat in the room was strange. Very drafty in the room. The continental breakfast for the Mansion House was very stingy. I would have loved plain oatmeal with fresh blueberries but all they had was the sugar filled kids oatmeal. The eggs were cold hard boiled served over ice. Not so much. Other than that, the Mansion House was wonderful. "
Margie 3-night trip
Posted 7 days ago
Mansion House Inn And Spa