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Kent County pet-friendly rentals

We found 108 pet-friendly rentals — enter your dates for availability

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September 2025

October 2025

Explore Kent County pet-friendly rentals

Betterton Beachhouse - historic Buena Vista, overlooking the Chesapeake Bay

Premier Host

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Sleeps 10 · 5 bedrooms · 2+ bathrooms

Premier Host

Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities

Sleeps 8 · 3 bedrooms · 3 bathrooms

Large deck off the back of the house with lots of seating, beautiful views.

Premier Host

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Sleeps 8 · 2 bedrooms · 2 bathrooms

EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home

Sleeps 11 · 6 bedrooms · 2 bathrooms

Find spaces that suit your style

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Pet-friendly Rentals in Kent County

Pet-friendly Rentals in Chestertown

Pet-friendly Rentals in Millington

Pet-friendly Rentals in Still Pond

Pet-friendly Rentals in Kennedyville

Pet-friendly Rentals in Betterton

Pet-friendly Rentals in Galena

Pet-friendly Rentals in Worton

Pet-friendly Rentals in Massey

Holiday Rental options in Kent County

Family-friendly holiday rentals in Kent County

Mountain holiday rentals in Kent County

Ski holiday rentals in Kent County

Holiday rentals with spa pool in Kent County

Oceanfront holiday rentals in Kent County

Monthly rentals in Kent County

Beach holiday rentals in Kent County

Holiday rentals with pool in Kent County

Lake holiday rentals in Kent County

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Explore Kent County pet-friendly rentals

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Historic Manor House on Beautiful Eastern Shore Estate

EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home

Find spaces that suit your style

Pet-friendly Rentals in Kent County

Holiday Rental options in Kent County