Holiday houses 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
A cozy bedroom features a queen-sized bed with white bedding and decorative pillows. A storage closet is visible to the left, with neatly organized shelves. Natural light enters through a window, illuminating the soft tan walls and subtle décor.
Cottage in Brooktondale
4.99 out of 5 average rating, 69 reviews

Cozy up at Cottage 79 (Cornell/Ithaca)

Enjoy your stay at Cottage 79! A lovely space to unwind & relax after a busy day whether it's work or play. This is a 1 bedroom, 1 bath, 500 sq ft cottage with a cozy atmosphere. We are conveniently located 15 minutes to Cornell & 20 min to Ithaca in a country setting. The cottage includes a well-stocked kitchen and living room with smart TV and free Wi-Fi. I live onsite at the house next door to the cottage. Please note: There is 1 step up in the kitchen & 1 step down to the living room.

Top Guest favourite
Cabin in Candor
5 out of 5 average rating, 82 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.

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, 171 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, 144 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
Apartment in Brooktondale
5 out of 5 average rating, 19 reviews

The Barn close to Ithaca, Cornell and I.C.

The Barn is a newly renovated upstairs apartment located on a horse farm. There are pastoral views and you can see the horses from your window. The apartment is on 45 acres with a pond and beautiful nature walks. The property is 9 miles/15 minutes from Cornell, Ithaca College and downtown Ithaca. We back up to Shindagin Hollow with 20 miles of trail for mountain biking, hiking , birding or snowshoeing. We are located in the Finger Lakes with wineries and breweries galore.

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, 331 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
Cabin in Hancock
5 out of 5 average rating, 55 reviews

Lakefront A-Frame | Hot Tub, Sauna, Fire Pit

Escape to Hancock A-Frame, a romantic lakefront hideaway tucked into the woods of Hancock, New York. Designed for couples, this serene retreat offers direct lake access just steps from the back deck—perfect for swimming, paddleboarding, or launching the canoe right into the water. Relax on the deck with a hot tub, lakeside sauna, grill, and intimate outdoor dining overlooking the lake. Very cozy and surrounded by nature, it’s a perfect year-round escape for two.

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
4.95 out of 5 average rating, 21 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
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!!

Top Guest favourite
Home in Ithaca
5 out of 5 average rating, 26 reviews

The Barn

Conveniently located just a short drive from downtown Ithaca, this spectacular space is an ideal getaway. Designed by a Cornell trained architect, this solar powered home features unbeatable views, a soaking tub, original artwork, modern kitchen, and a gas fireplace. The outdoor space features dining areas and sun loungers. The Barn is about a 20 minute drive to beautiful state parks, gorges, waterfalls, and wineries.

Top Guest favourite
A charming cabin exterior is seen blanketed in snow, surrounded by a serene winter landscape. The covered porch extends across the front, providing a cozy entrance. Trees in the background are dusted with white, creating a tranquil atmosphere in the midst of nature.
Cabin in Owego
4.9 out of 5 average rating, 100 reviews

Bluestone Suite @Entangled Acres Nature Sanctuary

Large, well-appointed private apartment ("Bluestone Suite") with sunrise views from the covered deck. Sixteen acre property features mixed wildlife habitats, walking trails, a small pond with paddle boat, picnic tables, and more. Entangles Acres is also home to a 501(c)(3) nonprofit animal sanctuary, Mobius Path Inc. Part of all proceeds from bookings go to animal care.

Top Guest favourite
An open living area features high ceilings and large windows, allowing natural light to fill the space. A modern kitchen with sleek cabinetry is paired with a dining table surrounded by four chairs. A spacious blue sofa invites comfort, complemented by stylish decorative elements.
Home in Brooktondale
5 out of 5 average rating, 229 reviews

The Bar(n)- Cozy chalet with hot tub and campfire

Not your daddy’s barn. This bar(n) is professionally designed with modem flair, beautiful furniture, a hot tub, WFH setup, campfire, and pizza oven. What more could you want? Under 15 minutes to downtown Ithaca, Cornell, and Ithaca College. Level 2 EV charger with NACS (Tesla) and J1772. Dogs welcome (when added to reservation)- sorry no cats or other pets.

Popular amenities for Berkshire holiday rentals

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