Holiday rentals in Berkshire

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Top-rated holiday rentals in Berkshire

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

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Top guest favourite
Tiny home in Burdett
4.99 out of 5 average rating, 190 reviews

FLX 3- Lake View Wine Country Tiny Cabin

Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!

Top guest favourite
The elevated treehouse is illuminated by soft lighting along the wrap-around deck, surrounded by trees in a nighttime setting. A gentle slope leads up to the entrance, providing accessibility. The structure features warm wood tones that complement the natural surroundings.
Treehouse in Horseheads
5 out of 5 average rating, 273 reviews

Falcon Nest - Treehouse Secluded in Private Forest

A Treehouse. Reconnect with nature at this unforgettable escape. Nestled in 28 acres of woods with hiking trails. This unique newly constructed all electric 525 sq foot elevated structure offers a wrap around deck for an ever changing view. King size bed & new technology foam offers complete comfort in separate climate controlled bedroom. Heated bathroom floor is a “warm” surprise. Optional seasonal outdoor shower for the adventurous. Kitchen lacks nothing tucked conveniently in the great room.

Top guest favourite
Cabin in Candor
5 out of 5 average rating, 70 reviews

Cozy Cabin in Candor

600 square foot, 1 bedroom, 1 bathroom efficient and cozy cabin on a beautiful hilltop location in Candor, NY. Built in 2022. The cabin is easily accessible through a shared driveway in a quiet and private setting. Watch beautiful sunrises from one direction and gorgeous sunsets from the other direction, and the occasional wildlife passing by. Many outdoor recreation opportunities at nearby State Forests/Parks. Pets are welcome! Portable mattresses can be provided for additional guests.

Guest favourite
A rustic cabin with a red metal roof is situated near a tranquil pond surrounded by green foliage. A large wooden deck extends from the front, offering views of the natural landscape. Stone steps lead from the pond's edge to the cabin, enhancing the serene atmosphere.
Cabin in Vestal
4.85 out of 5 average rating, 310 reviews

324 Knight Road, Vestal, NY

This cabin is a rustic getaway with all the comforts of home. Nestled in the woods, the cabin has an abundance of hiking trails with a covered bridge, and small farm that guests are welcome to visit. From APPROXIMATELY December 1 - March 1, the property is home to a full size sheet of ice. The rink and farm are featured in the 2022 Bauer Hockey holiday catalog. Be sure to bring your skates! A travelling massage therapist may be available for private bookings with a few days notice.

Top guest favourite
A charming wooden cabin features a large screened-in porch and multiple windows. A stone fire pit is surrounded by rustic stools, creating a cozy outdoor gathering space. Lush greenery and trees provide a natural backdrop, evoking a serene atmosphere for relaxation.
Cabin in Freeville
4.95 out of 5 average rating, 167 reviews

Hot tub under the stars at cozy cabin in the FLX

Nestled in a grove of Norway spruce, your peaceful cabin getaway rests in the heart of the Finger Lakes. Built by a local carpenter (with help from his dog Indiana), the cabin has enough coziness and charm to make any stay special. Hike down to Mill Creek (on the property), grill up some burgers on the gas grill, or lounge in a hot tub beneath the stars. The cabin is 15 minutes to Ithaca / Cornell, has a living room with a Switch + BluRay + Netflix, and has satellite wifi (30+ MBPS).

Top guest favourite
Cabin in Van Etten
4.96 out of 5 average rating, 141 reviews

Gorgeous Hilltop Paradise with epic views and pond

A beautiful slice of nature and unique cabin on 30 acres of land with modern ammenities. Enjoy distant views of hills through huge windows overlooking a swimming pond. It's a retreat for every season, featuring beautiful fall folliage, hiking, cross-country skiing and a lush and picturesque spring and summer. The house features a round kitchen and bedroom with a vaulted ceiling. Enjoy a giant view of the sky, fire pit by the pond, the sound of frogs, meditate, relax, or … work!

