
Places to stay near Norman Rockwell Museum
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Top-rated holiday rentals near Norman Rockwell Museum
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Fall Foliage Luxury Cabin & View Autumn Adventures
Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit, large Webber Grill, radiant floor, EV charging, and the MOST STUNNING view!
4.97 out of 5 average rating, 107 reviews
Bright Stockbridge country home, near everything!
Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.
4.95 out of 5 average rating, 188 reviews
Stockbridge private apartment
Newly renovated apartment, just one mile from Downtown Stockbridge. This cozy apartment offers gorgeous mountain views and access to the lush backyard area. 10 minutes from local attractions such as Tanglewood, the Stockbridge bowl, and Kripalu. Close to many hiking trails, including backyard access to a riverside walking trail This apartment is attached to the owners house, however it has a private entrance and is completely separate. The parking area is shared- there is space for two cars.
4.92 out of 5 average rating, 102 reviews
Berkshire 4 season home
The house is located in the heart of the Berkshires. It's less than 10 miles from Tanglewood, Kripalu, Jacob's pillow Dance, Monument Mountain, Beartown state forest, Norman Rockwell Museum, Shakespeare & Co., Ski Butternut, Lee Prime outlets. Located 1.5 miles from the turnpike exit for easy travel, 3 miles from Laurel lake, walking distance to a public golf course and downtown Lee where you will find great restaurants. There is Cable internet that is fast and reliable if you have to work.
4.98 out of 5 average rating, 249 reviews
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
4.96 out of 5 average rating, 124 reviews
Sweet Victorian in Housatonic
Fresh and simple living in a three bedroom family friendly duplex. Experience the Berkshires while staying in a newly renovated Victorian house in Housatonic. Tasteful clean furniture, organic new sheets, pillows and duvets. Lovely clean kitchen that is fully equipped to host dinners. Situated up on a hill in Housatonic this three bedroom is conveniently located to to Great Barrington, Lake Mansfield, Stockbridge, Butternut, Catamount, Tanglewood, Kripalu and Monument Mountain.
4.95 out of 5 average rating, 174 reviews
Modern barn in the heart of the Berkshires
Modern, renovated dairy barn in the heart of the Berkshires. Located on 3.5 acres with beautiful views and close to everything. 1.5 miles to Main St Stockbridge/Red Lion Inn, 5 minutes to Tanglewood, 5 minutes to the Stockbridge Bowl and beautiful hiking trails, under 10 minutes to Lenox . This is the perfect base for exploring the Berkshires or a great getaway for relaxing and enjoying nature. Family and pet friendly! *Please read Interaction with Guests section before booking*
4.91 out of 5 average rating, 172 reviews
Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.
4.99 out of 5 average rating, 318 reviews
Peaceful Stockbridge Cabin in the Woods
The Residence is a beautiful, secluded home in the Berkshire foothills. The 14-acre property includes hiking trails through the woods, a meadow, and a lovely babbling brook. Despite its secluded feel, the house just a short drive from many of the area's favorite attractions. The Residence provides a wonderful for base for enjoying all that the Berkshires have to offer, though guests may decide to spend much of their stay exploring the rustic beauty of the property itself.
4.86 out of 5 average rating, 126 reviews
Belle Meade
Open concept home with a Zen feel and made for relaxation. Nestle into the covered porch and spend hours of peaceful contemplation with nature all around! When you’ve had enough recharging, plan a backroad trip to endless possibilities. Tanglewood and Jacob’s Pillow are nearby via beautiful country roads. There are hikes for any level. Great restaurants, farmer’s markets and Guidos gourmet market just minutes away. Eat out or stay in with a cook’s kitchen and grill deck.
4.99 out of 5 average rating, 133 reviews
Sun-filled, Charming Stockbridge Classic- In Town!
Beautiful remodel on a classic old, well-appointed New England house located in the middle of town on a dead-end road leading to hiking trails for Laura's Tower. A quick walk to Downtown Stockbridge, Red Lion Inn, gas station, cafes, markets, shops... everything you need. A park sits directly across the street with open acreage, swings, sandbox, skate park. Parking available on site. Located within minutes of four season activities- happy to make recommendations!
4.94 out of 5 average rating, 167 reviews
The Cottage at The Barrington House
Welcome to the Cottage at the Barrington House! The Barrington House is nestled in the serene Berkshires Mountains - which have long been a sanctuary for weary city dwellers seeking breathing space, a perfect retreat for artists, writers and thinkers! It's sprawling grounds offer stunning views of lush valleys and distant peaks, while the interior features a fireplace, cozy reading nook, and unlimited windows that invite the natural world inside.
4.94 out of 5 average rating, 222 reviewsPopular amenities for holiday rentals near Norman Rockwell Museum
Condo rentals with Wi-Fi

