Photo by Jennifer Crim
Book a Kent Island Cottage
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Featured Cottages in Kent Island

The Heron's Nest at Atlantic Marina
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (294)

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
10.0 out of 10, Exceptional, (49)

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
10.0 out of 10, Exceptional, (90)

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
9.8 out of 10, Exceptional, (183)

"Point of View" Waterfront cottage with panoramic views on Tilghman Island
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
10.0 out of 10, Exceptional, (11)

Waterfront property with private boat ramp and new dock!
Waterfront property with private boat ramp and new dock!
9.6 out of 10, Exceptional, (9)

Updated North Beach Cottage: Pet Friendly!
Updated North Beach Cottage: Pet Friendly!
10.0 out of 10, Exceptional, (16)

Perfect location for USNA Commissioning Week
Perfect location for USNA Commissioning Week
10.0 out of 10, Exceptional, (83)
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.
Save an average of 15% on thousands of hotels when you're signed in
Find out more about Kent Island
Find out more about Kent Island
Kent Island Cottages information
Number of reviews | 1,372 |
---|---|
Accommodation | 101 Cottages |
Lowest Price | |
Highest Price |
Recent Reviews in Kent Island
Recent Reviews in Kent Island

Annapolis Waterfront Hotel, Autograph Collection
5/5 Excellent
"The hotel offers a breathtaking view of the water. The room was clean, spacious, and comfortable. I found the staff to be attentive, friendly, and knowledgeable. They provided information regarding great places to eat and things to do. There is a wonderful yacht cruise that departs directly behind the hotel. Annapolis Waterfront Hotel, Autograph Collection is a walkable distance from the downtown attractions, including the Annapolis Naval Academy. Enjoy!"
A verified traveller stayed at Annapolis Waterfront Hotel, Autograph Collection
Posted 2 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More accommodation types in Kent Island
- Holiday Homes in Kent Island
- Apartments in Kent Island
- Condo Rentals in Kent Island
- B&B in Kent Island
- Houseboats in Kent Island
- Motels in Kent Island
- Guest Houses in Kent Island
- Farmstay in Kent Island
- Inns in Kent Island
- Villas in Kent Island
- Serviced Apartments in Kent Island
- Cabin Rentals in Kent Island
- Lodges in Kent Island
- Hotels
All Accommodation Types
Be inspired: Top Cottages destinations in 2025
- Russell Cottages
- Cottages in New Zealand
- Christchurch Cottages
- Akaroa Harbour Cottages
- Cottages in France
- Kaikoura Cottages
- Rotorua Cottages
- Hawke's Bay Cottages
- Queenstown Cottages
- Kumeu Cottages
- Martinborough Cottages
- Bali Cottages
- Rarotonga Cottages
- Devon Cottages
- Auckland Cottages
- Kerikeri Cottages
- Wanaka Cottages
- Cottages in England
- Cottages in United Kingdom
- Cottages in Wales
More ways to book
Expedia's Latest Trends
Hotels
Cars
Activities