Some info has been automatically translated. Show original language

Vacation rentals in Berkshire

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Berkshire

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

1 of 1 pages1 / 1
Top guest favorite
The exterior of the uniquely designed guesthouse features a combination of dark siding and large windows, highlighted by colorful fall foliage. A spacious deck with seating is visible, surrounded by potted plants, creating a peaceful outdoor space.
Cabin in Erin
4.99 out of 5 average rating, 319 reviews

Unique Country GuestHouse

Unique country GuestHouse artistically renovated from a repurposed insulated tractor trailer. Private, quiet woodland setting under starry night skies. Brilliantly designed to maximize space for a bedroom- queen bed, desk area. Full bathroom, fully equipped kitchen, eating and lounging area, comfy loft with a sleeper sofa. The spacious sunny deck, shady patio, & fire pit bring your experience more outside. 1.6mi woodland trail. Turkeys, chickens, herb farm. Wifi. 10% discount for repeat guests.

ValueLocationCheckout

Guest favorite
Chalet in Willet
4.94 out of 5 average rating, 164 reviews

Lakefront Retreat: Hike, Fish, Campfires, Kayaks

Welcome to Sunset Chalet — your private lakeside escape. Set on peaceful waterfront property, this cozy retreat is perfect for relaxing and enjoying nature. Swim in the private pond, kayak on the lake, explore trails, or unwind around the fire pit under the stars. Enjoy: • Lake access • Private swimming pond • 2 kayaks + canoe • Fire pit • Private setting Close to Greek Peak, Ithaca, waterfalls, hiking, and Finger Lakes wine trails. Reserve early — summer and peak weekends book quickly.

LocationValueBackyard

Top guest favorite
A riverside retreat is depicted, featuring a charming blue exterior with the house number displayed prominently. A gravel pathway leads to the entrance, surrounded by green grass and mature trees, with the Susquehanna River visible in the background.
Home in Owego
4.99 out of 5 average rating, 110 reviews

Riverfront Cottage in Owego, New York

Welcome to our charming 2-bedroom, 1-bathroom riverside retreat in Owego, NY! This home is a haven of comfort with an open-concept kitchen, dining, and living room. Step through sliding glass doors onto a large deck, where the Susquehanna River's beauty unfolds before you. Enjoy Owego's revitalized downtown shops and restaurants, or explore the nearby attractions of the Finger lake wineries, the nature trails/waterfalls of Ithaca and Watkins Glen, or the artistry of the Corning Glassworks

FamilyLocationQuiet

Guest favorite
The entrance to 'The Hobbit House' is framed by lush greenery and features a distinctive wooden door in deep red. The charming exterior showcases a combination of shingled textures, with a shaded porch adorned by a wooden pergola and decorative string lights.
Farm stay in Brooktondale
4.92 out of 5 average rating, 122 reviews

Farmstay Scottland Yard-Hobbit House dogs welcome!

Scottland Yard farm stay, 'The Hobbit House' Come enjoy our little piece of paradise. We are located 10 easy miles from Ithaca NY in the beautiful Finger lakes region! we are less than 1/2 day trips from NYC, NJ, PA, Rochester and Buffalo. We have consistently been Airbnb super host for 6 years! We have seasonal glamps and cabins, but are now offering our favorite little hideaway year round! Enjoy the gentle peaceful flow of life just breathing the sweet air here at Scottland Yard Farm.

LocationFamilyHospitality

Top guest favorite
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, 172 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).

ValueLocationHospitality

Top guest favorite
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, 128 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.

FamilyValueHiking

Top guest favorite
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, 333 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!

ValueFamilyParks

Top guest favorite
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
4.97 out of 5 average rating, 31 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

FamilyLocationSleep quality

Top guest favorite
The rustic cabin is nestled amidst lush greenery, with a wraparound deck overlooking the tranquil Cayuta Creek. Steps lead up to the deck, where a shaded picnic table is situated. The natural surroundings enhance the serene atmosphere of this charming retreat.
Cabin in Van Etten
4.98 out of 5 average rating, 121 reviews

Creekside Cabin

A cozy cabin on the banks of Cayuta Creek, immersed in natural beauty. Located on our 75 acre organic orchard and cidery, it is a short drive to Ithaca, Watkins Glen, Finger Lakes wineries, state parks and gorges. Nature surrounds you: water rushing, a tree frog chorus, beavers swimming by, bald eagles fishing trout. Enjoy hanging out and eating meals on a wraparound deck overlooking the water. Easy access, remote feeling.*Composting toilet*

FamilyLocationAccess

Top guest favorite
Cabin in Binghamton
4.93 out of 5 average rating, 433 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!!

LocationFamilyAccuracy

Top guest favorite
Guesthouse in Owego
5 out of 5 average rating, 112 reviews

Waterfront guesthouse with beautiful view

Private guesthouse with 1 king bed and no cleaning fee, in the woods overlooking a 3 acre pond on a 30 acre property with trails and nature all around. Constructed in 2023 with sustainability and views to nature in mind. Conveniently located between Binghamton and Ithaca, and a quick 5-minute drive to historic Owego. A quiet getaway to immerse yourself in nature.

ValueFamilyView

Top guest favorite
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, 232 reviews

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

Not your daddy’s barn. This bar(n) is professionally designed with modern 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.

ValueLocationBathroom

Popular amenities for Berkshire vacation rentals