Kent Island House Rentals
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47 rentals in Kent Island.
Island Life! Kent Island Waterfront with Pool-Bring your boat!
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Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly
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Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View
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25-50% Off~Private Beach~Hot Tub~Fire Table~
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New! Stylish downtown home w/awesome outdoor area!
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Bayou on the Bay
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Renovated Rancher on Kent Island near Chesapeake Bay Bridge
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!
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4 KING Bedrooms on the Waterfront- FREE Kent Island Sunsets- Near Wedding Venues
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Vacation Rental House
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LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Chesapeake Bay Waterfront ARTectural Home
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Kent Island Waterfront | Private Dock | Pool | Outdoor Dining | Stunning View
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BEST Exposure on the Bay for SUNSETS with Pool, Dock & Spa
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Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
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Beautiful Chesapeake Bay Views -pet friendly
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New rates! Kent Island House with Pool and Bay Views!
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Three Decks overlook Marina basin and views of the Chesapeake and Eastern Bays
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Kent Island - Gorgeous Waterfront Home
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Chic 3 BR / 2 BA Cottage Near Chesapeake Bay
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Room for an Island getaway
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Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
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Chessie Cottage-Chesapeake Bay Great views from easy single floor living!
Rental Home
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Waterfront on Kent Island
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❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
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240' Private Beachfront *Kent Island Love Point - Great for Large Groups
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Caribbean HEATED POOL Home near Matapeake Beach!
Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Luxurious Waterfront Kent Island Home 30 miles from Annapolis
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Kent Island Waterfront | Pool | Stunning View
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Kent Island Waterfront | New Construction | Pool | Hot Tub | Stunning View | Lux
Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Waterfront home with private pier and dog-friendly at A Shore Thing
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Second Floor Bed and Bath in Stevensville, MD
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Charming 3 Bedroom 3 Bath Beach Front Property
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Relax on Kent Island in 3 Bedroom Home w/Waterview
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Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
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Kent Island Luxury Waterfront
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Luxurious 24-Bedroom Mansion Retreat complete with private pool & public dining.
Rental Home
24 bedrooms
24 bathrooms
Sleeps 50
Match: Sleeps, Vacation Rental House
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One-level waterfront home with beach and views all the way to the Bay Bridge
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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DOLCE VIDA -KENT ISLAND HOME WITH POOL AND OCEAN VIEW-sleeps 8-10-PETS ALLOWED.
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Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
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Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
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Waterfront Sunset Bayview: sleeps 6
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Perfect getaway, waterfront townhouse on Chesepeake Bay, Kent Island, Maryland
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Away at the Bay: New Home on the Chesapeake Bay!
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Private pier at Waterfront Kent Island home on the Bay with Hot Tub (Open!)
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Paradise on Kent Island
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Circa 1700 Chesapeake Colonial home on the National Register.
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The following properties match some of your filters:
Waterfront Getaway - View of bay from your bed
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Waterfront Apartment Chester, MD
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Serene Waterfront Apartment on Kent Island
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