Lenox Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Lenox vacation rentals

Smart TV, books

Vacation Home in Lee

Sun Filled Lenox Retreat - Minutes to Tanglewood!
9.6 out of 10, Exceptional, (4 reviews)
"The house is in a great location and is very user friendly and well equipped. The only suggestion I would make is to put an air conditioner in the third bedroom. Overall, a lovely stay."
United States
Sarah D.
The price is ￥28,026
￥71,653 total
includes taxes & fees
Jan 26 - Jan 27
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Fridge, microwave, oven, stovetop

Vacation Home in Lee

Spacious 5-bedroom house in charming Lee with WiFi
8.8 out of 10, Excellent, (3 reviews)
"House was clean and made our Thanksgiving great with it's size and amenities. "
United States
Khalil S.
The price is ￥73,958
￥134,091 total
includes taxes & fees
Feb 12 - Feb 13
Spacious 5-bedroom house in charming Lee with WiFi
Smart TV

Apartment in Pittsfield

Chic corporate apartment in wonderful Pittsfield with AC, WiFi
2.0 out of 10, (1 review)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
United States
Michael
The price is ￥21,020
￥31,827 total
includes taxes & fees
Jan 26 - Jan 27
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Exterior

Camping in Williamstown

Huttopia Berkshires
1.0 star property
9.4 out of 10, Exceptional, (8 reviews)
"Healthy food too!"
United States
GEORGINA
The price is ￥33,982
￥37,958 total
includes taxes & fees
Feb 3 - Feb 4
Huttopia Berkshires
Dining

Mobile Home in Chatham

Sugar Shack - 300 square feet of pure sweetness.
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is ￥28,805
￥50,215 total
includes taxes & fees
Jan 26 - Jan 27
Sugar Shack - 300 square feet of pure sweetness.
Terrace/patio

Mobile Home in Chatham

BLUSH: Boutique TINY home*private spa*walk to town
10.0 out of 10, Exceptional, (6 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is ￥28,805
￥50,215 total
includes taxes & fees
Jan 26 - Jan 27
BLUSH: Boutique TINY home*private spa*walk to town
Lobby

Condo in Williamstown

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2,218 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is ￥16,188
￥19,790 total
includes taxes & fees
Jan 26 - Jan 27
Vacation Village in the Berkshires
Exterior

Condo resort in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ￥34,098
￥38,088 total
includes taxes & fees
Jan 26 - Jan 27
Jiminy Peak Mountain Resort
Smart TV, books

Vacation Home in Sherwood Forest

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
9.6 out of 10, Exceptional, (10 reviews)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is ￥24,943
￥61,427 total
includes taxes & fees
Jan 27 - Jan 28
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Property grounds

Cabin in Hinsdale

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
9.8 out of 10, Exceptional, (35 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is ￥25,504
￥65,880 total
includes taxes & fees
Jan 26 - Jan 27
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Pool

Apartment in Hancock

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
10.0 out of 10, Exceptional, (1 review)
"The host communicated everything and ensured we had all the necessary information for our arrival. The room was super clean and everything was new. Really enjoyed our stay and had plenty of room and closets for storage. Would definitely stay again and truly a premiere host!! Angelica "
United States
Jeffrey R.
The price is ￥21,331
￥42,958 total
includes taxes & fees
Jan 26 - Jan 27
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
WiFi, bed sheets

Apartment in Lanesborough

Cozy Rustic Apt in 18th c Berkshire Farmhouse
9.6 out of 10, Exceptional, (67 reviews)
"What a quaint and comfy place!"
United States
Lori A.
The price is ￥21,020
￥32,325 total
includes taxes & fees
Jan 26 - Jan 27
Cozy Rustic Apt in 18th c Berkshire Farmhouse
House (3 Bedrooms) | Interior

Cottage in Stephentown

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
The price is ￥30,517
￥86,200 total
includes taxes & fees
Feb 2 - Feb 3
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Outdoor dining

Apartment in Williamstown

New Studio In Town, By the Water
10.0 out of 10, Exceptional, (10 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is ￥18,684
￥42,014 total
includes taxes & fees
Jan 26 - Jan 27
New Studio In Town, By the Water
Exterior

Cabin in Sand Lake

Taborton Harvest Boulder Pines Cabin in the woods
10.0 out of 10, Exceptional, (13 reviews)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is ￥19,463
￥28,517 total
includes taxes & fees
Jan 26 - Jan 27
Taborton Harvest Boulder Pines Cabin in the woods
Fridge, microwave, oven, stovetop

Vacation Home in Great Barrington

Home in Great Barrington
9.8 out of 10, Exceptional, (26 reviews)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is ￥22,701
￥38,923 total
includes taxes & fees
Jan 26 - Jan 27
Home in Great Barrington
Outdoor dining

Apartment in Williamstown

Downtown | Waterfront | Walk to Shops
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is ￥20,241
￥45,011 total
includes taxes & fees
Feb 18 - Feb 19
Downtown | Waterfront | Walk to Shops
Beach

Apartment in Stephentown

Berkshires Apartment at the Stephentown Hotel
10.0 out of 10, Exceptional, (3 reviews)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is ￥14,994
￥33,591 total
includes taxes & fees
Jan 26 - Jan 27
Berkshires Apartment at the Stephentown Hotel
Outdoor dining

Apartment in Williamstown

2-Bdr Apt In Town, By the Water
9.6 out of 10, Exceptional, (11 reviews)
"Clean, close to town, very convenient. On a busy road, so just be aware of that. But overall a good place to stay. "
United States
Brian L.
The price is ￥18,684
￥44,128 total
includes taxes & fees
Jan 26 - Jan 27
2-Bdr Apt In Town, By the Water
Exterior

Apartment in North Adams

The Allen House historic North Adams Home in the Berkshire Mountains
10.0 out of 10, Exceptional, (1 review)
"The Allen House was a wonderful stay for my family and we cannot wait to go back! The view was incredible; the host was very approachable for questions; and there were lots of nice touches like ample dishes and silverware.Very spacious, clean and cared for location. "
United States
Annemarie M.
The price is ￥40,171
￥65,914 total
includes taxes & fees
Feb 6 - Feb 7
The Allen House historic North Adams Home in the Berkshire Mountains
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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Top Lenox Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Beautiful unique property! Very clean room and very friendly staff"
Iolanda 1-night trip
Posted 3 days ago
Berkshires Untold

Find out more about Lenox

Search for holiday rentals in Lenox on Expedia! You can easily find your home rentals, villas, holiday apartments in Lenox using one of the methods below:

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Look no further and take a look at our great range of rental properties in Lenox!

Frequently asked questions

Can I find a vacation rental in Lenox?

Yes, we offer vacation rentals in Lenox near The Bookstore, or you can go with a more remote option if you're looking for extra privacy while you relax. The gardens and museums are just a few reasons why tourists like Lenox. The live music and entertainment venues are some other things you might like to check out during your trip.

What's the top vacation rental that Lenox has to offer?

Amore Estate - beautiful room with many places to explore and relax in.: This Lenox vacation home rental offers an outdoor pool, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Lenox?

With 43 Expedia vacation rentals, you're sure to find just the right place for your Lenox stay.

What can I see and do in Lenox?

Enjoy the outdoors at The Mount and Housatonic River, or simply take in cultural attractions like Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company. While here, Lenox Library and Tanglewood Music Center are other places worth a visit.

What are vacation rentals like in Lenox?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Lenox. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for families.