
Places to stay near Norman Rockwell Museum
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Top-rated vacation 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, 109 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, 191 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, 103 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, 253 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, 125 reviews
Hip Stockbridge Cabin - A stroll to the lake
Welcome to our stylish cabin! Relax in the spacious yard & sunny deck. Cozy fieldstone fireplace, vaulted ceilings & skylights. The cottage features gorgeous pine wood walls & fantastic interior design. Unwind in the reading nook, relax in the en suite bedroom with skylight, or put on your favorite vinyl. Kids will adore the sleeping loft. Just a 9 minute walk or 2 minute drive to the public beach (the beautiful Stockbridge Bowl). BBQ grill, outdoor fire pit . Tanglewood minutes away.
4.89 out of 5 average rating, 255 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, 177 reviews
The Hobbit House at June Farms
Watch June Farms on Amazon Prime Video! Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Highland cows, spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!
4.97 out of 5 average rating, 256 reviews
King Bed |Wi-Fi| 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 KEY FEATURES: *MCM Design * Plush King Sized Bed w/ high end Centium Satin Linens *High Speed Internet *58" TV w/ Hulu + Live
4.92 out of 5 average rating, 223 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, 175 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, 168 reviews
Luxury Barn Near Hudson with Private Sauna
Set on eight private acres where New York meets the Berkshires, this architect-designed 19th-century barn combines soaring ceilings, original beams and contemporary comforts. Enjoy a chef’s kitchen, two fireplaces, designer interiors, peaceful outdoor spaces and access to nearby Queechy Lake. A private outdoor sauna will be ready for all stays beginning October 1, 2026. Minutes from Chatham and an easy drive to Hudson, Great Barrington and Tanglewood.
4.96 out of 5 average rating, 114 reviewsPopular amenities for vacation rentals near Norman Rockwell Museum
Condo rentals with wifi

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1
4.93 out of 5 average rating, 103 reviews
Elegant, spacious studio apt in historic mansion
4.89 out of 5 average rating, 367 reviews
Spacious 3 bedroom apt in Lenox historic downtown
4.92 out of 5 average rating, 60 reviews
Heart of Lenox!! - Renovated downtown apartment
4.89 out of 5 average rating, 93 reviews
Jiminy Peak Country Inn - ski in/out condo MT view
4.92 out of 5 average rating, 86 reviews
Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
4.95 out of 5 average rating, 73 reviews
Downtown Adams Vintage Getaway
4.74 out of 5 average rating, 68 reviews
3BR @ Jiminy Peak | 4-Season Berkshires Retreat
5.0 out of 5 average rating, 12 reviewsFamily-friendly house rentals

Peaceful Stockbridge Cabin in the Woods
4.86 out of 5 average rating, 126 reviews
Stylish Mid-century Modern Berkshires Cape
4.97 out of 5 average rating, 143 reviews
Relaxing Housatonic Retreat
4.7 out of 5 average rating, 128 reviews
Rabbit Run in the heart of Stockbridge Village
4.89 out of 5 average rating, 127 reviews
The old sawmill from 1771
4.99 out of 5 average rating, 387 reviews
Jaw dropping mountain & lake views
4.96 out of 5 average rating, 311 reviews
Charming cottage w/ gorgeous views.
4.93 out of 5 average rating, 374 reviews
Secluded Family Home in Serene Stockbridge Woods
4.99 out of 5 average rating, 88 reviewsApartment rentals with air conditioning

Private En Suite in Beautiful Victorian
4.95 out of 5 average rating, 429 reviews
Modern Copake Falls Getaway - 8 Mins to Catamount
4.88 out of 5 average rating, 375 reviews
Lovely Downtown Lenox apt, walk to everything!
4.95 out of 5 average rating, 154 reviews
Walk Everywhere! | Relax in Easy Elegance!
5.0 out of 5 average rating, 149 reviews
Serene Suite: Hudson & Berkshires, Walk to Brewery
4.98 out of 5 average rating, 263 reviews
Lovely Berkshire Apartment. Private & Peaceful
5.0 out of 5 average rating, 155 reviews
Beautfiul, modern, GB apartment
4.81 out of 5 average rating, 303 reviews
Marie's Place
4.92 out of 5 average rating, 330 reviewsOther great vacation rentals near Norman Rockwell Museum

Mid-Century Glass Octagon in the Berkshires
4.95 out of 5 average rating, 485 reviews
Bedroom Forest View I Sauna I Fire-pit I Trails
4.94 out of 5 average rating, 201 reviews
Gingerbread House Tower in the Berkshire Hills
4.98 out of 5 average rating, 355 reviews
Modern studio with views of the treetops
4.96 out of 5 average rating, 315 reviews
Historic 1810 Farmhouse - Fully Renovated
4.94 out of 5 average rating, 155 reviews
Barn Stay at Shadowbrook Farm
4.95 out of 5 average rating, 277 reviews
Sunny Riverside Apartment
4.91 out of 5 average rating, 232 reviews
Carriage house with Chef's Kitchen, close to town
4.93 out of 5 average rating, 161 reviewsDestinations to explore
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Hunter Mountain Resort
- Thacher State Park
- Kent Falls State Park
- Bash Bish Falls State Park
- 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





