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Kent Island Holiday Rentals

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17 rentals in Kent Island.
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240' Private Beachfront *Kent Island Love Point-Reunions/Rehearsal Dinners, holiday rental in Kent Island

240' Private Beachfront *Kent Island Love Point-Reunions/Rehearsal Dinners

5 bedrooms
5 bathrooms
Sleeps 26
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Stunning Views of the Bay - Waterfront, holiday rental in Kent Island

Stunning Views of the Bay - Waterfront

3 bedrooms
4 bathrooms
Sleeps 10
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Private Waterfront Retreat, holiday rental in Kent Island

Private Waterfront Retreat

3 bedrooms
3 bathrooms
Sleeps 12
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ADULT ONLY! Magnificent Waterfront Cottage on 5 Acres, holiday rental in Kent Island

ADULT ONLY! Magnificent Waterfront Cottage on 5 Acres

2 bedrooms
2 bathrooms
Sleeps 6
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Enhanced Cleaning & Disinfecting. Private Beach Volleyball Court. Walk to Beach., holiday rental in Kent Island

Enhanced Cleaning & Disinfecting. Private Beach Volleyball Court. Walk to Beach.

4 bedrooms
3 bathrooms
Sleeps 12
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The Winehouse at Love Point Vineyards and Winery, holiday rental in Kent Island

The Winehouse at Love Point Vineyards and Winery

6 bedrooms
3 bathrooms
Sleeps 14
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Holiday on the Bay, Kent Island Beach House, holiday rental in Kent Island

Holiday on the Bay, Kent Island Beach House

4 bedrooms
2 bathrooms
Sleeps 10
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Enhanced Cleaning and Disinfecting. Million$ Chesapeake Bay Sunsets by the Bay., holiday rental in Kent Island

Enhanced Cleaning and Disinfecting. Million$ Chesapeake Bay Sunsets by the Bay.

4 bedrooms
2 bathrooms
Sleeps 8
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Cape Cod Bed and Bath, holiday rental in Kent Island

Cape Cod Bed and Bath

1 bedroom
1 bathroom
Sleeps 2
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KI Golf House-A PAR for the Course & Mile to Beach, holiday rental in Kent Island

KI Golf House-A PAR for the Course & Mile to Beach

4 bedrooms
3 bathrooms
Sleeps 10
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Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets), holiday rental in Kent Island

Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets)

4 bedrooms
2 bathrooms
Sleeps 8
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KENT ISLAND-OCEAN VIEW Home for rent  -4 bedrooms EASTERN SHORE sleeps 10-12, holiday rental in Kent Island

KENT ISLAND-OCEAN VIEW Home for rent -4 bedrooms EASTERN SHORE sleeps 10-12

4 bedrooms
3 bathrooms
Sleeps 10
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Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!, holiday rental in Kent Island

Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!

4 bedrooms
3 bathrooms
Sleeps 12
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Kent Island Beach House II:Chesapeake Bay Fisherman's Village at Kentmorr Marina, holiday rental in Kent Island

Kent Island Beach House II:Chesapeake Bay Fisherman's Village at Kentmorr Marina

4 bedrooms
2 bathrooms
Sleeps 12
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Serene Waterfront Apartment on Kent Island, holiday rental in Kent Island

Serene Waterfront Apartment on Kent Island

1 bedroom
1 bathroom
Sleeps 2
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Chesapeake Bay Waterfront ARTectural Home, holiday rental in Kent Island

Chesapeake Bay Waterfront ARTectural Home

3 bedrooms
5 bathrooms
Sleeps 10
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Newly Listed - Charming Farmhouse in the heart of Stevensville Historic Village, holiday rental in Kent Island

Newly Listed - Charming Farmhouse in the heart of Stevensville Historic Village

3 bedrooms
2 bathrooms
Sleeps 6
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