
Sheffield рдордзреАрд▓ рдлрд╛рдпрд░ рдкрд┐рдЯ рдЕрд╕рд▓реЗрд▓реА рд╡реНрд╣реЗрдХреЗрд╢рди рд░реЗрдВрдЯрд▓реНрд╕
Airbnb рд╡рд░ рдлрд╛рдпрд░ рдкрд┐рдЯ рдЕрд╕рд▓реЗрд▓реА рдЕрдиреЛрдЦреА рд░реЗрдВрдЯрд▓реНрд╕ рд╢реЛрдзрд╛ рдЖрдгрд┐ рдмреБрдХ рдХрд░рд╛
Sheffield рдордзреАрд▓ рд╕рд░реНрд╡реЛрддреНрддрдо рд░реЗрдЯрд┐рдВрдЧ рдЕрд╕рд▓реЗрд▓реА рдлрд╛рдпрд░ рдкрд┐рдЯ рд░реЗрдВрдЯрд▓реНрд╕
рдЧреЗрд╕реНрдЯреНрд╕ рд╕рд╣рдордд рдЖрд╣реЗрдд: рдпрд╛ рдлрд╛рдпрд░ рдкрд┐рдЯ рднрд╛рдбреНрдпрд╛рдЪреНрдпрд╛ рдЬрд╛рдЧрд╛рдВрдирд╛ рддреНрдпрд╛рдВрдЪреЗ рд▓реЛрдХреЗрд╢рди, рд╕реНрд╡рдЪреНрдЫрддрд╛ рдЖрдгрд┐ рдЗрддрд░ рдмрд▒реНрдпрд╛рдЪ рдЧреЛрд╖реНрдЯреАрдВрд╕рд╛рдареА рдЕрддреНрдпрдВрдд рдЙрдЪреНрдЪ рд░реЗрдЯрд┐рдВрдЧ рджрд┐рд▓реЗ рдЧреЗрд▓реЗ рдЖрд╣реЗ.

Restored 1735 Granary I King Bed + Views & Pool
Restored 1735 granary on a peaceful Berkshires farmhouse compound. With 15-ft vaulted ceilings, original wide-plank floors, and mountain views, this design-forward retreat blends rustic charm with modern ease. Features a king bedroom, eat-in kitchen, and bathroom with soaking tub + standing shower. Centrally located in the Berkshires and just minutes to Lenox and Tanglewood. A quiet, light-filled space perfect for couples, creatives, and anyone seeking rest, reflection, and connection to nature.

Columbia County Getaway - Raspberry Ridge Cottage
Affordable, pet and family friendly country cottage in the Hudson Valley off TSP; close to Berkshires and Hudson. Amenities are high speed reliable internet, landscaped grounds, hilltop gazebo with dining deck, grill, fire pit and laundry facilities. Cosy wood-stove inside. Backyard chicken coop with fresh eggs. Go 'tree-bathing' on the deck. Woodland setting with open fields. Perfect for a low-key weekend getaway. Hosts live next door. Chief Martindale Diner walking distance. Ample parking

The Old Red Barn
Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.

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

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!

Cheerful 3-bedroom cottage with woodstove.
Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.

Home in Great Barrington. Steps from downtown!
First Things FirstтАж LetтАЩs Keep the Love Alive! тЭдя╕П ЁЯЩМ Central and Private! Just steps away from historic downtown Great Barrington. East Mountain Hiking trails are a quick walk away. Enjoy sunset views with friends and family, before you walk into town for a night out! Butternut Ski Area: 5-10 min drive(traffic depending) Tanglewood: 20-25 min This new home features all new appliances and furniture. Enjoy luxury, charm, and privacy while you rest easy at The Maple. ЁЯл╢

Hot Tub! - Cozy Winter Cabin in Woods near Skiing
Don't miss your opportunity for a winter retreat at this cozy, secluded cabin with it's own private hot tub! Welcome to Cabin on Hillside, a peaceful haven from the stresses of daily life. Situated in the charming town of Copake Lake, you get all the fun of a quaint lakeside community with the solitude of a wooded retreat. Whether you are looking for outdoor adventures, trips into town, or a peaceful homestay, this cabin provides it all! Come visit! Your oasis awaits!