Top guest favourite
A serene landscape features a calm pond reflecting a colorful sunset sky. A small guest house is visible on the opposite shore, surrounded by lush greenery and trees. The tranquil scene captures the natural beauty of the area.
Home in Newark Valley
4.96 out of 5 average rating, 327 reviews

Private Scenic Retreat

The entire place is yours to enjoy! Our guest house is located on a dead-end road five minutes from the town of Newark Valley and only 30 minutes from Binghamton, Cortland, and Ithaca Included is a kitchen with open common area, two bedrooms, full bath and washer/dryer within living area. A farm setting is viewable from the common area and attached deck. There is a 2 acre pond and miles of scenic trails spread over 250+ acres, with sights as far as Pennsylvania!

Top guest favourite
The rustic cabin features a wooden exterior with large windows, allowing natural light to fill the interior. A covered porch with steps leads to the entrance. Firewood is neatly stacked beside the cabin, surrounded by lush greenery and a gravel pathway.
Cabin in Berkshire
4.97 out of 5 average rating, 94 reviews

"Sled Shack", secluded cabin in woods.

Private cabin on 115 acres. Has large pond to walk to. Several miles of trails. Cabin has kitchen and full bath. Bath is entered from outside. Electric is supplied by electric start generator. Queen bed with 2 cots and all linens. Wood stove for heat. Fire pit. Firewood is available for small fee. This cabin is very secluded, you can drive up a 1/2 mile driveway to the front door. Come and enjoy the peace and Quiet. {No motorized vehicles allowed on trails}

Top guest favourite
The cabin is positioned on a grassy area, with a serene pond visible nearby. The structure features a sloped roof and wooden siding, surrounded by lush green hills. A clear sky at dusk displays the moon, creating a peaceful ambiance.
Cabin in Newark Valley
4.94 out of 5 average rating, 18 reviews

Cozy cabin with pictureous views

Relax at this unique and tranquil getaway. Sit on the deck and watch the Scottish Highlander cows graze (or even feed them by the fence) to watching the Koi fish by the pond u will enjoy the peacefulness of the country. The position of the cabin is ideal for Sunrises and Sunsets that brighten the sky. State Game Lands 1/2 mile away. Also wine trails and waterfalls around an hour away. 20 minutes to Binghamton area, 30 minutes to a casino, 45 minutes to Ithaca

Top guest favourite
A wooden cable bridge leads to a treehouse, perched among trees in a forested area. The structure features a welcoming exterior with large windows and a spacious balcony. Surrounding the treehouse, natural elements create a serene atmosphere, enhancing the experience of being high in the trees.
Treehouse in LaFayette
4.99 out of 5 average rating, 154 reviews

Welcome to the magical Chez Tree Rest Treehouse!

Your hosts, Tom and Lisa Wallace, are happy to welcome you to The Chez' Tree Rest Treehouse, our 2 story treehouse perfectly perched under a heavily canopied scenic hillside 35' above the forest floor on 2 towering Maple trees. As you walk to the treehouse across the 60' cable bridge you will feel the stress and cares of everyday life melt away. The treehouse is 150 square feet of pure magic and the perfect spot for a romantic getaway high up in the trees.

Top guest favourite
The entrance to a timber frame cottage is framed by tall trees, featuring a wooden door with a simple black handle. Cozy seating is provided on the porch, adorned with colorful decorative bunting and string lights for a cheerful touch.
Cottage in Candor
4.97 out of 5 average rating, 290 reviews

Tiny, romantic, timber frame

Unplugged (no WiFi) and peaceful. We provide breakfast foods. Unfortunately we cannot provide fresh breakfasts at this time, to keep our prices the same, with inflation. We hope to again in the future, if the current costs go down. A family built, tiny, timber frame. We are in a farming community, and several Amish farms dot our road. Please drive slow for children and animals. Please book both weekend nights during weekend stays, May-Oct. Thank you!

Top guest favourite
Cabin in Binghamton
4.93 out of 5 average rating, 431 reviews

Cozy/Chic Cabin Binghamton NY

Retreat, isolated get-away but nearby town. This cozy cabin is rustic with some chic flair, decor & recent updates. Privately set on 2 wooded acres & near town. 2 stone fireplaces, indoor Jacuzzi tub, 2 1/2 BA, 3-4 BR & 7 person outdoor hot tub. Excellent WIFI, kitchen & dining. Picnic, grill & fire pit. Great fall foliage, near skiing, near hiking, boat launch. Fully outfitted, just bring yourself!! Willing to accommodate guests—ask!!

Popular amenities for Berkshire holiday rentals

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