Holiday Rentals in Chester
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Holiday Rentals in Chester
Long Trail House at Stratton Mountain Resort
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Dog-friendly chalet cabin with valley view, deck, and private hot tub
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
Idyllic Lakefront House Suited Two Families
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Other types of properties in Chester you may be interested in
Stone Hearth Inn and Eatery
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.
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