Holiday rentals near Kent Museum

We found 268 holiday rentals — enter your dates for availability

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June 2025

July 2025

If you are looking to stay near Kent Museum, scroll through and discover holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the amenities that you expect and more, which might include parking and a garden. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Kent Museum

Showing deals for:19 Sept - 26 Sept

Exceptional

(162 reviews)

Waterfront:Panoramic Views/Hot Tub/ Pool/Sleeps 16 /Early check in/out off seaso

Elkton, MD

9% off

AU$2,700 per night

includes taxes & fees

Exceptional

(5 reviews)

Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.

Chestertown, MD

17% off

AU$640 per night

includes taxes & fees

Exceptional

(22 reviews)

Beautiful, spacious waterfront home, an easy walk to historic Chestertown

Chestertown, MD

8% off

AU$1,932 per night

includes taxes & fees

Exceptional

(53 reviews)

Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows

Chesapeake City, MD

8% off

AU$1,404 per night

includes taxes & fees

Totally private pool. Such a treat !o Open Memorial Day to Labor day

Exceptional

(75 reviews)

A European styled retreat on Marylands Eastern Shore with Private pool

Warwick, MD

8% off

AU$513 per night

includes taxes & fees

Unwind in the hot tub and take in that absolutely stunning view of Chester River.

Exceptional

(22 reviews)

Harbor View Haven | Waterfront w/ Hot Tub + Dock!

Chestertown, MD

7% off

AU$853 per night

includes taxes & fees

Betterton Beachhouse - historic Buena Vista, overlooking the Chesapeake Bay

Exceptional

(40 reviews)

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

Betterton, MD

12% off

AU$564 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Kent Museum

Showing deals for: 14 Sept - 17 Sept

Historic Manor House on Beautiful Eastern Shore Estate

Sleeps 13 · 6 bedrooms · 4+ bathrooms

for 3 nights, 1 home

AU$2,121 per night

includes taxes & fees

Store front - New Wine Bar - Coming June 2025

Grand home located right on Main St, walk to Chesapeake Bay & great restaurants

Sleeps 13 · 5 bedrooms · 4+ bathrooms

for 3 nights, 1 home

AU$1,345 per night

includes taxes & fees

Waterfront Retreat with Private Dock and Beach

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

AU$471 per night

includes taxes & fees

Great room with lots of windows and beautiful views of Stillpond.

Waterfront Home Private Dock, Boat,fish,Eastern shore, Betterton,Chestertown

Sleeps 12 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$981 per night

includes taxes & fees

Amazing Waterfront house with expansive views of the Chesapeake Bay and Sunsets

Sleeps 12 · 4 bedrooms · 3 bathrooms

for 3 nights, 1 home

AU$1,175 per night

includes taxes & fees

Top rated rentals - Kent Museum

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Amazing sunsets

Peace of mind
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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value