Cheshire Holiday Homes
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Featured Holiday Homes in Cheshire

Spacious 5-bedroom house in charming Lee with WiFi

Contemporary Berkshire Home with Views of Taconic Golf Course

1810 Brook Side Mill/House / EV Level 2 Charging on Site

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

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

19th c. Barn in the Berkshires

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Art House! Spacious Getaway By Mass Moca

Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Holiday Accommodation Cheshire
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 Cheshire 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 Cheshire itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Cheshire 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 Cheshire, 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 Cheshire 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.
Cheshire Holiday Homes essential information
Accommodation | 301 Holiday Homes |
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Lowest Price | NZ$132 |
Highest Price | NZ$1,688 |
Popular accommodation | Spacious 5-bedroom house in charming Lee with WiFi, Contemporary Berkshire Home with Views of Taconic Golf Course, 1810 Brook Side Mill/House / EV Level 2 Charging on Site, Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. , Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, 19th c. Barn in the Berkshires, Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included, Art House! Spacious Getaway By Mass Moca , Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!, Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat, Hawley Home w/ Deck: 4 Mi to Berkshire East Resort, Luxury Vacation Rental in the Berkshires! |
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