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Kent Island vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Kent Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Home in Stevensville
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Enjoy your vacation in this Stylish Coastal-Country 3+ Bedroom Home w/3 acres of outdoor living! Perfect for Families & sleeps 14. We are conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets, Parties or Large Groups (14 max.). Book Today!
$135 per night
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Home in Stevensville
Relax on Kent Island in 3 Bedroom Home w/Waterview
Enjoy your vacation in this Beautiful & Stylish 3 Bedroom Home with a view of the Chesapeake Bay from living room & kitchen! Perfect for Families & sleeps 11. We are conveniently located to many areas/cities: Annapolis- 20 miles Baltimore- 45 Wash. DC- 50 Easton- 35 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions. This is a Non-Smoking House. Also No Pets, Parties or Large Groups (11 max.). Book Today!
$72 per night
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Rental unit in Chester
Cozy Waterfront Apartment on Kent Island
*We live on the property* Hello travelers!! Looking for a cozy & comfortable place to stay on Kent Island? Come enjoy this clean & beautifully renovated apartment above our family home, overlooking Cox Creek. This apt. Is built above our garage. Private entrance on the side of our house (20 steep steps up). 1 bedroom, queen bed. Plus an easy to assemble blow up air mattress to sleep an additional two. WiFi included. Private porch to sit & enjoy beautiful water views!
$88 per night
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Kent Island house rentals

Home in Grasonville
River Front, Private Single Family Home
$242 per night
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Private room in Annapolis
Chesapeake Mornings
$50 per night
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Home in Chester
Waterfront Farmhouse Meets Modern Luxury
$485 per night
Home in Stevensville
Cheerful & Spacious Shore Life Beauty!
$175 per night
Home in Chester
Waterfront Paradise to Work or Rest
$320 per night
Home in Stevensville
New! Stylish downtown home w/awesome outdoor area!
$154 per night
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Home in Stevensville
Beautiful Kent Island Getaway with Pool
$450 per night
Home in Annapolis
Annapolis Water front Home Quiet Getaway - Retreat
$169 per night
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Private room in Chester
Kent Island Waterfront Suite I
$190 per night
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Private room in Chester
Peaceful Waterfront retreat for Rest & Relaxation
$147 per night
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Home in Stevensville
The Kent Island House
$225 per night
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Home in Annapolis
Crabtown Casa
$141 per night
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