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Holiday rentals in Berkshire

Find and book unique accommodation on Airbnb

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, 182 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!!

Guest favourite
A private deck features a rocking chair and a small table, positioned to offer stunning views of the lake at sunset. A large tree is visible in the foreground, silhouetted against the colorful sky reflecting on the water.
Guest suite in Ithaca
4.95 out of 5 average rating, 262 reviews

The Lakeview Nook – Midcentury Modern Stay

Enjoy this mid-century modern guest house in a spectacular site, with a lake view, waterfall, and forest all in one place. The house was just fully renovated. This house is just 2 miles from Ithaca downtown and 3 miles from Cornell University. The location is super close to everything Ithaca has to offer—Ithaca falls, downtown, restaurants, the farmer's market, wineries, all within a few minutes drive of your rental. This unit is fully private, with no shared areas/entrance with the other unit.

Top guest favourite
A charming bedroom features a wooden bed topped with a floral-patterned blanket. An antique dresser with a marble top stands adjacent to the bed, accompanied by a vintage mirror and decorative items. Natural light filters through the room, enhancing the rustic ambiance.
Barn in Ithaca
4.88 out of 5 average rating, 101 reviews

Beautiful barn home in Danby

The house is built into a barn. It has rustic charm and modern comforts. It's situated in a beautiful valley with a lovely view. The back porch and yard are nice places for relaxing. There is a basketball hoop in driveway side. Dwelling is 7 miles from Ithaca , which is about a 15 minute drive. There is is no real public transportation, except for a bus that runs to Ithaca at 8am and 5pm on weekdays. To catch it, walk the half mile to the highway and flag it down. Welcome to the country.

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, 308 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
4.94 out of 5 average rating, 163 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
The exterior of a rustic cottage is framed by a large tree and vibrant blooming rhododendrons. The building features a sloped roof and multiple windows, blending harmoniously with the surrounding nature.
Cottage in Brooktondale
4.98 out of 5 average rating, 131 reviews

Canaan Country Cottage

This is a private, rustic and cozy vacation camp that has been partially modernized with an addition containing two bedrooms. The original part of the building still has that Adirondack camp feel; woodsy and camp-like, but very private. Secluded and also close to Hammond Hill State Forest with many miles of trails for mountain biking, hiking and xc-skiing. The cottage sleeps 4 to 6. We recently upgraded the internet with a fiber connection, and added a propane grill on the back deck.

Top guest favourite
A rustic cabin features a screened porch and circular turret adorned with large windows. Two red adirondack chairs are positioned on the grassy area in front of the cabin, inviting relaxation amidst the surrounding autumn foliage.
Cabin in Van Etten
4.96 out of 5 average rating, 137 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
The exterior of the farmhouse showcases a classic design with white siding and dark green shutters. A spacious front porch provides ample seating, framed by lush green grass and mature trees. The background features rolling hills, hinting at the surrounding countryside.
Farm stay in Newark Valley
4.97 out of 5 average rating, 123 reviews

Howland Farm

The John Howland Farm is an iconic 1840s family farm. We follow strict cleaning protocols and only accept whole house reservations. Your party will be the only guests in the farmhouse with suites. The "Butterfly Suite" includes three bedrooms, sitting room with board games, books, and private bath. The "Garden Suite" is fully ADA accessible with bedroom, bath, and sitting room. The "Pine Cone Suite" is also ADA accessible with bedroom, bath, and adjacent laundry room.

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, 325 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
Cottage in Candor
4.97 out of 5 average rating, 288 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, 427 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!!

Guest favourite
A cozy living area features wooden walls, a sofa bed adorned with multicolored patterns, and a leather couch. A round dining table is positioned nearby. Natural light streams in through large windows, enhancing the inviting atmosphere, while decorative lamps provide additional lighting.
Flat in Dryden
4.9 out of 5 average rating, 307 reviews

Spacious apartment in the heart of the FingerLakes

Private spacious apartment with all amenities, located 15 minutes drive from Ithaca, NY. To relax during your stay, you can pour yourself a hot bath, unwind in the living-room or enjoy the outdoor deck with view on the 1 acre property. Other tenants include our poodle (Angélique) and Trouble, our outdoor cat. If you feel butch, you can start a fire and relax around our bonfire area or strip in your swimsuit and hop in our hot tub.

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