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Featured Lenox Cottages

The Clearing - Quiet - Close To Nature

The Clearing - Quiet - Close To Nature

Cummington MA
At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
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 a garden and barbecue grills.
The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA
This cottage is a smoke-free cottage.
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.
Waterfront Cottage 10 Min From Great Barrington

Waterfront Cottage 10 Min From Great Barrington

New Marlborough MA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Ashley Falls Home w/ Fire Pit: Hike & Ski!

Ashley Falls Home w/ Fire Pit: Hike & Ski!

3 out of 5
Ashley Falls MA
Guests staying at this cottage enjoy free WiFi in public areas and an arcade/game room. If you plan to drive, free parking is available.
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, barbecue grills, and a garden.
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

2 out of 5
Canaan NY
Guests staying at this cottage can enjoy a gym, a garden, and barbecue grills.
Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro MA
This cottage features free WiFi in public areas and a garden.
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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
    $103 nightly
    The price is $115 total per night from Nov 30 to Dec 1
    $115 total
    Nov 30 - Dec 1
    Total with taxes and fees
    9/10 Wonderful! (800 reviews)
    The Yankee, Trademark Collection by Wyndham

    The Yankee, Trademark Collection by Wyndham

    461 Pittsfield Rd Lenox MA
    $62 nightly
    The price is $70 total per night from Dec 7 to Dec 8
    $70 total
    Dec 7 - Dec 8
    Total with taxes and fees
    9/10 Wonderful! (1,007 reviews)
    Courtyard by Marriott Lenox Berkshires

    Courtyard by Marriott Lenox Berkshires

    70 Pittsfield Rd Lenox MA
    $122 nightly
    The price is $136 total per night from Dec 24 to Dec 25
    $136 total
    Dec 24 - Dec 25
    Total with taxes and fees
    9.2/10 Wonderful! (587 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
115 Cottages
Lowest Price
$70
Highest Price
$136
Popular accommodation
The Clearing - Quiet - Close To Nature, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , The Blue Elm - A Historic Berkshire Cottage, Heaven Can't Wait, On Beautiful Kinderhook Lake!!, Waterfront Cottage 10 Min From Great Barrington, Ashley Falls Home w/ Fire Pit: Hike & Ski!, Private Island - Largest Fresh Water Reservoir in Mass, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, Charming historic cottage on scenic road to Mt. Greylock

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