Holiday Rentals in Chester
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Holiday Rentals in Chester

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Long Trail House at Stratton Mountain Resort

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Okemo Mountain Lodging

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

The Mountain Escape!

Trail treasures

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!
Other types of properties in Chester you may be interested in

Fullerton Inn
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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