Sunset Bungalow-Mt views on 130acre forest & falls
Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, and comfortable bedroom- learn more at cascadafarm.com

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Renovated 1880's one bedroom cozy guesthouse in beautiful Southfield, MA. Full kitchen stocked with all necessities. Comfortable & stylish with a luxury king size bed. Minutes away from Ski Butternut, Berkshire attractions & trails. Walking distance to breakfast and lunch at The Southfield Store or have dinner at nearby The Old Inn On The Green and Cantina 229. 10 minutes from Great Barrington. Enjoy leaf-peeping, hiking, waterfalls, apple picking, skiing, and much more!

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.

Relaxing secluded stay with loving social animals.
Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!
Sheffield рдордзреАрд▓ рдлрд╛рдпрд░ рдкрд┐рдЯ рд░реЗрдВрдЯрд▓реНрд╕рд╕рд╛рдареА рд▓реЛрдХрдкреНрд░рд┐рдп рд╕реБрд╡рд┐рдзрд╛
рдлрд╛рдпрд░ рдкрд┐рдЯ рдЕрд╕рд▓реЗрд▓реА рд░реЗрдВрдЯрд▓ рдШрд░реЗ

Modern, cozy log cabin in Copake

Honeybug Snug near Omega Institute!

The Hideaway: Berkshire Home - village of Egremont

Fenced yard, playroom & the Berkshires - $0 fees

Valley Vista atop Jug End

Unwind in the country, stargaze in hot tub

Modern Barn on 12 acres w Sauna, FirePit+swimming

Beautiful Period Home in the Berkshires
рдлрд╛рдпрд░ рдкрд┐рдЯ рдЕрд╕рд▓реЗрд▓реА рдЕрдкрд╛рд░реНрдЯрдореЗрдВрдЯ рд░реЗрдВрдЯрд▓реНрд╕

Beautfiul, modern, GB apartment

Sunny, light filled loft in 1873 Colonial

*The Ridge House*

The RiverтАЩs Whisper

Apartment on Main St.

Zen River Studio

Charming apartment with breathtaking view!

Hudson River Beach House
рдлрд╛рдпрд░ рдкрд┐рдЯ рдЕрд╕рд▓реЗрд▓реА рдХреЗрдмрд┐рди рд░реЗрдВрдЯрд▓реНрд╕

The Copake Cabin - A rustic-modern retreat.

The Ancram A - Luxury Mid-Century Modern Cabin

Rustic Pond Cabin: Nature, Stars & Serenity

Cabin in the woods w cedar Hot Tub + private pond

Modern Upstate Cabin, near Rhinebeck NY

Rustic, peaceful and affordable cabin

Tory Hill Cabin; (North Mountain Cottages)

The Red Cabin-Secluded Getaway with backyard Brook
Sheffield рд▓рд╛ рднреЗрдЯ рджреЗрдгреНрдпрд╛рдЪреА рд╕рд░реНрд╡реЛрддреНрддрдо рд╡реЗрд│ рдХреЛрдгрддреА рдЖрд╣реЗ?
| рдорд╣рд┐рдирд╛ | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| рд╕рд░рд╛рд╕рд░реА рднрд╛рдбреЗ | тВ╣25,902 | тВ╣23,930 | тВ╣23,482 | тВ╣23,034 | тВ╣24,826 | тВ╣25,991 | тВ╣26,439 | тВ╣25,722 | тВ╣26,350 | тВ╣26,529 | тВ╣31,817 | тВ╣26,888 |
| рд╕рд░рд╛рд╕рд░реА рддрд╛рдкрдорд╛рди | -рек┬░рд╕реЗ | -реи┬░рд╕реЗ | реи┬░рд╕реЗ | реп┬░рд╕реЗ | резрек┬░рд╕реЗ | резреп┬░рд╕реЗ | реиреи┬░рд╕реЗ | реирез┬░рд╕реЗ | резрен┬░рд╕реЗ | резреж┬░рд╕реЗ | рел┬░рд╕реЗ | -рез┬░рд╕реЗ |
SheffieldрдордзреАрд▓ рдлрд╛рдпрд░ рдкрд┐рдЯ рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рд╡реНрд╣реЗрдХреЗрд╢рди рд░реЗрдВрдЯрд▓реНрд╕рдмрд╛рдмрдд рдЬрд▓рдж рдЖрдХрдбреЗрд╡рд╛рд░реА

рдПрдХреВрдг рд╡реНрд╣реЗрдХреЗрд╢рди рд░реЗрдВрдЯрд▓реНрд╕
Sheffield рдордзреАрд▓ 40 рд╡реНрд╣реЗрдХреЗрд╢рди рд░реЗрдВрдЯрд▓реНрд╕ рдПрдХреНрд╕рдкреНрд▓реЛрд░ рдХрд░рд╛

