Holiday rentals in Salem

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Top-rated holiday rentals in Salem

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Top guest favourite
An inviting cabin exterior features a combination of natural wood and a metal roof. A spacious deck is visible with seating arrangements and a small table, surrounded by lush greenery. The setting reflects a tranquil hillside ambiance, enhanced by the picturesque sky above.
Cabin in Rupert
4.99 out of 5 average rating, 121 reviews

Elegant & Rustic Cabin - A Peaceful VT Getaway.

Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!

Top guest favourite
The guesthouse sits nestled among trees, featuring a rustic facade with large windows. A deck extends from the entrance, surrounded by greenery, providing a sense of seclusion. The surrounding area is characterized by verdant foliage and natural pathways leading to the house.
Guest house in Salem
4.98 out of 5 average rating, 141 reviews

Guest House at Hummingbird Hill

Our small above-garage guesthouse on the New York-Vermont border is a retreat from busy life. The open floor plan, airy apartment has windows on all sides & overlooks woods & meadow. The guesthouse is ideal for those looking to get away from electronics and the internet (note: no Wifi), and hike and bike the area’s trails, and/or paddle the Battenkill River and area lakes. Or just sit on the deck with a book and cup of tea or glass of wine. Pets are welcome (we do charge a small fee for pets)!

Top guest favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 381 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Top guest favourite
A charming treehouse is nestled among lush green foliage, featuring a rustic wooden exterior and a wraparound deck. Sunlight filters through the trees, creating a serene atmosphere that invites relaxation and connection with nature.
Treehouse in Argyle
4.99 out of 5 average rating, 118 reviews

Out On a Limb • A Magical Treehouse Experience

Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

Top guest favourite
Cabin in Shaftsbury
4.99 out of 5 average rating, 322 reviews

The Hygge Loft- mid-mod cabin on 70 acres w/HotTub

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

Top guest favourite
The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.
Home in Salem
4.98 out of 5 average rating, 208 reviews

Magical Farm Getaway - a must visit!

Beautifully restored 18th century farmhouse situated on 4.6 private acres within a 180 acre working farm. Five bedrooms, wood stoves, ample living space, and a cheery sun room with gorgeous views make this house one of a kind. Our backyard features an in-ground, heated, salt water swimming pool (open May to mid-Oct), fire pit (open year-round), large outdoor dining table, gas grill, and a deck with lounge seating and jacuzzi (open year-round). Parties and events are not allowed.

Top guest favourite
An inviting outdoor space features colorful chairs surrounding a fire pit, set against a winter backdrop. A cozy seating area on a deck showcases modern decor, including a patterned throw and a view of rolling hills framed by an oversized circular window.
Cottage in Shaftsbury
4.98 out of 5 average rating, 769 reviews

Schoolhouse Spa Retreat on a Vermont Farm

Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

Top guest favourite
The cabin's A-frame structure is surrounded by trees, with warm light glowing from the large windows. A spacious deck is visible, featuring outdoor seating. The tranquil landscape offers a serene atmosphere, blending the home harmoniously with nature.
Cabin in Shushan
4.86 out of 5 average rating, 292 reviews

Cozy rustic cabin in the hamlet of Shushan. N.Y.

This cabin overlooks a nature preserve.lots of wildlife,with a peaceful and Serene atmosphere. animals are welcome. the battenkill river is closeby 30 min from Manchester v.t and Saratoga springs ny.cozy up to a fire with a good book,or head out for some designer shopping.hiking trails in Vermont and newyork and plenty of ski resorts ,and snowmobilng.within 30 min. we welcome all animals in the home. enjoy the quiet, and views of shushan NY.here..

Top guest favourite
Guest suite in Salem
5 out of 5 average rating, 123 reviews

Suite on Salem

Keep it simple at this peaceful and centrally-located place. Walking distance to Salem Central, Fort Salem Theater, the Historic Salem Courthouse, Jacko's, Salem Art Work, On a Limb Bakery, and less than an hour to vermont sking. Come stay in our secure 2-room suite plus bathroom with a separate entrance uniquely filled with local art and antiques. Includes cube-sized refrigerator, coffee maker, and microwave for use.

Guest favourite
A stationary white bus sits on a gravel path surrounded by green grass. In the background, sparse trees and expansive fields are visible. Two outdoor chairs and a small shed can be seen nearby, highlighting the serene, rural setting.
Bus in Granville
4.89 out of 5 average rating, 198 reviews

Serene Bus Getaway Among Rolling Farm Land

Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.

Top guest favourite
The house is set amidst lush greenery, showcasing a modern design with a large metal roof and multiple windows. Grassy areas surround the property, with trees providing a natural backdrop. A rainbow is visible in the sky, adding a touch of color to the serene rural landscape.
Guest suite in Salem
4.98 out of 5 average rating, 135 reviews

Hilltop Country Views Studio Apartment

Enjoy a relaxing stay in the country. Easy access to Vermont & Saratoga. Eat local produce. Fresh eggs, bread and butter or oatmeal for your first breakfast, coffee and tea provided. Go shop, ski, hike or stay put & enjoy a good book! (After you're confirmed, please let us know if you're vegan, and or glucose or lactose intolerant.)

Guest favourite
A vibrant rainbow spans across a verdant landscape, highlighting rolling hills and farmland below. The gentle slopes are illuminated by soft sunlight, with patches of trees dotting the scenery. The tranquil atmosphere showcases the natural beauty of the surrounding region.
Home in Greenwich
4.87 out of 5 average rating, 161 reviews

Majestic Mountain Top Retreat

Off the grid, self sufficient, mountain top A Frame. Home is eco friendly running on solar power and propane to provide all the comforts of home. Has 4 bdrms, 3 baths, kitchen and large gathering area with million dollar views of NY,VT and MA.

Popular amenities for Salem holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Washington County
  5. Salem