Photo by Jennifer Crim

Pet Friendly Hotels & Resorts in Kent Island from NZ$465

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Kent Island Pet Friendly Hotels

Best Kent Island Pet Friendly Hotels

The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
The price is NZ$465
includes taxes & fees
25 Aug - 26 Aug
The Inn at Chesapeake Bay Beach Club
Floating 2 bed 2 bath condo stunning views of the bay
Marina

Floating 2 bed 2 bath condo stunning views of the bay

2.0 star property
6.8 out of 10, (5)
"Next time we will wait until its a little warmer! Safe and clean marina. Great views! Peaceful and quiet. "
Floating 2 bed 2 bath condo stunning views of the bay
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Interior

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

10.0 out of 10, Exceptional, (51)
"Beautiful home with LOTS of attention to detail. The backyard was a beautiful oasis and we LOVED the “swing bed” on the screened-in porch. Mark and Karen add lots of fine touches to make your stay special. Plenty of room for two, cozy for four, and comfortable for four legged friends with the fenced in back yard. Quiet and private with a short 10 minute drive to town. Can’t wait to return!"
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Chesapeake Houseboat Getaway on Kent Island, Maryland
Marina

Chesapeake Houseboat Getaway on Kent Island, Maryland

9.8 out of 10, Exceptional, (37)
"Just perfect for a 4 night stay."
Chesapeake Houseboat Getaway on Kent Island, Maryland
Kent Island Waterfront Cottage
Fridge, microwave, oven, stovetop

Kent Island Waterfront Cottage

8.8 out of 10, Excellent, (11)
"Enjoyed fishing at the pier and sitting on the porch"
Kent Island Waterfront Cottage
Circa 1700 Chesapeake Colonial home on the National Register.
Exterior

Circa 1700 Chesapeake Colonial home on the National Register.

9.8 out of 10, Exceptional, (55)
"Great and comfortable stay! Beautiful historic house and property Owners were so friendly and helpful"
Circa 1700 Chesapeake Colonial home on the National Register.
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Outdoor dining

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (190)
"We all had wonderful stay at Love point! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails
Exterior

Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails

10.0 out of 10, Exceptional, (1)
"We stayed at Kim’s place for the weekend as a group of three couples and a baby. The home is brand new and has such a fun living space with a spacious family room, large dining table and kitchen, and even a pool table. Kim was very helpful with providing rental companies that delivered baby gear to the house. The house is also conveniently located and we were able to get ubers to kent narrows which was only about a 10 minute drive. We loved it and will be back again!"
Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails
Kent Island Waterfront | Pool | Stunning View
Dining

Kent Island Waterfront | Pool | Stunning View

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a fantastic long weekend at this charming house on the Chesapeake Bay. The property was perfect for our small family, including our almost 2-year-old and our dog. The house was spacious yet cozy, with a well-equipped kitchen and an enclosed yard for our child to play and our dog to roam. The nearby waterfront offered beautiful views, making it easy to entertain our little one and enjoy some relaxing moments. The peaceful setting and thoughtful amenities made our stay enjoyable and...
Kent Island Waterfront | Pool | Stunning View
Spacious multi-level waterfront home with private pier and dog-friendly at A Shore Thing
Exterior

Spacious multi-level waterfront home with private pier and dog-friendly at A Shore Thing

10.0 out of 10, Exceptional, (27)
"The property was described accurately. The property was clean and functional. The environment was peaceful and we enjoyed our stay. We look forward to returning soon."
Spacious multi-level waterfront home with private pier and dog-friendly at A Shore Thing
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

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Front check in was super quick and friendly. Spent a day at the pool which was clean and refreshing. Very close to downtown St Michael. Rooms were clean and comfortable "
Christopher 1-night trip
Posted 1 day ago
St Michaels Inn