Vacation rentals in Caroline County
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Top-rated vacation rentals in Caroline County
Guests agree: these stays are highly rated for location, cleanliness, and more.
Tiny home in Cambridge
4.89 out of 5 average rating, 492 reviewsBlackwater Tiny Cabin on Snakehead Creek
The Solar Powered Tiny Cabin is located on a farmette 5 min away from Blackwater Refuge! It is an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! Staying the cabin will make your visit even more memorable!The Tiny Cabin is now located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!
Nov 29 – Dec 6
Farm stay in Madison
4.98 out of 5 average rating, 159 reviewsMadison Nature Getaway
We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.
Aug 16 – 23
Apartment in Grasonville
4.89 out of 5 average rating, 173 reviewsHalcyon house. Lovely views on MD eastern shore.
This charming apartment is located on the Chester river on Maryland's Eastern Shore. The wildlife is abundant and generally very active. The sun rise and sunsets can be spectacular. The property is 20 minutes from Annapolis and 50 minutes from DC. The newly renovated apartment has all new appliances and a well stocked kitchen with many herbs and spices, condiments, coffee, tea, cream and sugar etc. The 8 mile long Cross Island Trail starts a block from the house and leads to some restaurants.
Feb 7 – 14
Vacation rentals for every style
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Popular amenities for Caroline County vacation rentals
Other great vacation rentals in Caroline County
Houseboat in Grasonville
4.99 out of 5 average rating, 113 reviewsCass-Away A Luxury Houseboat
Feb 2 – 9
Home in Kent Narrows
5.0 out of 5 average rating, 275 reviewsChester Riverfront At Kent Narrows
Nov 6 – 13
Home in Greensboro
4.95 out of 5 average rating, 44 reviewsCozy 2 bedroom home on wooded private lane
Feb 5 – 12
Home in Preston
4.96 out of 5 average rating, 25 reviewsBay Country Cottage
Oct 5 – 12
Home in Denton
4.89 out of 5 average rating, 76 reviewsHistoric 19th Century Eastern Shore Farmhouse
Aug 4 – 11
Guesthouse in Wye Mills
4.93 out of 5 average rating, 15 reviewsAdorable Lake Front 1BR Cottage-fully furnished!
Nov 18 – 25
Farm stay in Denton
5.0 out of 5 average rating, 10 reviewsLyford Landing Farmhouse
Feb 13 – 20
Home in Preston
4.98 out of 5 average rating, 57 reviewsRiver House on the Choptank
Jan 10 – 17
Bungalow in Queen Anne
4.94 out of 5 average rating, 48 reviewsPrivate bungalow with fire pit near Easton, Denton
Feb 7 – 14
Home in Denton
4.94 out of 5 average rating, 70 reviewsMallard Landing Townhouse
Jul 28 – Aug 4
Apartment in Kent County
4.92 out of 5 average rating, 73 reviewsFurnished country apartment!
Oct 24 – 31
Apartment in Frederica
4.99 out of 5 average rating, 88 reviewsEntire 1-Bedroom apt. - Private entrance in home
Nov 3 – 10
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