
Vacation rentals in Berkshire
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Top-rated vacation rentals in Berkshire
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Other great vacation rentals in Berkshire
Guest favorite

Cabin in Greene
4.92 out of 5 average rating, 89 reviews"Wilma" - Riverfront Cabin
AshleyRating, 5 stars1 week ago
We traveled from Indiana, PA to NY, so our son could escort his friends to Whitney Point Prom. We choose Wilma, as it looked inviting & relaxing & to be honest, it far exceeded our expectations. Once we got everyone off to Prom, we were able to relax on the back deck, watching/listening to the river. We even had a small fire & the kids decided to skip the After Prom & come crash our peaceful fire. The citronella candles that Charlene provided, was a huge help with the evening bugs along the river. Sunday, we spent all day relaxing on the back deck & got dinner from Magro's. If we ever find ourselves traveling to NY again, we would definitely stay at Wilma again. If it wasn't for our Bulldog missing the other 2 pups at home, we would never have wanted to leave.
Guest favorite

Home in Owego
5 out of 5 average rating, 15 reviewsRiverfront Cottage in Owego, New York
StephanieRating, 5 stars6 days ago
We had such a great time during our stay at Keith and Jerry’s place! The home was modern, spotless, and full of thoughtful touches—like the welcome snack basket and the professional binder with all the details we needed. It even smelled amazing when we walked in! The river view was absolutely beautiful and made for a relaxing backdrop throughout our trip. Keith and Jerry were in constant communication and made sure we felt taken care of every step of the way. Highly recommend their place for a peaceful and well-organized getaway!
Top guest favorite

Tiny home in Brooktondale
5 out of 5 average rating, 22 reviewsTimber Frame Tiny House
AlisonRating, 5 stars2 weeks ago
Our second time staying at the tiny house was just as magical as the first. Beautiful location, adorable house, everything we needed was there. Deanna was great with helping us book our stay! While this might be rustic for some it is super comfortable for us. It's remote but its easy to find & close to a main road, has running hot and cold water, nice little kitchen, wood stove, BEAUTIFUL deck, and a real bathroom (no outhouse or composting toilet here!) It's a beautiful quiet retreat and I want to stay there every time we visit the Ithaca area.
Superhost

Home in Binghamton
4.71 out of 5 average rating, 7 reviewsLuxurious 3Bdrm with indoor heated Pool year round
NitashaRating, 5 stars1 month ago
This home was absolutely perfect! Nestled in the forest of Binghamton, New York, it felt like a peaceful retreat while still offering all the modern comforts. The design of the house is stunning-clean, stylish, and thoughtfully laid out. Huge windows let in tons of natural light and beautiful views of the surrounding trees. Everything was spotless and well-equipped, from the cozy bedrooms to the sleek kitchen. It was the perfect mix of luxury and nature. What truly made our stay special was the kindness and responsiveness of the host. Salamon was incredibly welcoming and communicated everything clearly from start to finish, which made the whole experience smooth and stress-free. You can tell he really cares about his guests. We left feeling refreshed and already dreaming about our next visit. Highly recommend!

Tiny home in Spencer
4.76 out of 5 average rating, 597 reviewsLuxury camping in a beautiful cabin (April - Nov).
CynthiaRating, 5 stars1 week ago
This is a neato cabin... Glamping at its finest! It's back in the woods on a dirt road which is a truely "back woods" experience. This place is definitely for those types who don't mind walking and playing in the dirt and mud as it can be rather soggy and mushy after rain. I really enjoyed the Sunrise, the Porch, Firepit and paddleboat! The shower and outhouse are VERY rustic so be prepared for that. The Loft bed requires climbing up a narrow ladder which requires some agility and balance. I came to Ithaca to hike the Waterfalls so this place is very convenient. The owner is very knowledgeable regarding the hiking areas. Overall the reflective nature of the Pond Cabin experience was super great fun and extremely worthwhile.
Top guest favorite

Guesthouse in Spencer
4.93 out of 5 average rating, 85 reviewsValley view tranquility!
JoshuaRating, 5 stars2 months ago
The only thing I wish we had was more time to enjoy the views and area! Highly recommend booking with Jason if you’re looking for peace and tranquility!

Condo in Brooktondale
5 out of 5 average rating, 3 reviewsRural Studio
PaulRating, 5 stars3 weeks ago
A quiet rural setting only about 13 minutes from Cornell. A very good value for the money. I would stay again.
Guest favorite

Chalet in Ithaca
4.98 out of 5 average rating, 53 reviewsContemporary lodge, minutes to Cornell & IC
CarolynRating, 5 stars2 weeks ago
Hornbrook Lodge was a wonderful place for a family gathering. It is in a beautiful woodsy area, and the house design allows appreciation of the natural surroundings. The weather didn't cooperate with our plans, but there were plenty of cosy indoor spaces to sit and visit. When the rain let up we enjoyed the fire pit and s'mores.
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