Holiday rentals with an accessible-height toilet in Boys & Girls Club of the Berkshires Ice Rink

Ski Catskills Mountain Lake View Fireplace & Sauna

Light the fireplace, breathe in mountain air, and relax by the private lake. Unwind in the sauna, enjoy morning coffee or sunset wine, and watch the stars from Adirondack chairs by the firepit. Minutes to Hunter Mountain and close to Windham, this retreat offers vaulted rooms, comfortable beds, and a well stocked kitchen. On property tennis, nearby hiking, and great reviews make this an inviting place to gather and enjoy the Mountain View year round. Perfect for skiing, hiking, and tennis lovers

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

You want to bring your whole family to Jiminy and be in ONE CONDO, with gorgeous views, a deck, BBQ, Backyard, and be at Jiminy Peak - This condo is for you - right in the heart of Country Village. This Stylish 2BR country Condo w AC is fully updated and comes with parking in front and full access to the Country Inn Amenities ( Fitness, pools, hottub, Tennis etc). This large 900 sq ft condo features country decor, & sleeps up to 7 with a queen, two bunk beds, pull out Trundle, and Full Bed. Th

Catskills Retreat: Hot Tub | Fireplace | Firepit

Year-Round Catskills Retreat Escape to Five Star Cottage in Windham, NY, just 2 hours from NYC. This spacious 4-bedroom, 2.5-bath home features stunning mountain views, a cozy wood-burning fireplace, a hot tub, and a large deck for year-round enjoyment. Ski in the winter, and explore nearby hiking trails, lakes, and waterfalls in the warmer months. Ideal for families and groups seeking adventure, wellness, or a peaceful retreat. Book your stay today and experience the beauty of the Catskills!

Cozy Log Cabin in the Woods

Scenic, cozy log cabin set back in the woods. Fully furnished & decorated. Full kitchen, 1.5 bath, washer/dryer. 1 bedroom w/full & twin bed. 1 room w/full bed. 2 twin XL cots available. See pictures for bed dimensions. Handicap accessible, Desk area, Wifi, NO landline, good verizon signal,Roku tv, Heat & AC. Pets allowed. Owner lives above garage. Dogs live on property. Hens and roosters, are housed near the cabin, they can make noise day and night. Large front porch. Bring your slippers. :-)

Great Barrington, Cabin Sleeps 14, Walk To Town

You and your family cannot beat this PRIME location in downtown Great Barrington while still feeling remote and in the rolling hills of The Berkshires. Quick 20 minute drive to Tanglewood, 5 minutes to Ski Butternut, 15 minutes to Catamount Ski Mountain, 350 feet walking distance to all the great restaurants and shops of downtown Great Barrington and plenty more! Short walk to a great lake with a beach area - bring your dogs and family to swim in or walk around and enjoy the nature reservation!

Your Perfectly Wonderful Woodbury Sanctuary!

Just 90 minutes from NYC, this Getaway is Perfect! Antiques, photographs, & sculptures fill this sanitized, rambling, relaxing, light-filled 2 story 4 bedroom 2.5 bath on Connecticut's Antique Trail. All 2,800 sq. ft of my home is at your disposal and 2 minutes from 5 popular, fabulous restaurants. Your Host lives in the attached Artist Studio with its own access and parking. Stay here and you may agree with Reader’s Digest magazine that "Woodbury is Connecticut's Most Charming Small Town."

Cape Cod Style Gem with Bedroom on Main

Welcome to our peaceful New Britain retreat! Nestled at the Farmington border amid W. Hartford, Newington, and Southington. Escape 1 block to the Lake, yet a short commute to urban Hartford, and Meriden. Enjoy serene forest and vast lawn views, ideal for on-site bird/rabbit watching, and yoga. Featuring bedrooms on both levels, mostly hardwood floors, and an intimate kitchen, our home provides a cozy welcoming ambiance. Situated in a semi-urban neighborhood. It's the perfect NYC/Mass escape!

THE Be Jolly Bed & Pub a Unique Combination

The Be Jolly House (built in 1890) at the turn of the 19th century. It was restored with the intent to return you to that period, the late 1800's, early 1900's charm, & ambiance. We recently added a propane fire pit area with a roof over it as well as a roof over the large rear deck as well as a BBQ and refrigerator. In addition, we have added another room where we have installed a home bar area with high top tables and a 4-person cedar infrared sauna! We're located in a rural setting.

The 1772 Lefevre Stonehouse Suite

Sit at a quaint breakfast table in this sun-filled room admiring the beautiful patio, grainy wood-plank floors, and a country decor touches. Walk outside to enjoy the free ranging chickens as you gaze at the rustic grounds of this enchanting stone-built home dating from 1772. The suite has its our private entrance, bathroom and fireplace all stocked with plenty of firewood for your stay. Fireplace can be used November-March only unless temperatures are under 40 degrees.

Hillside Haven: Modern near Great Barrington

Book your summer getaway in the Berkshires now! Hillside Haven is a contemporary and spacious family retreat, with 4 bedrooms and 3.5 bathrooms, elevated furnishings and finishes in the woods near Great Barrington and Hillsdale. Whether you’re here with family or friends, for vacation or a work getaway, you’ll find everything you need! Enjoy a large terrace with outdoor dining and grill, sunroom office, convenient workstations, and a bonus meditation or yoga room.

Lush Retreat Near Rhinebeck

Welcome to our charming retreat near Rhinebeck! This spacious home offers a perfect blend of relaxation and productivity, boasting ample space to unwind and a dedicated work area for your convenience. Enjoy the expansive backyard, perfect for outdoor activities or simply basking in nature's tranquility. The home offers 3 bedrooms and 1.5 baths. The home is a short drive from the charming town of Rhinebeck, where you can find great restaurants and shopping.

New gorgeous design-Hottub+Views+Fireplace nr Ski

Luxury 7BR, 4.5BA home with heated pool, hot tub, movie theater, pool table, and whole-house Sonos. Enjoy stunning views of mountains and meadows from the deck or relax by one of two fireplaces. Chef’s kitchen with premium appliances, spa-like baths, and total privacy. High-speed Wi-Fi throughout, dedicated workspace, central AC, and radiant heat floors. Recently built with no expense spared—perfect for unforgettable getaways.