House vacation rentals in Kent County
Find and book unique houses on Airbnb
Top-rated house rentals in Kent County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kent County house rentals
House rentals with a pool
Home in Chestertown
5 out of 5 average rating, 21 reviewsChestertown Watson Family Farm
Home in Centreville
5 out of 5 average rating, 5 reviewsCreek Cottage at Reed Creek | an ESVR property
Home in Rock Hall
4.94 out of 5 average rating, 35 reviewsRockfish Keeper
Home in Rock Hall
5 out of 5 average rating, 10 reviewsThe Mariner's House
Home in Worton
5 out of 5 average rating, 3 reviewsHolly Point on the Water
Home in Worton
4.97 out of 5 average rating, 30 reviewsChesapeake Bay Estate; 2 Houses, Beach&Heated Pool
Home in Church Hill
4.89 out of 5 average rating, 53 reviewsPrivate Peaceful Waterfront House w/ Pool, Hot Tub
Home in Millington
4.89 out of 5 average rating, 53 reviewsThe Peaceful Getaway (with private pool & hot tub)
Weekly house rentals
Home in Rock Hall
5 out of 5 average rating, 12 reviewsBay Beach Oasis
Home in Rock Hall
4.97 out of 5 average rating, 33 reviewsThe Bay House - just a few steps to the bay!
Home in Chestertown
4.96 out of 5 average rating, 24 reviewsQuiet, Shabby-chic home in downtown Chestertown
Home in Rock Hall
4.89 out of 5 average rating, 27 reviewsSpacious Victorian close to everything in RH!
Home in Joppatowne
4.93 out of 5 average rating, 30 reviewsMac's Waterfront Wonder
Home in Stevensville
5 out of 5 average rating, 14 reviewsGable’s Landing on the River.
Home in Chestertown
5 out of 5 average rating, 33 reviewsIn Town Chestertown Rancher (1 Block to College)
Home in Stevensville
5 out of 5 average rating, 23 reviewsKozyKentIsland Home w/screened porch*Weddings*USNA
Private house rentals
Home in Chestertown
4.92 out of 5 average rating, 167 reviewsHistoric Chestertown
Home in Chestertown
4.99 out of 5 average rating, 107 reviewsEntire River Front Home - 4 Bedrooms 4.5 Baths
Home in Chestertown
4.99 out of 5 average rating, 83 reviewsThe Patriot House-Chestertown, MD
Home in Chestertown
5 out of 5 average rating, 108 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Home in Chestertown
5 out of 5 average rating, 11 reviewsHeron Creek
Home in Centreville
4.63 out of 5 average rating, 92 reviewsPeaceful Acres Guest House (A Nature's Getaway)
Home in Chestertown
5 out of 5 average rating, 38 reviewsGoose Haven, new waterfront house on Fairlee Creek
Home in Galena
4.83 out of 5 average rating, 18 reviewsNautical Nook
Destinations to explore
- Townhouse rentals United States
- Lighthouse rentals United States
- House rentals United States
- Guesthouse rentals United States
- Earth house rentals United States
- Lakehouse rentals Washington
- Townhouse rentals Washington
- Guesthouse rentals Washington
- House rentals Washington
- Townhouse rentals Philadelphia
- Lakehouse rentals Philadelphia
- House rentals Philadelphia
- Guesthouse rentals Baltimore
- Townhouse rentals Baltimore
- House rentals Baltimore
- House rentals Maryland
- Guesthouse rentals Maryland
- Tiny house rentals Maryland
- Beach house rentals Maryland
- Lakehouse rentals Maryland
- Townhouse rentals Maryland
- Rentals with a fire pit Kent County
- Rentals with a patio Kent County
- Rentals with a hot tub Kent County
- Rentals with a kayak Kent County
- Pet-friendly rentals Kent County
- Rentals with beach access Kent County
- Rentals with pools Kent County
- Monthly Rentals Kent County
- Rentals with lake access Kent County
- Rentals with outdoor seating Kent County
- Apartment rentals Kent County
- Rentals with a fireplace Kent County
- Kid-friendly rentals Kent County
- Rentals with a washer and dryer Kent County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom