Chalets in Hartford

3BR Adirondack Guest House on 36 Acre waterfront

3br bedroom Adirondack lodge, complete with wrap around porch on our 36 acre waterfront estate. Updated kitchen with island bar and laundry. WiFi, high speed internet+fire tv. NewCentralAC. Estate featured on HGTV and The Wall Street Journal. “Salem Woods” on Gardner Lake features an amazing shared indoor 8000 sq. Year round:salt water pool & spa, hot tub, sauna, & steam room. Enjoy: walking trails, half a mile of private sandy beach, 2 docks, fire pits, canoes, kayaks, fishing, water sports.

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

Berkshire "ZEN" Chalet

"ZEN" Palace Chalet perfect spot to chill & relax after a day of exploring or skiing. SPACIOUS,secluded,quiet, great grounds -3 bdrm 2 ba with LUSH VIEWS endless windows. BEAUTIFUL exposed wood beams & ceilings throughout. Super family friendly. 5 min GREAT BARRINGTON, Butternut, Catamount, great food, nature trails, lakes, great shopping & farmer's markets. Close to STOCKBRIDGE,Tanglewood, Norman Rockwell Museum, Wheatleigh, Kirpalu,Canyon Ranch & HUDSON NY. Accessible knowledgable local host.

The Goshen Glass Chalet

A vacation Chalet with a smart lock,, furnished. Has a rustic flair, one large master bedroom down stairs and full bathroom. 1 full size bed & 2 twin size beds upstairs with a full bathroom. Well stocked & equipped kitchen, open large spacious combined living and a dining area with a fireplace and large screened TV with bose surround sound. Beautiful outdoor deck for dining screened in porch with a beautiful large patio, barbecue & fire pit. Woods view, 10 minute drive to the Lake.

2BR Guest House on 36 acer Estate Indoor POOl/SPA

This Adirondack style cottage is part of a 36 acer waterfront estate and is perfect for a quiet getaway, it features all the modern conveniences: full kitchens and laundry. With a beautiful stone gas fireplace abs two private decks. The estate was recently showcased on HGTV & featured in The Wall Street Journal. The estate Features an amazing indoor 8000 sq. Year round heated pool & spa area with hot tub, sauna, & steam room shared with the property. The pool area is shared.

Cozy French Country chalet

Perfectly situated, this cozy French Country chalet is minutes to downtown Monterey, Lake Garfield & just 10 minutes to Butternut for skiing. Family friendly, this home is stocked with games, movies & books for a fun-filled trip. If you're looking for a relaxing Berkshires getaway, look no further than this well-cared-for home, stocked with amenities to make your trip comfortable & relaxing! The home also has high-speed broadband internet, capable of streaming & more!

Modern Secluded Ski Chalet | 40 Acres | Family

Enjoy privacy at a cozy mountain home on 40 acres, minutes from ski resorts and shops. Floor-to-ceiling windows offer stunning views. This pet-free retreat is ideal for families seeking adventure & relaxation. Kids enjoy the playroom and outdoor space while parents relax in the jacuzzi tub or comfy living area. The fully stocked kitchen makes meal prep simple. Friendly local hosts provide restaurant tips, babysitter bookings and insider advice to enhance your stay.

Berkshires Chalet Natural Setting Deck & Fire Pit!

Relax with the whole family at this peaceful 4 bedroom 3 bath chalet as your base to enjoy the great outdoors of the Berkshires. Close to lakes, hiking trails and just a short drive to Tanglewood and Jacob's Pillow. In winter Ski Otis Ridge a mile away, or a 25 minute drive to Butternut. Relax and enjoy family time in the open plan living space with wood burning stove and deck, or venture down to the firepit in the large secluded yard.

Kayaks, Lake, Sauna & Family: Relax & Play

Escape to your Berkshire spring retreat: 🌿 Enjoy the lake and the blooming landscape on Benton Pond 🧖‍♂️ Warm up in the Scandinavian barrel sauna 🔥 Cozy around the fire pit or bake in the pizza oven on crisp spring evenings 🎶 Visit nearby restaurants Inside, enjoy comfort and fun: 🍳 Fully equipped kitchen (air-fryer, waffle maker, Nespresso) 💻 Home office with fast WiFi 🕹️ Arcade-style games and entertainment

Stunning Log Cabin with new Pickleball court/pool

This is a modern log cabin with no expense spared. Everything is first class. Guaranteed to exceed your expectations. Sitting on 10 beautiful acres. Everyone who has stayed at our home has raved about the charm, beauty and tranquility. gorgeous pool with automatic pool cover and outdoor Pickleball court. Year round hottub! Very close to Butternut for skiing and Great Barrington with great stores and restaurants.

SerenityCT

New! Litchfield, Connecticut Nestled on 7 acres in the heart of a charming, quintessential New England town, our Chalet styled home offers a unique vacation rental. Enjoy the feel of nature without sacrificing the luxury of comfort. Experience rich history, nearby vineyards, hiking trails, breweries, nature and so much more!

Enjoy our Connecticut Carriage House

Enjoy our extraordinary, 3-story carriage house with cozy fireplace & outdoor fire pit. Family-friendly with lots of room and outdoor space. Walking distance to Topstone Park and local New Pond Farm.