
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 Chester
5 out of 5 average rating, 6 reviewsBright and spacious 3 bed/3 bath
Top guest favourite

Flat in Town of Rockingham
4.91 out of 5 average rating, 79 reviewsLovely light-filled 2 bedroom flat
Guest favourite

Cabin in Chester
5 out of 5 average rating, 10 reviewsCozy Mountain Cabin | Fireplace | Secluded Getaway

Farm stay in Chester
4.85 out of 5 average rating, 81 reviewsRivers Edge Farm’s Cozy Cabin
Top guest favourite

Loft in Town of Rockingham
5 out of 5 average rating, 49 reviewsSaxtons River Studio apartment

Home in Chester
4.82 out of 5 average rating, 17 reviewsCharming Vermont Farmhouse Minutes to Okemo!
Guest favourite

Home in Chester
5 out of 5 average rating, 24 reviewsSerenity Awaits Peaceful Getaway on 6 acres + view

Flat in Chester
4.72 out of 5 average rating, 57 reviewsCharming 2 Bdrm near Skiing and Village Green
Quick stats about holiday rentals in Chester
Total rentals
90 properties
Nightly prices starting at
£44 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Montreal Holiday rentals
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Québec City Holiday rentals
- Philadelphia 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
- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- The Shattuck Golf Club
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Bromley Mountain Ski Resort
- Clarksburg State Park
- Bretwood Golf Course
- Fox Run Golf Club
- Baker Hill Golf Club
- Brattleboro Ski Hill
- Crotched Mountain Ski and Ride
- Hooper Golf Course
- Cozy Cottages & Otter Valley Winery
- Ekwanok Country Club