рдкрд╛рд╕реВрди рдкреНрд░рддрд┐ рд░рд╛рддреНрд░ рднрд╛рдбреЗ рд╕реБрд░реВ рд╣реЛрддреЗ
Sheffield рдордзреАрд▓ рд╡реНрд╣реЗрдХреЗрд╢рди рд░реЗрдВрдЯрд▓реНрд╕рдЪреЗ рднрд╛рдбреЗ рдХрд░ рдЖрдгрд┐ рд╢реБрд▓реНрдХ рдЬреЛрдбрдгреНрдпрд╛рдкреВрд░реНрд╡реА тВ╣10,755 рдкреНрд░рддрд┐ рд░рд╛рддреНрд░рдкрд╛рд╕реВрди рд╕реБрд░реВ рд╣реЛрддреЗ

рд╡реНрд╣реЗрд░рд┐рдлрд╛рдИрдб рдЧреЗрд╕реНрдЯ рд░рд┐рд╡реНрд╣реНрдпреВрдЬ
рддреБрдореНрд╣рд╛рд▓рд╛ рдирд┐рд╡рдбрдгреНрдпрд╛рдд рдорджрдд рдХрд░рдгреНрдпрд╛рд╕рд╛рдареА 2,040 рдкреЗрдХреНрд╖рд╛ рдЬрд╛рд╕реНрдд рд╡реНрд╣реЗрд░рд┐рдлрд╛рдИрдб рд░рд┐рд╡реНрд╣реНрдпреВрдЬ

рдлреЕрдорд┐рд▓реА-рдлреНрд░реЗрдВрдбрд▓реА рд╡реНрд╣реЗрдХреЗрд╢рди рд░реЗрдВрдЯрд▓реНрд╕
40 рдкреНрд░реЙрдкрд░реНрдЯреАрдЬ рдЕрддрд┐рд░рд┐рдХреНрдд рдЬрд╛рдЧрд╛ рдЖрдгрд┐ рдХрд┐рдб-рдлреНрд░реЗрдВрдбрд▓реА рд╕реБрд╡рд┐рдзрд╛ рдСрдлрд░ рдХрд░рддрд╛рдд

рдкрд╛рд│реАрд╡ рдкреНрд░рд╛рдгреНрдпрд╛рдВрд╕рд╛рдареА рдЕрдиреБрдХреВрд▓ рд╡реНрд╣реЗрдХреЗрд╢рди рд░реЗрдВрдЯрд▓реНрд╕
рдкрд╛рд│реАрд╡ рдкреНрд░рд╛рдгреНрдпрд╛рдВрдЪреЗ рд╕реНрд╡рд╛рдЧрдд рдХрд░рдгрд╛рд░реА 10 рд░реЗрдВрдЯрд▓реНрд╕ рд╢реЛрдзрд╛

рд╕реНрд╡рддрдВрддреНрд░ рд╡рд░реНрдХрд╕реНрдкреЗрд╕реЗрд╕ рдЕрд╕рд▓реЗрд▓реА рд░реЗрдВрдЯрд▓реНрд╕
30 рдкреНрд░реЙрдкрд░реНрдЯреАрдЬрдордзреНрдпреЗ рд╕реНрд╡рддрдВрддреНрд░ рд╡рд░реНрдХрд╕реНрдкреЗрд╕ рдЖрд╣реЗ

рд╡рд╛рдп-рдлрд╛рдпрдЪреА рдЙрдкрд▓рдмреНрдзрддрд╛
Sheffield рдордзреАрд▓ 40 рд╡реНрд╣реЗрдХреЗрд╢рди рд░реЗрдВрдЯрд▓реНрд╕рдордзреНрдпреЗ рд╡рд╛рдп-рдлрд╛рдпрдЪрд╛ рдЕтАНреЕрдХреНрд╕реЗрд╕ рдЖрд╣реЗ

рдЧреЗрд╕реНрдЯреНрд╕рд╕рд╛рдареА рд▓реЛрдХрдкреНрд░рд┐рдп рд╕реБрд╡рд┐рдзрд╛
рдЧреЗрд╕реНрдЯреНрд╕рдирд╛ Sheffield рдЪреНрдпрд╛ рд░реЗрдВрдЯрд▓реНрд╕рдордзреАрд▓ рд╕реНрд╡рдпрдВрдкрд╛рдХрдШрд░, рд╡рд╛рдпрдлрд╛рдп рдЖрдгрд┐ рдкреВрд▓ рдпрд╛ рд╕реБрд╡рд┐рдзрд╛ рдЖрд╡рдбрддрд╛рдд

