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Featured Cottages in Lenox

The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

Sheffield
The price is AU$613 per night from 23 Sept to 24 Sept
AU$613
23 Sept - 24 Sept
includes taxes & fees
Located in Ashley Falls, this cottage is in a rural location, within a 15-minute walk of Ashley Falls Woods and Housatonic River.
Opens in a new windowThe Blue Elm - A Historic Berkshire Cottage
The Clearing - Quiet - Close To Nature

The Clearing - Quiet - Close To Nature

Cummington
Located in Cummington, this cottage is in a rural location, a 1-minute drive from Westfield River and 8 minutes from Chesterfield Gorge Reservation.
Opens in a new windowThe Clearing - Quiet - Close To Nature
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
Located in Canaan, this cottage is on the waterfront, a 3-minute drive from Queechy Lake and 7 minutes from Furnace Brook Winery at Hilltop Orchards.
Opens in a new windowCharming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
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Heaven Can't Wait, On Beautiful Kinderhook Lake!!

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

Valatie
Located in Valatie, this cottage is on a lake, a 1-minute drive from Kinderhook Lake and 7 minutes from Valatie Free Library.
Opens in a new windowHeaven Can't Wait, On Beautiful Kinderhook Lake!!
Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro
With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State ...
Opens in a new windowCharming historic cottage on scenic road to Mt. Greylock
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

Craryville
Located in Copake Lake, this cottage is on a lake, a 1-minute drive from Copake Lake and 7 minutes from Mosquito Island.
Opens in a new windowCozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Private Island - Largest Fresh Water Reservoir in Mass....

Private Island - Largest Fresh Water Reservoir in Mass....

Otis
With a stay at this cottage in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from Larkum Pond.
Opens in a new windowPrivate Island - Largest Fresh Water Reservoir in Mass....
Historic Huntington Home - Walk to Westfield River

Historic Huntington Home - Walk to Westfield River

3 out of 5
Huntington
With a stay at this cottage in Huntington, you'll be within a 5-minute drive of Huntington Public Library and Hillgate Park.
Opens in a new windowHistoric Huntington Home - Walk to Westfield River
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
Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.
Opens in a new windowPine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
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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.

Lenox Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Lenox will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Lenox definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Lenox, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Lenox Cottages essential information

Accommodation
124 Cottages
Lowest Price
AU$133
Highest Price
AU$613
Popular accommodation
The Blue Elm - A Historic Berkshire Cottage, The Clearing - Quiet - Close To Nature, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, Heaven Can't Wait, On Beautiful Kinderhook Lake!!, Charming historic cottage on scenic road to Mt. Greylock, Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake, Private Island - Largest Fresh Water Reservoir in Mass...., Historic Huntington Home - Walk to Westfield River, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Top trending hotels in Lenox

Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 21 Sept to 22 Sept
AU$201
21 Sept - 22 Sept
includes taxes & fees
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Opens in a new windowBerkshires Untold
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 21 Sept to 22 Sept
AU$133
21 Sept - 22 Sept
includes taxes & fees
With a stay at Howard Johnson by Wyndham Lenox in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Opens in a new windowHoward Johnson by Wyndham Lenox
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 1 Oct to 2 Oct
AU$198
1 Oct - 2 Oct
includes taxes & fees
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Opens in a new windowThe Yankee, Trademark Collection by Wyndham
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Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$227 per night from 25 Sept to 26 Sept
AU$227
25 Sept - 26 Sept
includes taxes & fees
Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.
Opens in a new windowHampton Inn & Suites Berkshires-Lenox
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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.

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^Subject to availability and chosen travel dates.