Elegant, spacious studio apt in historic mansion
4.89 out of 5 average rating, 361 reviews
Spacious 3 bedroom apt in Lenox historic downtown
4.91 out of 5 average rating, 58 reviews
Heart of Lenox!! - Renovated downtown apartment
4.89 out of 5 average rating, 92 reviews
Jiminy Peak Country Inn - ski in/out condo MT view
4.92 out of 5 average rating, 85 reviews
Downtown Adams Vintage Getaway
4.74 out of 5 average rating, 68 reviews
Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
4.95 out of 5 average rating, 73 reviews
3BR @ Jiminy Peak | 4-Season Berkshires Retreat
5.0 out of 5 average rating, 12 reviews
2BR w/ Parking + deck - Near Downtown & MVP Arena
4.78 out of 5 average rating, 60 reviewsFamily-friendly house rentals

Jaw dropping mountain & lake views
4.96 out of 5 average rating, 309 reviews
Idyllic family retreat - spacious lake home,
4.95 out of 5 average rating, 175 reviews
Charming cottage w/ gorgeous views.
4.93 out of 5 average rating, 372 reviews
Prime location for the best of the Berkshires
4.97 out of 5 average rating, 140 reviews
Cozy lakehouse
5.0 out of 5 average rating, 116 reviews
Restored 1881 Farm House
4.96 out of 5 average rating, 113 reviews
Berkshire Lakefront House with Amazing Views
4.91 out of 5 average rating, 187 reviews
Secluded Family Home in Serene Stockbridge Woods
4.99 out of 5 average rating, 86 reviewsApartment rentals with air conditioning

King Bed |Wi-Fi| 2m to Ski Resort
4.92 out of 5 average rating, 218 reviews
Private En Suite in Beautiful Victorian
4.95 out of 5 average rating, 426 reviews
Lovely Downtown Lenox apt, walk to everything!
4.95 out of 5 average rating, 152 reviews
Walk Everywhere! | Relax in Easy Elegance!
5.0 out of 5 average rating, 148 reviews
Modern Copake Falls Getaway - 8 Mins to Catamount
4.89 out of 5 average rating, 371 reviews
Airy apartment at the old boarding house
4.97 out of 5 average rating, 122 reviews
Marie's Place
4.92 out of 5 average rating, 328 reviews
Lovely Berkshire Apartment. Private & Peaceful
5.0 out of 5 average rating, 153 reviewsOther great holiday rentals near Norman Rockwell Museum

Artist Cottage
4.93 out of 5 average rating, 352 reviews
Sunny Riverside Apartment
4.91 out of 5 average rating, 230 reviews
Historic 1810 Farmhouse - Fully Renovated
4.95 out of 5 average rating, 154 reviews
Hip Stockbridge Cabin - A stroll to the lake
4.89 out of 5 average rating, 254 reviews
Carriage house with Chef's Kitchen, close to town
4.93 out of 5 average rating, 157 reviews
3-bedroom Berkshire bungalow on 2.5 peaceful acres
4.99 out of 5 average rating, 139 reviews
Gingerbread House Tower in the Berkshire Hills
4.98 out of 5 average rating, 352 reviews
Barn Stay at Shadowbrook Farm
4.95 out of 5 average rating, 275 reviewsDestinations to explore
- Hunter Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Kent Falls State Park
- Thacher State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Ski Sundown
- Rensselaer Polytechnic Institute
- Naumkeag
- University of Massachusetts Amherst
- MVP Arena
- Poets' Walk Park
- New York State Museum





