Vacation rentals with a hot tub in Great Barrington

We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.

It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.

We always have a great stay at Matt’s! The amenities are amazing and the view of the Hudson is unbeatable.

A very lovely place to stay! The description matched the place exactly. We enjoyed spending a lot of time outside on the deck bird watching and even saw some fish jumping in the river. The property is also very private which was a huge plus -- no visible neighbors in any direction while spending time outside. Seth was a very responsive host and did a great job with the design of the house. There were lots of thoughtful touches that made the stay extra nice. Would love to stay again!

Substantial and comfortable space. Very well appointed property with hot tub, bath and kitchen with clothes washing facility. Great views and well located near some lovely towns. We had a big car and parking was slightly tight to turn but a very minor observation!

We really enjoyed staying here, only wish we booked it for longer! Our son and our dog enjoyed going for walks on the trails behind the brewery. The beers and pizza from the brewery were excellent, the house is really charming and relaxing. Also got out to enjoy the disc golf course which was a fun way to spend the afternoon. I would love to come back and try out the mountain bike trails. The surrounding area was fun to explore, really can't think of any negative points to this place!

My family and I stayed here for 4 nights during the memorial weekend. (Kids 5&3). Initially, I booked this house because I thought it was near the Southwick zoo , found out It wasn’t it’s about 2 hours away. Bummed , but we found so much to do even though the weather was so rainy and cold the entire time. Beautiful views, beautiful lake with lots of wildlife. We enjoyed the canoe and paddle boat. The hot tub was wonderful and very clean. The hang out game area in the basement was cool. Games and books for the kids. The main level is beautiful with vaulted ceilings and a screened in porch. wonderful to sit and enjoy your coffee in the morning. We enjoyed the fire pit by the lake. Overall we had a great time! Definitely would stay here again! - This house is about 45 minutes from Six Flags and Look Park.

A beautiful, spacious home inside and out. We slept comfortably and awoke to birdsong and endless views of lush green. We were in the hot tub often and made bbqs and sat around the fire pit and watched movies, and hiked and explored the town of Catskill in the day. A gorgeously situated home to connect with family and close friends.

If you're looking for a place to stay for a week or weekend away in the Catskils with friends or family, Blue Heaven is the place for you. The home is large, private, beautifully maintained, and not far from plenty of activities in the area. The host Andrew is very kind and responsive and leaves very clear instructions about check in and check out. He also includes tips and recommendations to get the most out of your trip! No need to even leave the property with all the amenities this place has to offer, with a large yard, pool, family room, game room, large eat in kitchen, deck and grills. This place has it all! I highly recommend a stay here, you won't be disappointed.

Anthony's house was an excellent venue for the weekend of our son's wedding in Williamstown. It easily fit the eight family members staying there with plenty of privacy on three floors and great gathering spaces on the main floor, deck, and pool deck. We're grateful the pool was open; the kids loved it on a hot afternoon of our stay. If you are looking at this house, don't let the backroads approaching it look like a liability. They are well maintained and allow easy access to Williamstown and the southern Vermont towns along route 7, yet the quiet location will insure you sleep well.

Overall we had a wonderful stay. The weather wasn’t great but between the indoor pool and arcade there was enough to keep the kids busy!

My daughters and I really enjoyed our stay at Jacks place. The house is beautiful, and the surrounding private property is stunning. Nicole was very helpful whenever I had any questions.

The place was great and wish i had more time there. We were just looking for a quick overnight with two bedrooms, which this was, but it seemed like a lovely place for a vacation.

Fantastic communication. Easy in and out. No complaints at all!

My friends and I had the most incredible time at this Airbnb! From the moment we arrived, we were blown away by the stunning views and the warm welcome from our host Joe. The property itself was immaculate — beautifully decorated, clean, and equipped with everything we needed for a comfortable stay. The location was perfect too! Just a short walk from hikes, and local cafes, we were able to enjoy lazy mornings by the and evenings exploring the charming neighborhood. Our host went above and beyond to make sure we had everything we needed, offering great recommendations for activities and dining spots nearby. We truly felt like we were staying with friends rather than in a rental property. Overall, our experience exceeded all expectations. We can't wait to return to this Airbnb for another relaxing getaway. Highly recommended for anyone looking to unwind and enjoy a slice of paradise!

Gautam was very responsive and extremely kind! The property had a huge backyard. You don’t need to ever leave the premise. The pool, yard, and gazebo were the perfect place to spend the weekend. Each bedroom has a bathroom and had great privacy. It was a great weekend!

What a treat to stay at McCaela's magical, cozy, home! Everything – from the surroundings, to the furnishings, to the amenities – were just perfect. Entry into the house was no problem, and inside we found a delightfully thoughtful and intentional home that was extremely comfortable and spotlessly clean. Just as key, the bed in the primary bedroom was supremely comfortable! We had no reason to ask any questions, and we had no issues at all; still, McCaela reached out to make sure we were settled and to see if we needed anything. We SO appreciated her generosity, kindness, and insight into (and commitment to) the local community. It's clear that a great deal of thought and care has gone into this house, and we would stay there again in a heartbeat. The location is perfect – off the beaten path and extremely private, yet close to everything we wanted in the Berkshires. I highly recommend staying here, ideally for longer than the two nights we did. We can't wait to return!

Amazing stay in the forest! Cozy, peaceful, and super romantic. Perfect place to relax, disconnect, and enjoy nature. Thank you for the unforgettable experience!

Our stay in the Airstream was amazing! The cabin is beautifully done-up, with lots of thoughtful details like fresh milk and eggs from the farm. The hottub made our nights extra-relaxing, and having the farm to walk around and meet all the animals was such a nice way to spend a morning. Bring eyemasks though - the curtains are quite sheer!

Michelle's Hilltop Cabin in Chesterfield, MA, is a wonderful place. Nestled in the Berkshire woods, but close to the road, and not far from civilization, this place has all the best western Massachusetts has to offer. 11 miles (15 minutes) to Snow Farm (Williamsburg) 17 miles (28 minutes) to downtown Northampton 23 miles (36 minutes) to UMass Amherst 31 miles (44 minutes) to Mass MOCA (North Adams) 32 miles (51 minutes) to Tanglewood (Lenox) The Hilltop Cabin is best for 2-3 people, but Michelle has several other rentals at the same address. See if she has openings to suit your party on your dates. You won't be disappointed!

The space is luxurious and stunning even more beautiful than the photos, so thoughtfully designed and really helped us feel at home at once. Matt and Sarah were so helpful whenever we had any questions. We had such a relaxing stay and feel so grateful to have been able to enjoy the space!

We had a wonderful stay at Marta's house. Everything was spotless, well cared for and thoughtful. The check in process was so simple and the house rules were easy to follow. The record collection was such a nice touch, especially on a rainy Saturday afternoon and the basement with a full media setup and games was perfect for a Saturday night in. The beds were comfortable, plenty of towels and amenities and the hot tub was great as well! The location was also great! Nothing bad to say about this amazing little spot :-)

We had a great time here with our 9 month old baby. The pictures don’t do the house justice. Access to the lake for swimming and kayaking and the facilities (pools, beach, basket ball and tennis court) make this a great place for an active vacation. The house has everything you need to travel with a young child (toys, changing table, pack ‘n play and even black out shades). The towns of Athens and Coxsackie are a few minutes away and have decent food and drink options. We would love to come back!

Had a lovely weekend getaway here! Mirav’s place was clean and quiet, and everything was as described. We enjoyed the hot tub and the close proximity to Woodstock; it’s less than a 10 minute drive, so easily accessible for good food and cute shops. Would definitely stay again!