Hotels, Vacation Homes, Villas, B&Bs in Chestertown MD

Inn at Haven Harbour 9.5 km from Chestertown

Resort in Rock Hall MD

8.6

Very Good

From $280

$

Info Categories

Luxury Resort

Resort for Honeymoon

Family Friendly Resort

Haven Point Inn 9.7 km from Chestertown

Inn in Rock Hall MD

9.5

Excellent

From $172

$

Info Categories

Inn with Free Wi-Fi

Inn for Adults Only

Small Inn

Inn at Huntingfield Creek 10.0 km from Chestertown

Bed & Breakfast in Rock Hall MD

9.2

Excellent

From $250

$

Info Categories

Luxury Bed & Breakfast

Bed & Breakfast with Swimming Pool

Outdoor Pool

Small Bed & Breakfast

Stunning 8 Bedroom Villa on the Chesapeake Bay 10.6 km from Chestertown

Villas in Rock Hall MD

$

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Villas near Golf Courses

Villas with Swimming Pool

Villas with Parking

Blake House Historic Estate with Private Inn 11.4 km from Chestertown

Villas in Centreville MD

$

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Dog Friendly Villas

Villas with Swimming Pool

Outdoor Pool

Villas with Free Wi-Fi

Captain’s Quarters - unique home on Corsica River! 11.6 km from Chestertown

Vacation Home in Centreville MD

9.4

Excellent

$

Info Categories

Vacation Home near Golf Courses

Family Friendly Vacation Home

Vacation Home with Free Wi-Fi

Family-Friendly Cottage, Walk to the Beach! 12.4 km from Chestertown

Vacation Home in Kennedyville MD

10

Excellent

$

Info Categories

Dog Friendly Vacation Home

Hillside Motel 12.6 km from Chestertown

Motel in Centreville MD

4.9

Rated

From $77

$

Info Categories

Motel with Free Wi-Fi

Small Motel

Lansdowne Manor 13.4 km from Chestertown

Vacation Home in Centreville MD

$

Info Categories

Family Friendly Vacation Home

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Galena House 14.8 km from Chestertown

Country House in Galena MD

$

Info Categories

Dog Friendly Country House

Country House with Free Wi-Fi

Country House with Parking

Sweet and Sassy River Home 16.0 km from Chestertown

Vacation Home in Galena MD

$

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Vacation Home with Parking

Beautiful Middle River Retreat with Boat Dock! 16.6 km from Chestertown

Vacation Home in Middle River MD

$

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Vacation Home with Free Wi-Fi

Vacation Home with Parking

Accessible Vacation Home

Waterfront Home with Private Beach, Stunning Views 17.3 km from Chestertown

Vacation Home in Middle River MD

10

Excellent

$

Info Categories

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Life by the River 17.7 km from Chestertown

Vacation Home in Edgewood MD

$

Info Categories

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Waterfront escape 17.7 km from Chestertown

Vacation Home in Edgewood MD

1.0

Rated

$

Info Categories

Family Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Gorgeous Creek Side Ranch-Style Estate With Dock 17.9 km from Chestertown

Vacation Home in Grasonville MD

$

Info Categories

Vacation Home with Free Wi-Fi

Vacation Home with Parking

3-Star Vacation Home

Peaceful Queenstown Home with Deck and Grill! 17.9 km from Chestertown

Vacation Home in Grasonville MD

$

Info Categories

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Joppatowne Home with Private Deck and Fireplace! 18.0 km from Chestertown

Vacation Home in Edgewood MD

8.0

Very Good

$

Info Categories

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Charming Edgemere Home with Deck and Grill! 18.0 km from Chestertown

Vacation Home in Dundalk MD

$

Info Categories

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Grasonville Home with Private Pool on the Water 18.1 km from Chestertown

Vacation Home in Grasonville MD

9.7

Excellent

$

Info Categories

Vacation Home with Swimming Pool

Private Pool Outdoor Pool

Hotels in Chestertown MD