Vacation rentals in Salisbury

4.92 out of 5 average rating, 105 reviews

Apartment in Amenia

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.

Superhost

Cabin in Salisbury

4.9 out of 5 average rating, 154 reviews

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.

4.98 out of 5 average rating, 104 reviews

Guesthouse in Millerton

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

4.98 out of 5 average rating, 182 reviews

Apartment in Pine Plains

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.

4.99 out of 5 average rating, 143 reviews

Apartment in Canaan

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 brewery, pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

5 out of 5 average rating, 364 reviews

Apartment in Sheffield

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.

4.93 out of 5 average rating, 154 reviews

Cottage in Cornwall

Newly Built Cottage in Housatonic Valley

This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

Superhost

Apartment in Millerton

4.79 out of 5 average rating, 107 reviews

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.

4.98 out of 5 average rating, 129 reviews

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.

4.91 out of 5 average rating, 107 reviews

Guesthouse in Salisbury

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.

4.93 out of 5 average rating, 366 reviews

Guest suite in Millerton

Sunset 60 mile view

ROMANTIC LUXURY! Spring has SPRUNG! Gorgeous warm weather; fresh, crisp mountain air. Clear starry nights. Your own private suite, entrance, kitchen, bathroom, outdoor dining facilities, charcoal bar b q grill. Located atop a mountain with magnificent SUNSET view 50 miles overlooking the Hudson River Valley. Completely steam cleaned, disinfected and sterilized before each guest. HEPA Air filters installed. High speed WIFI, 500mbps! 55” 4K HD TV.

4.93 out of 5 average rating, 181 reviews

Cottage in Sharon

Foxfire Hill: A Bit of Luxury in the Countryside

Enjoys luxurious Get away to lovely Sharon, CT, just 2 hours from NYC/3 hours from Boston. Enjoy a chill vibe, garden and mountain views, and fresh organic eggs from our lovely flock of hens. We’ve created a luxurious and spacious modern feel, in a bucolic farmland setting. All newly refurbished with a luxurious modern bath with rain shower and fabulous marble stone work. Coyuchi bedding, soft organic cotton linens, and gourmet kitchen!

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Other great vacation rentals in Salisbury

4.91 out of 5 average rating, 22 reviews

Cottage in Canaan

Historical Falls Village Schoolhouse

HalRating, 5 stars1 week ago

Charming home, and Cath was especially helpful with late night dining accommodations.

4.89 out of 5 average rating, 38 reviews

Guest suite in Salisbury

SALISBURY ESTATE COTTAGE GARDEN SUITE

KathrynRating, 5 stars3 weeks ago

This was the perfect place to stay while visiting Salisbury school for a graduation celebration. Richard was the perfect host, very friendly, responsive, and made us feel right at home. The welcoming amenities from fresh fruits and pastries to the turndown service with Sherry and chocolates were the perfect touches for making it just warm and cozy. Wish I had more time to spend there to tour around the little town.

5 out of 5 average rating, 57 reviews

Cozy lake house close to Hotchkiss and IMS

KelseyRating, 5 stars3 weeks ago

We had such a wonderful stay! Hillary was an outstanding host. We had a minor issue with the AC unit, and she was very quick to respond and had it addressed the very same day! The cabin was cozy in a serene setting with lots of fabulous restaurants nearby. We’ll definitely be back!

4.96 out of 5 average rating, 83 reviews

Cottage in the woods

JudiRating, 5 stars6 months ago

We had the most relaxing and beautiful stay on Linda’s farm! The house is so lovely and clean, we enjoyed nights by the magical fireplace. We went on mini hikes right outside our door, and the farm animals were the best bonus! Linda is so lovely and responded immediately to every question. We will surely book this beautiful spot again.

4.98 out of 5 average rating, 92 reviews

Cottage in Canaan

The Cottage at Great Falls Luxury Getaway.

ErinRating, 5 stars2 weeks ago

the cottage was gorgeous and everything we needed. the instructions to get in and where to find everything were very clear. I loved the guest book with local information and recommendations! we would definitely stay again!

4.92 out of 5 average rating, 84 reviews

Newly renovated charming home with chefs kitchen

JayRating, 5 stars7 months ago

Great stay. Dean was extremely communicative from start to finish and enjoyed the visit overall. Thanks for hosting us!

4.91 out of 5 average rating, 22 reviews

Cozy 2-bedroom home - fireplace and yoga space.

AnnaRating, 5 stars6 months ago

Sean's home was perfect for our stay- right on the bike path through Salisbury and a block away from the shops and restaurants. The beds were comfortable and the house had everything we needed. A random perk for me was high quality (sharp!) chefs knives in the kitchen, unheard of in an air bnb!