Skip to content

Holiday rentals in Kent County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kent County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Home Farm Retreat
Farm stay · 2 guests · 1 bed · 1.5 bathrooms

Home Farm RetreatIdeally situated well off the road in the middle of a working farm yet close to town for shopping and dining. It is a great retreat for a writer, a painter or a musician space with enough space to create. Private key code for access. Near marinas, parks, and charming Eastern Shore villages. Killer sunset views. Pet friendly. Out the door for wonderful and challenging country road bike rides with little to no traffic. A large fire pit and a private sitting room/gathering space.

Cottage by the Chesapeake
Entire cottage · 6 guests · 3 beds · 1 bathroom

Cottage by the ChesapeakeThis updated cottage sits on a spacious private lot with views of mature trees and is a short walk to the beach! A darling front screened-in porch, with lots of space to dust off your beach sand. A side entrance with a quaint deck and a back deck entrance that faces a tranquil setting. The community of Betterton offers tennis courts, covered outside picnic tables with grills, a brand new playground, and of course...THE BEACH!

Cozy Airstream on a beautiful horse farm
SUPERHOST
Campervan/Motorhome · 3 guests · 2 beds · 1 bathroom

Cozy Airstream on a beautiful horse farmYou'll love this cozy 32' spacious 1989 Airstream Excella 1000. It's got a very comfy queen size bed in the bedroom and a full size couch that could sleep another adult comfortably or a couple of kids. The farm is beautiful - you'll feel like you're on vacation. We have a fire pit out front and an 8' galvanized pool in the summer. Complete with stove, fridge, mircowave, and Keurig.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Kent County holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Kent County

SUPERHOST
  1. Private room
  2. Millington
Guest Suite in a Victorian on the Chester River
₹4,161 per night
  1. Entire cottage
  2. Galena
Tranquil and relaxing escape at Morton Hall
₹9,539 per night
SUPERHOST
  1. Entire guest suite
  2. Chestertown
Beautiful Waterfront Chestertown Getaway
₹7,345 per night
SUPERHOST
  1. Entire flat
  2. Chestertown
Carriage House Hideaway in Middle of Chestertown
₹7,345 per night
SUPERHOST
  1. Entire house
  2. Rock Hall
Pirates Perch
₹11,129 per night
  1. Entire flat
  2. Chestertown
The Bittersweet
₹6,306 per night
  1. Farm stay
  2. Chestertown
Blue Heron Farm Waterfront Chalet
₹21,197 per night
SUPERHOST
  1. Entire house
  2. Rock Hall
In Town, Amazing Location on Walnut St, Rock Hall
₹18,548 per night
  1. Entire house
  2. Chestertown
Newly-Renovated Chestertown Charmer
₹6,328 per night
  1. Entire flat
  2. Chestertown
Downtown Studio Apartment
₹9,163 per night
SUPERHOST
  1. Entire house
  2. Chestertown
CHESAPEAKE SUNSETS
₹19,661 per night
SUPERHOST
  1. Entire house
  2. Chestertown
Wren Retweet- Country Estate in Center of C’Town
₹16,693 per night

Top-rated things to do in Kent County

Unique activities hosted by local experts vetted for quality