Family-friendly holiday rentals in Salisbury

Cozy Little Cottage

Small comfortable place close to Lime Rock Park and Ski Butternut. It has 3 available bedrooms including one master with full bath. Lots of great restaurants in the area and places to hike or take out your canoe or kayak. Nice private backyard. There is a small fish pool to enjoy. I do have cameras pointing at the front door and back door to see when guests arrive and when they leave. Please don't try and sneak in extra guests you didn't intend to pay for. I've has these issues before. Welcome!

Cabin Nestled in the Litchfield Hills

Cozy, curated cabin in NW Connecticut—just over 2 hrs from NYC by car or train. Nestled above the Housatonic River, it’s a place to hike, antique, or do nothing at all. Watch wild turkeys, deer, rabbits, and the occasional fox wander through the yard. Toast s’mores by the fire pit, then stargaze beneath a wide, quiet sky. The Appalachian Trail and some of the best hikes in the Northeast are just steps away. A peaceful escape in every season—recharge with nature, friends, or the stillness itself.

Loft in the Pines

Loft in the Pines: Get away to your own private retreat, walkable to Main St, Millerton, NY & Harlem Valley Rail Trail. Beautiful 1 bedroom escape with two decks for your relaxation. Perfect for couples or families. Close to great hiking & skiing. Easy walk to antique shops & delicious restaurants or put your feet up and relax! 1.5 baths, living room with flat screen TV, dining room & fully equipped kitchen & expansive deck to take in the view. Rent with House in The Pines for a larger group

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.

Hideaway with Spectacular Berkshire Views

Located on the border of Massachusetts and Connecticut with spectacular views of the Berkshire Hills and fifteen minutes drive from Great Barrington, MA, this apartment is located on a secluded seven-acre property. Owners live on the property. Above an artist studio this renovated one bedroom apartment with private entrance, full kitchen, fast internet is stylish, light and airy with a contemporary and eclectic decor. Please note During winter all-wheel drive vehicle is strongly advised.

Stay in Downtown Canaan

This light-filled space is in a separate wing of my house with its own private entrance. There is one bedroom with a king-sized bed, spacious living room with table for meals, a large TV, a refrigerator/freezer stocked with bottled water and 1/2&1/2 for coffee, microwave and coffee maker with coffee pods are provided. You will hear the train as it travels through town. There are several places to eat nearby. Be sure to check out GUIDEBOOK on my listing to see what our area offers!!!

The Studio

Millerton, NY is a weekenders dream! Enjoy a peaceful stay at our newly renovated Studio fully furnished and with a Queen Bed. You’re just a short walk from everything the village of Millerton has to offer! Grab a bite to eat at the popular Oakhurst Diner or indulge in a coffee at Irving Farm Coffee Roasters. After that, make your way to Westerlind to do a little shopping, pop into Oblong Books or enjoy the charm of an old time film theater by checking out The Movie house.

Upland Meadow Retreat - 3 bedrooms/2 baths

Very comfortable 2000 square foot ranch home - 3 bedrooms, 2 bathrooms on 2 acres is the perfect getaway for a quiet relaxing time in the country. Our house is a few minutes from Hotchkiss, Salisbury and Indian Mountain Schools - and is close to town. This is quintessential New England at its best. Enjoy a perfect country setting offering peace and quiet in a beautiful, natural environment. Easy drive from New York/Boston, close to Metro North Wassaic train station.

Lakeville Studio, 1st floor Near Lake, Limerock,AT

Cozy convenience in the center of Lakeville! Short walk to convenience store, several restaurants, a nail salon, gym and package store. There is a laundromat nearby as well. 1/2 mile to Lake Wonoscopomuc, nearby park and tennis courts, and beautiful walks on rural roads. Very close to local boarding schools and Limerock Racetrack. There are 2 units in this building- this listing is the downstairs only, there is a shared entrance, but units are separate of each other.