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Apartment holiday rentals in Lenox

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Lenox

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious room features a plush king-sized bed centered on a decorative area rug. Dark-colored walls provide contrast to the light wooden flooring. A functional desk and chair are positioned by the window, with a small kitchenette area visible. A bathroom door is seen in the background.
Flat in Great Barrington
4.87 out of 5 average rating, 212 reviews

King Bed|Wi-Fi|2m 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

Top guest favourite
The exterior of a two-story house is displayed, featuring a combination of white siding and a metal roof. An American flag hangs from the porch, surrounded by greenery and flower beds. The front pathway leads to a welcoming porch space.
Flat in Canaan
4.99 out of 5 average rating, 173 reviews

West Main

1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town , pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

Superhost
A living area is visible, featuring a sleek gray couch and a modern chair positioned near a stylish fireplace. Artwork is displayed on the wall, and natural light illuminates the space. A neutral rug adds texture to the polished floor, with a bedroom area partially seen in the background.
Flat in Copake Falls
4.9 out of 5 average rating, 366 reviews

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! Note: there is no TV.

Top guest favourite
A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.
Flat in Coxsackie
4.99 out of 5 average rating, 153 reviews

Hudson River Beach House

Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

Top guest favourite
A bright living area is highlighted by a slanted ceiling and a pellet stove, offering warmth and comfort. Two black chairs are positioned on a patterned rug, while a sectional sofa provides spacious seating. Natural light filters through a skylight and window adorned with light curtains.
Flat in Plainfield
4.97 out of 5 average rating, 297 reviews

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!

Top guest favourite
Flat in North Adams
4.99 out of 5 average rating, 108 reviews

The MoCA-Cabana: 2 bd + Sauna

Welcome to the MoCA-Cabana, our newest listing at Chase Hill Estate—the historic home of the owners of the factory that became MASS MoCA. More than just a house, Chase Hill is an experience: gardens, fire pits, sauna, massages, occasional music rehearsals. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

Guest favourite
The bedroom features a spacious bed with a light grey coverlet, accentuated by decorative pillows. Natural light filters through two windows adorned with bamboo shades. A light-colored dresser and a cozy armchair add functionality, complemented by a soft area rug on the hardwood floor.
Flat in Lenox
4.95 out of 5 average rating, 144 reviews

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.

Guest favourite
A light and neutral living room showcases a comfortable sectional sofa with decorative pillows. A round marble coffee table is positioned in front, adorned with a small plant. Two framed art pieces hang above the sofa, and textured rugs lie across the wooden flooring.
Flat in Lenox
4.97 out of 5 average rating, 111 reviews

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.

Guest favourite
A cozy living room is furnished with two comfortable sofas and a coffee table set on a patterned rug. Natural light enters through a window, illuminating wall art and decorative elements. A door leads to a balcony area, enhancing the space's inviting feel.
Flat in Pittsfield
4.92 out of 5 average rating, 308 reviews

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. Ac units are installed from June through September.

Top guest favourite
A warm living area showcases a comfortable sofa with soft upholstery. A decorative tray holds a candle on a rustic coffee table. In the background, glass doors open to a scenic view of the outdoors, framed by a dining table with a vase of fresh flowers.
Flat in Lee
5 out of 5 average rating, 144 reviews

Lovely Berkshire Apartment. Private & Peaceful

Kick back, relax and rejuvenate in this spacious, calm, stylish, zen space just minutes from town. Private entrance with keyless entry. Comfy crisp clean beds and spacious living room. Kitchen has everything you'll need to cook dinners or not! Friends getaway, couples, familes or remote work. Beautiful sunsets! Minutes to Tanglewood/Jacobs Pillow

Top guest favourite
A living area features a large stone hearth with distinctive brickwork and wooden beams overhead. A cozy seating area includes a modern sofa and a wooden coffee table. Natural light floods the space, complemented by green plants and a decorative chair for additional seating.
Flat in Kingston
4.96 out of 5 average rating, 653 reviews

Colonel Hasbrouck’s 1735 Stone House, Garden Level

Right in Kingston's historical Stockade District, this garden-level apartment blends original 18th-century decorative features like dutch doors and a large stone hearth with modern amenities like a washer/dryer and easy keyless entry. It's part of the Colonel Abraham Hasbrouck House, a registered historical landmark built in 1735.

Guest favourite
A cozy living room features a brown leather sofa adorned with patterned cushions. A coffee table with decorative items sits in front of the sofa, while a large window allows natural light to illuminate the space. A potted plant and artwork decorate the room, enhancing its charm.
Flat in Shelburne Falls
4.95 out of 5 average rating, 148 reviews

River View Apt in Shelburne Falls Historic Village

Experience life in the hub of Shelburne Falls, the quintessential New England village that's a gathering spot for the surrounding Hilltowns. The High River building offers a sunset facing view overlooking the Deerfield River and the Bridge of Flowers from the gallery windows and private back deck.

Popular amenities for Lenox apartment rentals

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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 £52 per night before taxes and fees

  • Verified guest reviews

    Over 1,360 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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