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Next weekend
25 Jul - 27 Jul
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15 Aug - 17 Aug
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12 Sept - 14 Sept

Browse Select Kent Island Cottages

6 Mi to Dtwn: Family-friendly Home in Annapolis!
Enjoy cooking in this well-equipped kitchen with a central island, bar stools, and stainless steel appliances.

6 Mi to Dtwn: Family-friendly Home in Annapolis!

3.0 star property
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
Relax in a spacious living area with a sofa, coffee table, and wicker basket, featuring a kitchen with stainless steel appliances and a granite countertop.

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

3.0 star property
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
Tilghman Island Retreat By Knapps Narrows!
House (2 Bedrooms) | Interior

Tilghman Island Retreat By Knapps Narrows!

3.0 star property
Tilghman Island Retreat By Knapps Narrows!
2 Mi to Sandy Point State Park: Home w/ Deck!
Enjoy cooking in this well-equipped kitchen with an oven, stainless steel refrigerator, and large island with a sink.

2 Mi to Sandy Point State Park: Home w/ Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was clean and nice. The beds choices were comfortable and keyless checkin was convenient. "
2 Mi to Sandy Point State Park: Home w/ Deck!
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Relax under a thatched umbrella in a serene outdoor setting surrounded by lush greenery.

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

3.0 star property
8.0 out of 10, Very good, (2)
"The water is well water and it stinks, water treatment could improve that. This is more in the woods than beachy. In a rundown area. Get some Damprid to cut down on musty smell. Cute decor."
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Pet-friendly Annapolis Home: Walk to Beach!
Enjoy a serene beach experience with a natural breakwater leading into calm waters.

Pet-friendly Annapolis Home: Walk to Beach!

3.0 star property
Pet-friendly Annapolis Home: Walk to Beach!
Annapolis Home Near Beach & Quiet Waters Park!
Relax on the porch with a fire pit and outdoor seating.

Annapolis Home Near Beach & Quiet Waters Park!

3.0 star property
Annapolis Home Near Beach & Quiet Waters Park!
Bayfront Maryland Retreat w/ Deck, Near Beaches!
Charming single-story home with a front porch and garden area, surrounded by a fence and trees.

Bayfront Maryland Retreat w/ Deck, Near Beaches!

3.0 star property
Bayfront Maryland Retreat w/ Deck, Near Beaches!
Waterfront North Beach Home ~ 2 Mi to Beach!
House (2 Bedrooms) | Interior

Waterfront North Beach Home ~ 2 Mi to Beach!

3.0 star property
Waterfront North Beach Home ~ 2 Mi to Beach!
North Beach Cottage - Walk to Chesapeake Bay
Enjoy a game of pool with a view of the backyard from the large windows.

North Beach Cottage - Walk to Chesapeake Bay

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house condition was very cleran,beautiful. we appreciate the house owner's guidance&help. we made very good memories!"
North Beach Cottage - Walk to Chesapeake Bay
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
House (4 Bedrooms) | Interior

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

3.0 star property
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Waterfront Annapolis Home: Fire Pit & Fishing Pier
House (3 Bedrooms) | Interior

Waterfront Annapolis Home: Fire Pit & Fishing Pier

3.0 star property
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Grasonville Home w/ Private Pool on the Water
Relax by the serene pool overlooking the lake and enjoy the tranquil atmosphere.

Grasonville Home w/ Private Pool on the Water

3.0 star property
Grasonville Home w/ Private Pool on the Water
Updated North Beach Cottage: Pet Friendly!
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and dishwasher.

Updated North Beach Cottage: Pet Friendly!

3.0 star property
6.0 out of 10, (1)
"The property needs a severe cleaning. The floors were filthy. "
Updated North Beach Cottage: Pet Friendly!
Secluded Lothian Farmhouse on 45 Acres w/ Fire Pit
Enjoy outdoor dining and socializing in this serene garden setting, complete with a covered deck and comfortable seating.

Secluded Lothian Farmhouse on 45 Acres w/ Fire Pit

3.0 star property
Secluded Lothian Farmhouse on 45 Acres w/ Fire Pit
Sunny Glen Burnie Home - On-site Water Access
Relax on the covered porch with a comfortable wicker chair and enjoy the view.

Sunny Glen Burnie Home - On-site Water Access

3.0 star property
Sunny Glen Burnie Home - On-site Water Access
Baltimore Area Vacation Rental w/ Deck!
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and refrigerator.

Baltimore Area Vacation Rental w/ Deck!

3.0 star property
Baltimore Area Vacation Rental w/ Deck!
Eastern Shore Getaway: Walk to Tolchester Marina!
House (5 Bedrooms) | Private kitchen | Microwave, high chair, cookware/dishes/utensils

Eastern Shore Getaway: Walk to Tolchester Marina!

3.0 star property
Eastern Shore Getaway: Walk to Tolchester Marina!
Water-view Deale Home: Walk to Marina, Restaurants
House (5 Bedrooms) | Interior

Water-view Deale Home: Walk to Marina, Restaurants

3.0 star property
Water-view Deale Home: Walk to Marina, Restaurants
Rock Hall Retreat w/ Balcony Near Park & Marina!
Relax on the covered deck with Adirondack chairs and a small table, perfect for outdoor dining or unwinding.

Rock Hall Retreat w/ Balcony Near Park & Marina!

3.0 star property
Rock Hall Retreat w/ Balcony Near Park & Marina!
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.
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Top Kent Island Hotel Reviews

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

10/10 Excellent
"It’s a long but not bad walk to the naval academy."
Blaine 2-night trip
Posted 21 hours ago
Fairfield Inn & Suites By Marriott Annapolis