Compare Cheshire Cottage Rentals

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Hotel Options in Cheshire

    Harbour House Inn

    Harbour House Inn

    725 North State Road Cheshire MA
    $249 nightly
    The price is $264 total per night from Dec 1 to Dec 2
    $264 total
    Dec 1 - Dec 2
    Total with taxes and fees
    9.6/10 Exceptional! (38 reviews)
    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd Williamstown MA
    $94 nightly
    The price is $105 total per night from Nov 23 to Nov 24
    $105 total
    Nov 23 - Nov 24
    Total with taxes and fees
    8.6/10 Excellent! (2,136 reviews)
    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr Pittsfield MA
    $120 nightly
    The price is $135 total per night from Nov 30 to Dec 1
    $135 total
    Nov 30 - Dec 1
    Total with taxes and fees
    9/10 Wonderful! (755 reviews)

Cottages

Book a cottage in Cheshire
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Cheshire. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Cheshire better.

Cottage apartments in Cheshire range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Cheshire
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Cheshire and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Cheshire cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Cheshire. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Cheshire Cottages essential information

Accommodation
Cottages
Lowest Price
$105
Highest Price
$264
Popular accommodation
Harbour House Inn, Vacation Village in the Berkshires, Berkshire Mountain Lodge

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