
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
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Holiday rentals for every style
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Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester
Top guest favourite

Guest house in Chester
5 out of 5 average rating, 55 reviewsWaterfront Guest Cottage: Sunsets, Pool, Pier
Guest favourite

Home in Stevensville
4.97 out of 5 average rating, 35 reviewsSpacious4BR home with waterviews
Top guest favourite

Houseboat in Stevensville
4.94 out of 5 average rating, 53 reviewsChesapeake Houseboat Getaway
Top guest favourite

Farm stay in Centreville
5 out of 5 average rating, 40 reviewsNo Fees~Historic Lansdowne Manor
Superhost

Cottage in Grasonville
4.87 out of 5 average rating, 69 reviewsCoastalBeachCottage*BayViews*Close2WeddingVenues
Top guest favourite

Guest house in Grasonville
5 out of 5 average rating, 17 reviewsQuaint Waterfront- access, Private Shorehouse-unit
Top guest favourite

Home in Stevensville
5 out of 5 average rating, 46 reviewsAway at the Bay: New Home on the Chesapeake Bay!
Top guest favourite

Home in Stevensville
5 out of 5 average rating, 58 reviewsBayview Bungalow - Water view, EV charging station
Destinations to explore
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- Nationals Park
- The White House
- National Mall
- Betterton Beach
- Georgetown University
- District Wharf
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- Hampden
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Patterson Park
- Georgetown Waterfront Park
- Washington Monument
- National Harbor
- Six Flags America
- National Air and Space Museum
- Crystal Beach Manor, Earleville, MD
- Smithsonian American Art Museum
- Lincoln Park
- Caves Valley Golf Club
- Library of Congress