Photo by Jennifer Crim

Adventure Sport Hotels & Resorts in Kent Island from NZ$272

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
  • Be picky

    Search almost a million properties worldwide

Check availability on Kent Island Adventure Sport Hotels

This weekend
Next weekend

Our top choices for Kent Island adventure hotels

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is NZ$286
includes taxes & fees
28 Dec - 29 Dec
Kent Island Resort

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (842)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NZ$337
includes taxes & fees
6 Jan - 7 Jan 2026
The Tidewater Inn

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108)
"Amazing and neat and very private "
United States
Alexander M.
The price is NZ$272
includes taxes & fees
5 Jan - 6 Jan 2026
First Floor Studio Apartment in Historic Chestertown

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (86)
"The kindest most sweetest checkin"
United States
Nicole
Hummingbird Inn

Charming Pet-Friendly Stay - Near Bay & Beaches.

Charming Pet-Friendly Stay - Near Bay & Beaches.
Annapolis
10.0 out of 10, Exceptional, (6)
"Very clean and very convenient location for our trip. "
United States
Greg S.
The price is NZ$964
includes taxes & fees
5 Jan - 6 Jan 2026
Charming Pet-Friendly Stay - Near Bay & Beaches.

HGTV quality, private guest suite, country getaway with hot tub & fire pit

HGTV quality, private guest suite, country getaway with hot tub & fire pit
Centreville
10.0 out of 10, Exceptional, (8)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is NZ$763
includes taxes & fees
5 Jan - 6 Jan 2026
HGTV quality, private guest suite, country getaway with hot tub & fire pit

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Homewood
10.0 out of 10, Exceptional, (19)
"Very convenient! We really enjoyed our stay and the hosts were very accommodating! "
United States
Susan Y.
The price is NZ$560
includes taxes & fees
1 Jan - 2 Jan 2026
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.8 out of 10, Exceptional, (11)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is NZ$920
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (72)
"Great location!"
United States
Burton S.
The price is NZ$605
includes taxes & fees
20 Jan - 21 Jan 2026
Cozy 2br home w/ parking in downtown Annapolis

2BR, 1BA Boutique Brick Beauty located in historic Eastport.

2BR, 1BA Boutique Brick Beauty located in historic Eastport.
Eastport
The price is NZ$748
includes taxes & fees
4 Jan - 5 Jan 2026
2BR, 1BA Boutique Brick Beauty located in historic Eastport.
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.

Top Kent Island Hotel Reviews

Explore a world of travel with Expedia