Photo by Jennifer Crim

Find Dog-Friendly Hotels in Kent Island, MD

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Kent Island Pet-Friendly Hotels

Top Kent Island Pet-Friendly Hotels

Our top choices for 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, (413)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is £205
includes taxes & fees
1 Sept - 2 Sept
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)
"This exceptional property was our best homestay experience yet across several states and countries. The unit has so many customized features that make it stand out, from the fire pit (fire already built) and sauna (water bucket already filled) to the kitchen and bedrooms, where no detail has been missed. The owners were extremely proactive and responsive throughout our stay, and we look forward to booking again soon. "
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, (39)
"Just perfect for a 4 night stay."
Chesapeake Houseboat Getaway on Kent Island, Maryland
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, (56)
"Great and comfortable stay! Beautiful historic house and property Owners were so friendly and helpful"
Circa 1700 Chesapeake Colonial home on the National Register.
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
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
Waterfront House: Hot Tub, Fire Pit, & Views
Outdoor dining

Waterfront House: Hot Tub, Fire Pit, & Views

9.4 out of 10, Exceptional, (3)
"Our stay was great! The convenience to nearby restaurants and stores worked really well for oir quick weekend trip! "
Waterfront House: Hot Tub, Fire Pit, & Views
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

Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"Very nice property new rooms "
June 3-night trip
Posted 2 days ago
Best Western Annapolis

Explore a world of travel with Expedia

Explore a world of travel with Expedia