Holiday rentals in Salisbury

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Top-rated holiday rentals in Salisbury

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy bedroom features a spacious bed covered in a floral quilt, complemented by vintage wooden furnishings. Natural light streams through two small windows, highlighting the rustic wooden beams and warm hardwood flooring.
Home in Salisbury
4.97 out of 5 average rating, 36 reviews

Peace at Last

Vacation or work remotely at this unique & tranquil property. Charming & cozy historic late 1800's post & beam 2 1/2 bedroom home with rustic and vintage elements; claw foot tub, private master bedroom. Enjoy garden: flower herb & fruits, sounds of nature & brook Only 2 hrs from NYC & Boston Ski, Hike, Swim, Bike, Horseback ride, Zipline, Tour private schools, historical & music sites, Tanglewood, Limerock Race Track, Appalachian Trail, Ski Jump Fest! 2-3 mainly outdoor & easy cats to feed

Guest favourite
The exterior of the guesthouse is shown, featuring a light brown facade with white trim around two windows. A simple white door is situated at the front, framed by a small set of steps. Green foliage surrounds the building, contributing to a natural setting.
Guest house in Salisbury
4.94 out of 5 average rating, 125 reviews

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

Top guest favourite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 129 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Top guest favourite
A newly remodeled kitchen showcases white cabinets complemented by a marble countertop and a decorative backsplash. A rustic wooden dining table with chairs is positioned near a window, while a vibrant area rug adds warmth to the space. Modern appliances are neatly integrated into the design.
Home in Salisbury
4.98 out of 5 average rating, 172 reviews

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.

Top guest favourite
A spacious living area features comfortable seating, a glass coffee table, and a dining space with wooden chairs. The kitchen is visible, showcasing modern appliances and a light wood countertop. Natural light illuminates the room, creating a warm and open atmosphere.
Flat in Sheffield
5 out of 5 average rating, 402 reviews

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.

Superhost
The exterior of a modern two-story building is highlighted by large windows and a sloped roof. A gravel path leads to the entrance, surrounded by well-maintained grassy lawns and trees. Soft evening light casts a warm glow, creating a serene ambiance.
Home in Salisbury
5 out of 5 average rating, 3 reviews

Longpond Farm House and Loft

Longpond Cellars & Farms Main First Floor and Loft are 2 separate apartments in one building. The Main floor has a kitchen and dining area for all company, with a huge fireplace, including 6 person Sauna off the soaking tub/shower bathroom, King Size Bed, large TV The Loft has a full kitchen, bathroom, living room, Full Size Bed, small TV Separate entrances for each apartment. This building sits on a 45 Acre farm, walking distance to public lake access for boating and swimming.

Top guest favourite
A bright kitchen features white cabinetry and a dark countertop, with several windows allowing ample natural light. A vase of sunflowers sits on the counter next to a knife block, complemented by stainless steel appliances and a modern sink beneath the windows.
Home in Salisbury
4.93 out of 5 average rating, 73 reviews

Lake Country Farmhouse

A tasteful country retreat perfect for discerning guests who want to unwind comfortably. Wake up to breathtaking views in one of the most picturesque--and undiscovered--corners of America. Enjoy seclusion in a renovated farmhouse with lovingly restored period details abutting the William F Buckley family nature preserve, a postcard-worthy 500-acre gentleman's farm and views of the Appalachian Trail in the distance. The small private pond stocked with fish will entertain children.

Top guest favourite
Home in Sheffield
4.95 out of 5 average rating, 22 reviews

Family friendly house with fenced yard & fire pit

Hillside Haus is a modern house close to Catamount Mountain & Ski Butternut and Hotchkiss School. Enjoy high ceilings, a cozy fire pit, fenced yard, family-friendly amenities (including crib and high-chair), and fully stocked kitchen. Sleeps 6 comfortably, and includes an office space. Perfect for year-round getaways—ski in winter, hike and picnic at nearby lakes and campgrounds in summer. Quick drive to charming and vibrant Great Barrington for shopping, art, and restaurants.

Top guest favourite
A charming artisan-designed cottage is showcased in a residential setting, featuring a yellow exterior complemented by neatly arranged landscaping. A small tree adds a touch of color to the front yard. The peaceful cul-de-sac is lined with greenery, enhancing the tranquil atmosphere.
Cottage in Canaan
4.97 out of 5 average rating, 114 reviews

The Cottage at Great Falls Luxury Getaway.

Spectacular artisan designed cottage on the banks of the beautiful Housatonic river. Located on a quiet residential cul de sac , no through traffic. Interior features plaster throughout, stone veneer and mosaic flooring and original artwork. Fully equipped kitchen, elegant dining room. Oversized soaking tub in master bath. 2 bedrooms, sleeps 4. Fabulous water and mountain views . Large outdoor deck overlooking the water, second small stone dining deck. wonderful gardens.

Guest favourite
Tiny home in New Marlborough
4.94 out of 5 average rating, 173 reviews

Bedroom Forest View I Sauna I Fire-pit I Trails

Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Guest favourite
Home in Salisbury
4.95 out of 5 average rating, 42 reviews

Cozy & Modern 3BDRM Farmhouse - EV Charger

A tranquil escape to a charming farmhouse in an idyllic pastoral setting with amazing mountain views (and even better nighttime stargazing)! Located down a quiet country road on the border of Litchfield County and the Berkshires, you'll be surrounded by beautiful wide-open vistas, excellent restaurants, and a plethora of charming small New England towns and attractions. Close to Hotchkiss, Berkshire, and Salisbury schools. Pets okay with prior approval.

Top guest favourite
Home in Salisbury
4.98 out of 5 average rating, 64 reviews

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.

Popular amenities for Salisbury holiday rentals

When is the best time to visit Salisbury?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Salisbury?

    Salisbury has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Salisbury?

    Experience the best of Salisbury with our apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Salisbury?

    Four-legged friends are welcome in Salisbury. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Salisbury?

    Yes! Work meets play with ease at over 30 vacation rentals in Salisbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Salisbury have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Salisbury. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Salisbury have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Salisbury. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Salisbury have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Salisbury. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Salisbury have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Salisbury. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Salisbury

  • Total holiday rentals

    Explore 80 holiday rentals in Salisbury

  • Nightly prices starting at

    Salisbury holiday rentals start at €105 per night before taxes and fees

  • Verified guest reviews

    Over 2,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    80 of Salisbury holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Salisbury rentals

  • 4.9 Average rating

    Salisbury stays are highly rated by guests – averaging 4.9 out of 5!