Chester Holiday Homes
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Featured Holiday Homes in Chester

Historic Charm, Located On the River - Rustic Chic

The Dorothy-10 minutes from Okemo- freshly renovated

Okemo Mountain Lodging by Vail Resorts

Starry Skies: 7min to SkiStratton+PikesFalls+DogOK

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

LUXURY - 2 Sauna - Hot Tub - Gym - Fireplace - Roman Bath Private Lake Views

Sunlit VT Country Home w/Hot Tub. Ideal location near Woodstock village

Potter's Place | House in Jamaica with mountain views

Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola
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 | 966 Holiday Homes |
|---|---|
Lowest Price | NZ$230 |
Highest Price | NZ$723 |
Popular accommodation | Historic Charm, Located On the River - Rustic Chic, The Dorothy-10 minutes from Okemo- freshly renovated, Okemo Mountain Lodging by Vail Resorts, Starry Skies: 7min to SkiStratton+PikesFalls+DogOK, Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle, Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont, LUXURY - 2 Sauna - Hot Tub - Gym - Fireplace - Roman Bath Private Lake Views, Sunlit VT Country Home w/Hot Tub. Ideal location near Woodstock village, Potter's Place | House in Jamaica with mountain views, Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola, Must-Visit Okemo Mountain Resort, 1 bedroom in a 3-bedroom house Springfield VT, Idyllic Lakefront House Suited Two Families |
Top trending hotels in Chester

Fullerton Inn
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