Holiday rentals in Chester
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester
Guest favourite
Home in Stevensville
4.99 out of 5 average rating, 67 reviewsCozy home with Screened Porch, Min from Weddings
Guest favourite
Guest house in Chester
5 out of 5 average rating, 52 reviewsWaterfront Guest Cottage: Sunsets, Pool, Pier
Guest favourite
Barn in Queenstown
5 out of 5 average rating, 54 reviewsWaterfront Modern Guest Barn
Guest favourite
Home in Chester
5 out of 5 average rating, 12 reviewsA Shore Thing waterfront private pier dog-friendly
Guest favourite
Home in Grasonville
5 out of 5 average rating, 42 reviewsBay Breeze-Chester River Retreat
Guest favourite
Houseboat in Stevensville
4.93 out of 5 average rating, 45 reviewsChesapeake Houseboat Getaway
Guest favourite
Rental unit in Stevensville
5 out of 5 average rating, 33 reviewsHeron Roost
Guest favourite
Home in Stevensville
5 out of 5 average rating, 36 reviewsAway at the Bay: New Home on the Chesapeake Bay!
Quick stats about holiday rentals in Chester
Total rentals
20 properties
Nightly prices starting at
₹5,886 before taxes and fees
Total number of reviews
1.3T reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Baltimore Holiday rentals
- Ocean City Holiday rentals
- Cape May Holiday rentals
- Wildwood Holiday rentals
- Rehoboth Beach Holiday rentals
- Arlington Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- 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