4.9 рд╕рд░рд╛рд╕рд░реА рд░реЗрдЯрд┐рдВрдЧ
Sheffield рдордзреАрд▓ рд╡рд╛рд╕реНрддрд╡реНрдпрд╛рдЪреНрдпрд╛ рдЬрд╛рдЧрд╛рдВрдирд╛ рдЧреЗрд╕реНрдЯреНрд╕рдиреА рдЙрдЪреНрдЪ рд░реЗрдЯрд┐рдВрдЧреНрдЬ рджрд┐рд▓реЗ рдЖрд╣реЗрддтАФрд╕рд░рд╛рд╕рд░реА 5 рдкреИрдХреА 4.9!
рдПрдХреНрд╕рдкреНрд▓реЛрдЕрд░ рдХрд░рдгреНрдпрд╛рд╕рд╛рдареА рдбреЗрд╕реНрдЯрд┐рдиреЗрд╢рдиреНрд╕
- Plainview┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- New York┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- Long Island┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- Boston┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- Washington┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- East River┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- Hudson Valley┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- Jersey Shore┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- Philadelphia┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- South Jersey┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- Mount Pocono┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- рдж рд╣реЕрдореНрдкреНрдЯрдиреНрд╕┬ард╕реБрдЯреНрдЯреАрд╕рд╛рдареА рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реНрдпрд╛ рдЬрд╛рдЧрд╛
- рдкрд╛рд│реАрд╡ рдкреНрд░рд╛рдгреНрдпрд╛рдВрд╕рд╛рдареА рдЕрдиреБрдХреВрд▓ рд░реЗрдиреНрдЯрд▓реНрд╕┬аSheffield
- рдкреЕрдЯреАрдУ рдЕрд╕рд▓реЗрд▓реА рд░реЗрдВрдЯрд▓реНрд╕┬аSheffield
- рднрд╛рдбреНрдпрд╛рдиреЗ рдЙрдкрд▓рдмреНрдз рдЕрд╕рд▓реЗрд▓реА рдШрд░реЗ┬аSheffield
- рдлрд╛рдпрд░рдкреНрд▓реЗрд╕ рдЕрд╕рд▓реЗрд▓реА рд░реЗрдВрдЯрд▓реНрд╕┬аSheffield
- рдЖрдКрдЯрдбреЛрдЕрд░ рд╕реАрдЯрд┐рдВрдЧ рдЕрд╕рд▓реЗрд▓реА рд░реЗрдВрдЯрд▓реНрд╕┬аSheffield
- рд╡реЙрд╢рд░ рдЖрдгрд┐ рдбреНрд░рд╛рдпрд░рдЪреА рд╕реБрд╡рд┐рдзрд╛ рдЕрд╕рд▓реЗрд▓реА рд░реЗрдВрдЯрд▓реНрд╕┬аSheffield
- рдХреБрдЯреБрдВрдмрд╛рд╕рд╛рдареА рдЕрдиреБрдХреВрд▓ рд░реЗрдиреНрдЯрд▓реНрд╕┬аSheffield
- рдлрд╛рдпрд░ рдкрд┐рдЯ рдЕрд╕рд▓реЗрд▓реА рд░реЗрдВрдЯрд▓реНрд╕┬аBerkshire County
- рдлрд╛рдпрд░ рдкрд┐рдЯ рдЕрд╕рд▓реЗрд▓реА рд░реЗрдВрдЯрд▓реНрд╕┬ардореЕрд╕реЗрдЪреНрдпреБрд╕реЗрдЯреНрд╕
- рдлрд╛рдпрд░ рдкрд┐рдЯ рдЕрд╕рд▓реЗрд▓реА рд░реЗрдВрдЯрд▓реНрд╕┬ард╕рдВрдпреБрдХреНрдд рд░рд╛рдЬреНрдп
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Thunder Ridge Ski Area
- Berkshire East Mountain Resort
- Windham Mountain
- TPC River Highlands
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Bushnell Park
- Taconic State Park
- Norman Rockwell Museum
- Wintonbury Hills Golf Course
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Mount Southington Ski Area
- Talcott Mountain State Park
- Bright Nights at Forest Park
- Hunter Mountain Resort
- Mohawk Mountain Ski Area




