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Featured Cottages in Lenox

Cozy Cottage-Sunset On The Lake

Cozy Cottage-Sunset On The Lake

Otis MA
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Valatie NY
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
Family Friendly Modern 3-bedroom Cottage w/ central AC & high end appliances

Family Friendly Modern 3-bedroom Cottage w/ central AC & high end appliances

Chester MA
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA
This cottage is a smoke-free cottage.
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough MA
Guests staying at this cottage enjoy a gym, laundry facilities, and local meal delivery service. Other amenities at this family-friendly cottage include barbecue grills and a garden.
2-bedroom cottage close to skiing with gas fireplace

2-bedroom cottage close to skiing with gas fireplace

New Marlborough MA
At this cottage, guests have access to features like laundry facilities. This cottage also has a garden.
Kitchen
Washer
A-frame Cabin w/ Furnished Deck in Becket!

A-frame Cabin w/ Furnished Deck in Becket!

3 out of 5
Becket MA
This cottage features free WiFi in public areas and barbecue grills. Free parking is included with your stay.
Private Island - Largest Fresh Water Reservoir in Mass

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA
Guests staying at this cottage can enjoy a gym, a garden, and barbecue grills.
Kitchen
Pet friendly
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Canaan NY
Guests staying at this cottage can enjoy a gym, a garden, and barbecue grills.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Lenox

    Berkshires Untold

    Berkshires Untold

    194 Pittsfield Rd Lenox MA
    $111 nightly
    The price is $124 total per night from May 25 to May 26
    $124 total
    May 25 - May 26
    Total with taxes and fees
    9/10 Wonderful! (942 reviews)
    Hampton Inn & Suites Berkshires-Lenox

    Hampton Inn & Suites Berkshires-Lenox

    445 Pittsfield Rd Lenox MA
    $119 nightly
    The price is $133 total per night from May 25 to May 26
    $133 total
    May 25 - May 26
    Total with taxes and fees
    9.2/10 Wonderful! (1,002 reviews)
    The Yankee Inn

    The Yankee Inn

    461 Pittsfield Rd Lenox MA
    $109 nightly
    The price is $122 total per night from May 15 to May 16
    $122 total
    May 15 - May 16
    Total with taxes and fees
    9.2/10 Wonderful! (1,001 reviews)

Cottages

Book a cottage in Lenox
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Lenox. 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 Lenox better.

Cottage apartments in Lenox 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 Lenox
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 Lenox 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 Lenox 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 Lenox. 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.

Lenox Cottages essential information

Accommodation
111 Cottages
Lowest Price
$122
Highest Price
$133
Popular accommodation
Cozy Cottage-Sunset On The Lake , Heaven Can't Wait, On Beautiful Kinderhook Lake!!, Family Friendly Modern 3-bedroom Cottage w/ central AC & high end appliances, The Blue Elm - A Historic Berkshire Cottage, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , 2-bedroom cottage close to skiing with gas fireplace, A-frame Cabin w/ Furnished Deck in Becket!, Private Island - Largest Fresh Water Reservoir in Mass, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

More to Explore