Holiday rentals in Mount Riga

Slate Cabin - Stylish Country Escape x Rhinebeck

This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Peaceful Farmhouse w/ Views + Rail Trail Access

Relax in this charming 3BR farmhouse with mountain views, a sunny reading room, and direct access to the Harlem Valley Rail Trail. With-in an hour to Lime Rock Race Track, skiing, snow boarding, sledding, Sharon playhouse, and excellent restaurants in CT, MA and NY. Just a mile from downtown Millerton, this family-friendly retreat features a kids’ playroom, remote work desk w/ external monitor, full kitchen, open yard, and pet-friendly vibe. Perfect for couples, families, or work-from-retreats.

Lakeville Lodge with Private Pool

Welcome to Lakeville Lodge – a rare-find Connecticut retreat for families & couples conveniently nestled in the foothills of the Berkshires. Lounge by the private pool, unwind by the fire, or walk down the street for an action-packed day at Lakeville Lake. With the rail trail at your door and favorites like Fern and the White Hart Inn just a short walk away, our lodge is the perfect place to call home. 5min to Hotchkiss 7min to Salisbury 25min to Berkshire School 30min to Great Barrington

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.

Under Mountain House

Our home is designed to be your home away from home! It has been newly renovated with comfort in mind so you can enjoy your stay in the Berkshires. Whether you are here to hike parts of the Appalachian Trail, stroll into town for a leisurely meal, enjoy Lime Rock Race Track or explore the many surrounding New England towns you can be assured you will always have a comfortable home to come back to!! My home is located just a 3 minute walk to the center of town and the historic White Hart.

Close to Lake/Skiing/Hiking with Picturesque Views

Classic New England Cottage on 3 acres in the Connecticut countryside on a rambling street just minutes from Lakeville, Salisbury and Millerton town centers. Only 2 hours from Boston or NYC. So many reasons to visit: ski Butternut or Catamount, hike the Appalachian Trail, swim at the Grove, bike the rail trail. Tour private schools. Take in Tanglewood, or spend time at Limerock Race Track. You are minutes away from the annual Ski Jump Festival. Pond and ridge line views.

Historic Candlewick House in Lakeville

Charming, historic getaway with all the modern convenience. Stay at the Candlewick House, built off the original house from the area's candlemaker from the 1700s. Lovingly restored and updated to modern convenience while preserving original details throughout, this antique is set up for comfort and convenience. Close to four-season attractions (lake beach, skiing, apple-picking) and within 3-10 minutes from Hotchkiss, IMS, Salisbury Schools, and 20 mins to Berkshire School.

The Studio

Millerton, NY is a weekender's dream! Enjoy a peaceful stay in our newly renovated studio, fully furnished with a queen bed and private entrance. You're just a short walk from everything the village has to offer—from breakfast at Oakhurst Diner and coffee at Irving Farm to shopping at Westerlind, browsing Oblong Books, or catching a film at The Moviehouse. We also offer simple, transparent pricing with no cleaning fee. Perfect for a relaxing Hudson Valley getaway.

Gorgeous Modern New Ranch near Rail Trail!

Brand new top to bottom high end renovation on a stylish home just a mile from the quaint town of Millerton on 3 acres with tremendous views of the rolling hills of the Hudson Valley. Immaculate home boasts all the comforts and amenities to fully relax and absorb the landscapes. The Harlem Valley Rail Trail is a few hundred yards away. Walk or bike into town. Walk up the hillside 50 yards to capture unbelievable views. A truly stunning home and area.

Greystone at Twin Lakes

Enjoy a memorable visit when you stay in this unique place. An old family home brought up to 21st century. Originally a 1790s tavern. Colonial door latches, wide board floors, narrow steep staircase. A short walk down our driveway leads to our camp with 300' of the west shore of Washinee Lake (West Twin Lake). We are 10 miles from Lime Rock Park and Racetrack, close to private schools, and nestled in the beautiful foothills of the Berkshires.

Breathtaking Views of Secluded Paradise

Nestled atop a sprawling pasture and surrounded by the rolling Catskills, Casa Lobato Farmhouse offers refined comfort and timeless charm. Spacious yet intimate, this elegant retreat is designed for effortless relaxation with elevated amenities. Take in sweeping views, unwind by the firepit beneath the stars, or hike to a cascading stream. As a certified “Healthy Home,” we proudly provide a stay that feels both indulgent and restorative.