vrbo
Trip BoardsList your propertyHelpMy trips

Search results showing properties in Chestertown, Maryland, United States of America

Google map showing 52 properties

Photo gallery for Historic Downtown Garden Oasis with Private Patio

Outdoor dining
Premier Host
Apartment · 0.6 mi (1 km) to Chestertown center

Historic Downtown Garden Oasis with Private Patio

Sleeps 3 · 1 bedroom · 1 bathroom
Private host
10 out of 10 Exceptional (14 reviews)
The price is £128
avg per night
More information about Historic Downtown Garden Oasis with Private Patio, opens in a new tab

Photo gallery for Carriage House Hideaway in Middle of Chestertown

Living area
Premier Host
Apartment · 0.5 mi (0.8 km) to Chestertown center

Carriage House Hideaway in Middle of Chestertown

Sleeps 2 · 1 bathroom
Private host
10 out of 10 Exceptional (76 reviews)
The price is £140
avg per night
More information about Carriage House Hideaway in Middle of Chestertown, opens in a new tab

Photo gallery for Chestertown's Pet-Friendly Little Red Cottage

Exterior
House · 0.8 mi (1.3 km) to Chestertown centre

Chestertown's Pet-Friendly Little Red Cottage

Sleeps 4 · 2 bedrooms · 1 bathroom
Private host
9.8 out of 10 Exceptional (43 reviews)
The price is £160
avg per night
More information about Chestertown's Pet-Friendly Little Red Cottage, opens in a new tab
Apartment · 0.8 mi (1.2 km) to Chestertown center

Newly restored apartment in the heart of Chestertown

Sleeps 4 · 2 bedrooms · 1 bathroom
Private host
9.8 out of 10 Exceptional (14 reviews)
The price is £231
avg per night
More information about Newly restored apartment in the heart of Chestertown, opens in a new tab
Cottage · 0.5 mi (0.8 km) to Chestertown center

Owl Cottage

Sleeps 4 · 2 bedrooms · 2+ bathrooms
Private host
10 out of 10 Exceptional (10 reviews)
The price is £148
avg per night
More information about Owl Cottage , opens in a new tab
House · 0.7 mi (1.2 km) to Chestertown center

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Sleeps 6 · 4 bedrooms · 2 bathrooms
Private host
10 out of 10 Exceptional (58 reviews)
The price is £226
avg per night
More information about Circa 1900 Home in the Heart of Historic Downtown Chestertown, opens in a new tab
House · 0.7 mi (1.1 km) to Chestertown center

The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown

Sleeps 8 · 3 bedrooms · 3 bathrooms
Private host
The price is £287
avg per night
More information about The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown, opens in a new tab
House · 0.5 mi (0.8 km) to Chestertown centre

Country Estate in Historic District

Sleeps 10 · 5 bedrooms · 3+ bathrooms
Private host
10 out of 10 Exceptional (63 reviews)
The price is £217
avg per night
More information about Country Estate in Historic District, opens in a new tab
House · 0.7 mi (1.1 km) to Chestertown center

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

Sleeps 14 · 6 bedrooms · 5+ bathrooms
9.8 out of 10 Exceptional (19 reviews)
The price is £921
avg per night
More information about Beautiful, spacious waterfront home, an easy walk to historic Chestertown, opens in a new tab
House · 0.9 mi (1.4 km) to Chestertown center

Historic Stepne Manor on Maryland's Eastern Shore

Sleeps 15 · 5 bedrooms · 3+ bathrooms
10 out of 10 Exceptional (38 reviews)
The price is £539
avg per night
More information about Historic Stepne Manor on Maryland's Eastern Shore, opens in a new tab
House · 0.5 mi (0.8 km) to Chestertown center

Victorian Hideaway: Beautiful Exterior, Modern interior

Sleeps 8 · 4 bedrooms · 2+ bathrooms
Private host
9.8 out of 10 Exceptional (24 reviews)
The price is £499
avg per night
More information about Victorian Hideaway: Beautiful Exterior, Modern interior, opens in a new tab
House · 0.6 mi (0.9 km) to Chestertown centre

2 Beds, 2.5 Baths, Perfect Downtown Location

Sleeps 4 · 2 bedrooms · 2+ bathrooms
Private host
10 out of 10 Exceptional (4 reviews)
The price is £143
avg per night
More information about 2 Beds, 2.5 Baths, Perfect Downtown Location, opens in a new tab
Apartment · Chestertown, 2.18 mi from Chestertown

First Floor Studio Apartment in Historic Chestertown

Sleeps 3 · 1 bedroom · 1 bathroom
Private host
9.8 out of 10 Exceptional (58 reviews)
The price is £94
avg per night
More information about First Floor Studio Apartment in Historic Chestertown, opens in a new tab
Apartment · Millington, 9.53 mi from Chestertown

Eastern Shore Get Away

Sleeps 5 · 1 bedroom · 1 bathroom
Private host
10 out of 10 Exceptional (84 reviews)
The price is £100
avg per night
More information about Eastern Shore Get Away, opens in a new tab
House · Chestertown, 8.81 mi from Chestertown

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

Sleeps 8 · 3 bedrooms · 3 bathrooms
Private host
10 out of 10 Exceptional (254 reviews)
The price is £279
avg per night
More information about Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities, opens in a new tab
House · Chestertown, 2.04 mi from Chestertown

Harbor View Haven | Waterfront w/ Dock + HOT TUB!

Sleeps 10 · 3 bedrooms · 2 bathrooms
10 out of 10 Exceptional (6 reviews)
The price is £366
avg per night
More information about Harbor View Haven | Waterfront w/ Dock + HOT TUB!, opens in a new tab
House · Chestertown, 1.2 mi from Chestertown

Lovely, Recently-Renovated Home in Chestertown which sleeps 7.

Sleeps 6 · 3 bedrooms · 2+ bathrooms
Private host
10 out of 10 Exceptional (1 review)
The price is £159
avg per night
More information about Lovely, Recently-Renovated Home in Chestertown which sleeps 7., opens in a new tab
Apartment · 10.43 mi from Chestertown

BEACH WITHOUT THE BUSTLE

Sleeps 6 · 2 bedrooms · 2 bathrooms
Private host
10 out of 10 Exceptional (21 reviews)
The price is £163
avg per night
More information about BEACH WITHOUT THE BUSTLE, opens in a new tab
Tell us how we can improve our siteShare feedback