
Family-friendly vacation rentals in Salisbury
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Top-rated family-friendly rentals in Salisbury
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

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

Lakeville studio, 2nd floor Near Lake, Limerock AT
Spacious second floor studio. Close to local private schools, Catamount and Butternut ski areas, Limerock park, nearby Berkshires attractions, ski jumps! Short walk to convenience store, several restaurants, a nail salon, gym and package store. There is a laundromat nearby. 1/2 mile to Lake Wonoscopomuc, nearby park and tennis courts, and beautiful walks on rural roads. There are 2 units in this building- this listing is the upstairs, shared entrance but units are separate of each other. Edit

The Barn - Rustic Chic Loft, Hotchkiss, Lakes, Ski
Newly Renovated 1890s Hay Barn. 3 Queen sized Beds on 2 floors w/ scenic marsh views. 3 min. from Millerton, lakes & Hotchkiss. Open loft spaces . Fully equiped kitchen. Ideal for couple or w/guests. Single Bathroom on Ground Floor. Full Music Set up w/ instruments and PA. Radiant floors, plus pellet stove for ambiance & additional heat. Wifi thermostat and smart lighting w/ Alexa. 42" TV with Firestick and cable. Full house Auto-Backup Generator. Rental car can be available with property.

Newly renovated cutie
Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

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!!!

West Main
1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town , pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

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.
Popular amenities for Salisbury family-friendly rentals
Family-friendly home rentals with a hot tub

Artist Cottage

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

Boutique TINY home+private HOT TUB-walk to Main St

Twin Island Lake House • Hot Tub

Unwind in the country, stargaze in hot tub

Cozy Getaway | Pet Friendly | Litchfield Cty

Jaw dropping mountain & lake views

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Family- and pet-friendly home rentals

3-bedroom Berkshire bungalow on 2.5 peaceful acres

Restored 1735 Granary I King Bed + Views & Pool

Private Berkshire Barn Apartment

Columbia County Getaway - Raspberry Ridge Cottage

Sunset Bungalow-Mt views on 130acre forest & falls

Eco Cottage in the Woods

Nature Cottage w/ Private Path to River Access

Pine Plains Cottage
Family-friendly home rentals with a pool

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Sweet Farm Stay

The Copake Cabin - A rustic-modern retreat.

Modern Barn on 12 acres w Sauna, FirePit+swimming

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Modern Upstate Cabin, near Rhinebeck NY

Enjoy every season the Berkshires have to offer.
Quick stats about vacation rentals that are family-friendly in Salisbury
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
2.3K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Destinations to explore
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- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Zoom Flume
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
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- Bushnell Park
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- Taconic State Park
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