Vacation rentals in Kennedyville
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Top-rated vacation rentals in Kennedyville
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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
Guest suite in Forest Hill
5.0 out of 5 average rating, 107 reviewsScenic, private 2 room-guest suite, near Bel Air
Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.
Feb 2 – 9
Home in Chestertown
5.0 out of 5 average rating, 150 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
Vacation rentals for every style
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Other great vacation rentals in Kennedyville
Cabin in Chestertown
4.98 out of 5 average rating, 215 reviewsRivershore Retreat
Apr 4 – 11
Guesthouse in Grasonville
4.9 out of 5 average rating, 202 reviewsEastern Shore Charm on Winchester Creek
Aug 21 – 28
Home in Kennedyville
4.89 out of 5 average rating, 71 reviewsPerfect for Hunters on the Eastern Shore
Apr 10 – 17
Cottage in Betterton
4.8 out of 5 average rating, 51 reviewsCottage By the Chesapeake
May 13 – 20
Home in Betterton
5.0 out of 5 average rating, 17 reviewsRuby's Sea Glass Cottage near Betterton Beach
Jun 25 – Jul 2
Apartment in Chestertown
5.0 out of 5 average rating, 64 reviewsWaterfront historic district 1BR Apartment
Feb 3 – 10
Apartment in Worton
5.0 out of 5 average rating, 16 reviewsHistoric Country Living Near Chesapeake Bay
Jul 14 – 21
Casa particular in Chestertown
4.93 out of 5 average rating, 99 reviewsRed, White & Waterview Studio Apt with pool
Nov 26 – Dec 3
Home in Galena
4.89 out of 5 average rating, 70 reviewsYellow Door Cottage
Jun 22 – 29
Cottage in Earleville
4.94 out of 5 average rating, 35 reviewsThe Cottage at Crystal
Apr 27 – May 4
Home in Chestertown
5.0 out of 5 average rating, 75 reviewsRiver front cottage with private dock & water fun
Apr 5 – 12
Condo in Betterton
4.93 out of 5 average rating, 30 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
May 15 – 22
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