Holiday Rentals in Chesterfield
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Holiday Rentals in Chesterfield

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Bring Your Pet & Visit Springfield: Westfield Home

Easthampton Vacation Rental - Walk to Breweries!

Charming Chicopee Getaway

Deluxe Queen Room with 2 Queen Beds

comfort, luxury, privacy

Lovely 2nd Floor Apartment

Big farmhouse in the foothills of the Berkshires

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Spacious Private Retreat Near Holyoke State Park!

Historic Farmhouse Near Mountains & Colleges!

Park Street Penthouse Apartment

Cozy Home in Holyoke with 3 bedrooms

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Peace and quiet on the lake
Other types of properties in Chesterfield you may be interested in

Quality Inn West Springfield
Holiday Accommodation Chesterfield
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 Chesterfield 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 Chesterfield itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Chesterfield 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 Chesterfield, 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 Chesterfield 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.