
Places to stay near Norman Rockwell Museum
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Norman Rockwell Museum
Guests agree: these stays are highly rated for location, cleanliness and more.

Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove
Welcome to our little slice of heaven upstate. Located just a 5-minute drive to the MA border, a stay at our home in Canaan, NY means access to the best of both Columbia County and the Berkshires. In the summer, enjoy the private Adams Point Beach on Queechy Lake and easy access to Tanglewood. In the winter, explore 4 different local ski resorts and curl up by the cozy wood stove. In between, enjoy the peaceful pond views and secluded location on a dirt road. We can't wait to welcome you!

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

Kitchenette|King Bed|Couch
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" Smart TV

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 relax by the firepit- we hope you enjoy your stay and will visit us again.

Cozy Guesthouse Near Downtown, Lee
Welcome and enjoy our renovated Guesthouse at Lee, MA, staying on main street (15 minutes from Great Barrington and 20 minutes from Pittsfield). It is also 3 mins to Outlet and 19 mins to the closest Ski area.The master bedroom has a queen size soft mattress, and the second bedroom has a queen bed also. The kitchen has a brand new refrigerator, a gas range, and units for cooking. You will enjoy the comfortable stay! Owners live upstairs and be friendly to all visits.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Private 2nd-floor studio on a working produce farm
Charming 2nd-floor studio on a working produce farm in beautiful Berkshire County. Convenient to many local attractions such as Tanglewood, Bousquet Mountain ski resort, Naumkeag, local theater, museums, and much more. Visit our farm stand from late June through mid-October for fresh vegetables, baked goods, and our delicious corn on the cob! Spend time visiting with the farm's goats, horses and chickens, or just relax out on the balcony and take in the views.

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

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!

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.

Cozy Cottage By The Farm
Rest and relax at our newly renovated and peaceful cottage overlooking the beautiful Vertical Limits Horse Stables. We are conveniently located 5 mins from thruway North and South, HITS horse show, restaurants, shopping and everything else that Saugerties has to offer. A scenic 10 min drive will take you to Kingston or Woodstock, and approx. 30 mins away from Windham and Hunter Mountain Ski resorts.
Popular amenities for holiday rentals near Norman Rockwell Museum
Condo rentals with Wi-Fi

Meadow View

Cozy Luxury Brownstone Stay w/ Yard & Parking

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Flowers & Falls Spot House

Jiminy Peak Apartment

Elegant, spacious studio apt in historic mansion

Downtown Luxe- Steps to MVP Arena & NYS Capital

Offseason pricing Cozy & walking distance to town
Family-friendly house rentals

Slate Cabin - Stylish Country Escape x Rhinebeck

Berkshire 4 season home

Cantabile life in the Berkshires

The Wood House

The Gatehouse at Raspberry Ridge

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Swim Lake , Hikes, Sleeps 12, Fast WiFi

Blacksmith House - Charming Historic Getaway
Apartment rentals with air conditioning

Amenia Main St Cozy Studio

Catskill Village House - Mountain View Studio

Hudson River Beach House

Modern Copake Falls Getaway - 8 Mins to Catamount

Ensign House Room

See MoCA from your mansion+Sauna! Near SKI

Marie's Place

A Country Retreat-Enhanced Studio Apartment
Other great holiday rentals near Norman Rockwell Museum

Cozy cottage on peaceful pond

Dancing Horse Lodge

Private Hudson Valley Loft on 200 Acre Horse Farm

Blackberry Cottage

Stockbridge private apartment

Windy Top Cottage ~ A Romantic "European" Getaway

Cozy, welcoming Berkshires cabin – come unplug!

Creekside Cottage | The Fitz House Red Hook NY
Destinations to explore
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Windham Mountain
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Kent Falls State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Ski Sundown
- Opus 40
- Naumkeag
- Berkshire Botanical Garden
- June Farms
- Hancock Shaker Village
- Poets' Walk Park
- Millbrook Vineyards & Winery
- New York State Museum
- MVP Arena




