Chester Holiday Homes
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Featured Holiday Homes in Chester

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Cozy Home Near Downtown, Shops, and Restaurants.

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Potter's Place | House in Jamaica with mountain views

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Cozy retreat near slopes
Holiday Accommodation Chester
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Chester are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Chester itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Chester holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Chester, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Chester with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Chester Holiday Homes essential information
Accommodation | 1086 Holiday Homes |
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Lowest Price | NZ$181 |
Highest Price | NZ$982 |
Popular accommodation | Secluded home with game room, private hot tub, golf, river & mtn views, firepit, Cozy Home Near Downtown, Shops, and Restaurants., Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi, Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer, Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style, Potter's Place | House in Jamaica with mountain views, Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable, Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. , Cozy retreat near slopes, Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table, Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more! |
More accommodations in Chester
Top trending hotels in Chester

Fullerton Inn
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