Vacation rentals in Church Hill
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Top-rated vacation rentals in Church Hill
Guests agree: these stays are highly rated for location, cleanliness, and more.
Farm stay in Chestertown
4.94 out of 5 average rating, 106 reviewsOutrange at Blue Heron Farm
Enjoy the peace and tranquillity at “Outrange,” Blue Heron Farm’s recently updated cabin. This unique and rustic 2 bedroom, 1 bath home was designed by architect Randy Wagner and built in 1978. Tucked away on a 126 acre fourth-generation organic waterfront farm, Outrange is a private getaway situated just 15 minutes from historic Chestertown. With views of the Chester River and access to the farm’s private dock, Outrange is a magical getaway for anyone that loves the beauty of the Eastern Shore.
Apr 12 – 19
Home in Chestertown
5.0 out of 5 average rating, 151 reviewsHistoric house, near town center, pet friendly
Renovated 19th century home with all modern conveniences. First floor bedroom with private bath. Hi speed internet. Pets welcome! Located in the historic district of Chestertown, a 3 block walk from both Washington College and the C'town waterfront. 2 primary bedroom suites (one on the second floor has a king bed) 2 more bedrooms with queen beds. 1 loft which is connected to the a 2nd story bedroom has 2 twins. Fenced yard and over an acre of totally private gardens. Fire pit.
Dec 10 – 17
Cabin in Chestertown
4.98 out of 5 average rating, 215 reviewsRivershore Retreat
Escape to Maryland’s Eastern Shore where the pace of life is slower and nature surrounds you. Mid-century modern A-frame with artfully curated décor and a well-appointed kitchen has drop-dead gorgeous river views and its own waterfront and dock. The house sits on a large, private acre lot with plenty of room for kids to play. Short walk to downtown Chestertown with its Farmer’s Market, restaurants and galleries. A perfect get-away for artists, writers or families seeking a low-key vacation.
Apr 4 – 11
Vacation rentals for every style
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Popular amenities for Church Hill vacation rentals
Other great vacation rentals in Church Hill
Farm stay in Centreville
4.96 out of 5 average rating, 51 reviews3 bedroom home with pool and game room
Oct 1 – 8
Home in Greensboro
4.95 out of 5 average rating, 44 reviewsCozy 2 bedroom home on wooded private lane
Feb 5 – 12
Guesthouse in Centreville
4.83 out of 5 average rating, 71 reviewsCentreville Cottage
Sep 12 – 19
Apartment in Chestertown
4.92 out of 5 average rating, 95 reviewsDowntown Studio Apartment
Jan 4 – 11
Guesthouse in Wye Mills
4.93 out of 5 average rating, 15 reviewsAdorable Lake Front 1BR Cottage-fully furnished!
Sep 23 – 30
Home in Chestertown
5.0 out of 5 average rating, 75 reviewsRiver front cottage with private dock & water fun
Apr 5 – 12
Apartment in Dover
4.88 out of 5 average rating, 84 reviewsCozy apartment in a quiet Amish country setting
Feb 1 – 8
Home in Church Hill
4.94 out of 5 average rating, 47 reviewsPrivate Peaceful Waterfront House w/ Pool, Hot Tub
Mar 18 – 25
Home in Chestertown
4.93 out of 5 average rating, 28 reviewsHarbor View Haven | Waterfront w/ HOT TUB + Dock!
Oct 7 – 14
Cottage in Charlestown
4.98 out of 5 average rating, 43 reviewsLong Beach Cottage, (romantic couple’s getaway)
Nov 26 – Dec 3
Apartment in Kent County
4.92 out of 5 average rating, 73 reviewsFurnished country apartment!
Oct 24 – 31
Home in Millington
4.91 out of 5 average rating, 32 reviewsThe Peaceful Getaway (with private pool & hot tub)
Jul 5 – 12
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