
Apartment holiday rentals in Lenox
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Top-rated apartment rentals in Lenox
Guests agree: these apartments are highly rated for location, cleanliness and more.

Modern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

King Bed | Patio | 2m to Ski Resort
Remodeled Mid-Century Motel, that sits in the heart of the Berkshires. Located in Great Barrington, MA. Just steps from fantastic restaurants, eateries, shops, etc. A very short drive to Butternut Ski Resort. *1.5 miles to Downtown *1.3 miles to Mahaiwe Performing Arts Center *44 miles to Albany International Airport *4.5 miles to Great Barrington Airport *9.9 miles to Tanglewood KEY FEATURES *MCM Design *Plush King Sized Bed high end bed Linens *High Speed Internet *58"Tv with Hulu Live

Historic,Famous,Iconic, Unforgettable Berks Escape
PICTURE IT...You can put yourself in the "famed" Norman Rockwell Main Street at Christmas Painting! That's Right,Cozy, Intimate,Magical and all to yourself.Fully equipped with all the comforts of home. Small Town Charm,Big time Historic setting in the heart of Downtown Stockbridge! Spend your afternoon sipping Tea or Wine looking out the iconic picture window Norman Rockwell installed himself. The one where the Christmas Tree Glows in a room that was Norman Rockwell's Studio from 1953-1957

In town, newly renovated studio with private deck
Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

The Beer Diviner Brewery Apartment
The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

Sunny, light filled loft in 1873 Colonial
Relax in our bright, very spacious, and quiet loft, on six open acres. Lounge on the stone terrace, under the stars, by a cozy fire, near the garden. 35 min to Northampton, 35 min to MassMoca, 10 min to Berk. East. Pellet stove, Fiber Optic Wi-Fi, streaming options, and cell coverage. Fully outfitted kitchen with home made granola, and assorted beverages. Two hybrid bikes available for use. There are 3, 5-ft long skylights, and a cathedral ceiling= much natural light!

Cool Brick Basement Studio Parking Fast WiFi AC
Cool 1900 brick basement level studio with curtained off sleeping area, fast wifi, tile floors, brick walls, nearly new kitchen, granite countertops, air conditioning & shared laundry. South Central Troy (Washington Park Neighborhood) quiet street, just 1 block to Carmen's Cafe, 3 blocks to Russell Sage, within walking distance to quaint shops, dining, nightlife and everything else Downtown Troy has to offer. Close to R.P.I, H.V.C.C, and Emma Willard.

Lovely Downtown Lenox apt, walk to everything!
Experience the best of the Berkshires in a beautiful, spacious apartment right in the center Lenox. This updated space is filled with natural light and hardwood floors, great for families or friends looking to experience culture and countryside. Walking distance to Tanglewood, Shakespeare & Co, Kennedy Park, restaurants, and shopping. On second floor of a Historic building with a deck that has a birds eye view of town. 7 min to Bousquet Mountain.

Historical Downtown 1 Bedroom Apartment
Located in the heart of historical downtown Lenox. A beautifully renovated space fully equipped for all your needs. The eat-in kitchen has a table for two, stainless appliances, and an array of cooking essentials. The living room features a comfortable sectional and a flat screen TV for relaxing. Wi-Fi is available throughout the space. Central heat and air to provide a comfortable environment in any season. All linens and towels are provided.

Hist. Troy River acc. Modern Apt
This second-floor apartment features beautiful marble fireplace, plenty of natural light, peaceful stay. The river view is accessible behind the building. The Troy downtown area is less than three miles away. There are seven other units available in the building for a larger party. We have security cameras in the common areas of first floor hallway, second floor hallway, third floor hallway, there is no cameras inside of the listed units.

Station House 1E Private Room & Bath
Our place is a central location in Berkshire County, short drive to restaurants and shops; art and culture, skiing and hiking also close by. You’ll love this former train station( next to the Housatonic RR tracks) which is on three acres between a chapel, the scenic Housatonic River and October Mountain. Our place is good for couples, solo adventurers, and business travelers.

Marie's Place
This newly renovated bright sunny apartment is minutes from Bosquet ski area & also close to downtown. It has a large kitchen and pantry. Beautiful oak dining room table. Comfy living room set, with a 43 inch Roku TV. Electric fireplace. Queen size beds in both bedrooms. Large walk-in closet in. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters.
Popular amenities for Lenox apartment rentals
Weekly apartment rentals

Cute, Cozy and Comfortable apartment

Historic, Spacious Mansion Suite

Center of Lenox, cozy Apartment 2-bedroom

Comfortable Pittsfield Loft

A Place to Relax

Cozy Berkshires pied-à-terre

Mountain View Retreat~Sunny Hill Golf / Skiing

Sunny, shiny downtown flat w/mountain+river views
Private apartment rentals

Downtown Apartment A

The River’s Whisper

Downtown Studio in Adams

Eliza Suite

Stockbridge private apartment

A Haven of Rest Beautiful Historic Tranquil Suite

COLD SPRING

Beaver Street Loft • Near Mass MoCA & Skiing
Apartment rentals with a hot tub

Berkshire Mountain Top Chalet

Ski-In Ski-Out Loft Lift & MT. Views

Cozy Ski Retreat

Jiminy Peak Ski Loft with Hot Tub

Luxe Ski Getaway Base of Jiminy

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Berkshire's Sweet Spot 2-Spa/Close to Ski Mtns

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off
When is the best time to visit Lenox?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $248 SGD | $256 SGD | $248 SGD | $248 SGD | $248 SGD | $302 SGD | $342 SGD | $339 SGD | $303 SGD | $265 SGD | $286 SGD | $286 SGD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about flat rentals in Lenox

Total holiday rentals
Explore 20 holiday rentals in Lenox

Nightly prices starting at
Lenox holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Lenox holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lenox rentals

4.9 Average rating
Lenox stays are highly rated by guests – averaging 4.9 out of 5!
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- Flat rentals Berkshire County
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- Flat rentals United States
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Thacher State Park
- Windham Mountain
- Mount Snow Ski Resort
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Zoom Flume
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Millbrook Vineyards & Winery
- Poets' Walk Park




