House vacation rentals in West Stockbridge

Billy and Rhobin were so helpful and easy to communicate with. The house was so comfortable and peaceful. The property was lovely! 5 Stars all around! Thank you for a fantastic stay!

Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!

We were 5 girlfriends staying at this property. Each one of us loved everything about it . Perfect location !

beautiful well maintained house, supremely functional as well as spacious. very clear instruction all over the house. 5 bathrooms to go with each of 4 bedrooms. multiple lounge areas. fully equipped kitchen with anything once could need.

Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

We had a wonderful stay at this beautiful property! The location is close to plenty to do and great dining but also feels very private. The home is absolutely beautiful as pictured. The pool was a real treat to have and half of the pool is a shallow end which was a bonus for us traveling with a child. The beds are very comfortable which is always a huge plus when traveling. The hosts were responsive with any questions that came up. We would happily stay again!

Arps place was Superb to say the least. Me and my family had a great time. The home is beautifully designed and decorated, very homey. All my friends are asking me to send them arps place they also want to experience what I had experienced.

We had a wonderful time and this house is completely amazing. There is absolutely nothing missing! When Tiffany said, "all you need to bring are clothes" she wasn't joking. The person who designed the house was a genius with the master bedroom on one side of the house, the 2nd bedroom on the other side and the 3rd on the 2nd floor. Privacy inside as well as outside. It was a hiking trip for the family and included Kennedy Park, Olivia Outlook and the Great Monument Mountain. After spending the day hiking, the hot tub, playing pool and watching a movie in the theater just ended a perfect day. We didn't realize how close we were to MA and it was bonus to explore Western Mass as well. Thank you Tiffany for sharing your home with us.

One of the cleanest Airbnbs I've stayed in. Perfect for a group of 5 women. Space was great, all had our own bed, and the two bathrooms worked well for us. Minutes to all attractions and restaurants in the Stockbridge/Lenox area. Large, beautiful deck that we wished we had been able to use more but for all the rain. Only thing to note is that if you have mobility issues, the back stairs on the deck to get into the house might be challenging. Other than that, would definitely recommend to others and would stay here again!

We only stayed one evening but found the living space to be perfectly laid out and spotless. The kitchen is fully stocked with about every utensil and appliance you can think of. We especially enjoyed the fresh eggs, treats, and flowers that welcomed us! The living room was especially comfortable. The unit is attached to the rear of the main house but it’s kept totally private. There aren’t many places to eat in Richmond — after all, it is pretty rural— but Stockbridge and Lennox offer many dining options.

The house was perfect! Beautiful property, lovely house, responsive hosts.

We were in town for a wedding with 7 people in our group (6 adults and 1 child). The home was spacious and everyone had a place to sleep. It was very clean and had lots of amenities as described. I wish we could have stayed longer as we didn’t get a chance to enjoy the beautiful back yard but we felt right at home for the 2 days we were there. Elise was super responsive and helpful from the time we booked all the way until checkout. I would definitely recommend staying at Elise’s lovely home.

This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!

We had a wonderful stay! Our family really enjoyed this beautiful home. The house decor/art work was fantastic, the home was warm, welcoming and very spacious. There was plenty of room to spread out and everything was very clean. The outdoor space was beautifully done and was perfect for hanging out/grilling. Would highly recommend!

This is the second time we’ve stayed here and hope to return again. The house is peaceful and expertly restored. Plenty of screened in doors and windows to let in the breeze. Comfy sofas and beds. Very close to Old Chatham with a cute country store and restaurant or two. Leslie is a helpful and communicative host. The perfect spot for a Hudson Valley getaway.

We had a wonderful, restful stay in this beautiful home. The ambience is so peaceful and the home is spotless, with many thoughtful touches for guests. We'd definitely stay again!

We had a lovely time at this airbnb. It was fun to walk around the neighborhood and feel safe. There were kids everywhere and we were able to walk to the playground easily. The home was very nice. The beds were comfortable and the main bedroom even had black out shades and each room had a sound machine. Yay sleep! It was clean and felt like home. Would return no problem.

Home is very beautiful. Jim and Susan were very responsive when needed we felt right at home everything was right at our fingertips when needed. We came for a weekend girls getaway and this home helped us achieve that peace we needed. Very spacious we will be back again.

Nice place. Great layout. Easy to navigate. Host was very communicative. We would stay there again.

Joe’s place was a great place for us to gather from three different states to celebrate a birthday. It’s a beautiful property. Top notch linens, great kitchen, comfy beds, and a very comfortable living space. Also, the grassy area in back is surrounded by bird houses with some truly spectacular birds. We enjoyed our stay. Joe was incredibly responsive and helpful.

My fiancé and I spent a lovely two nights at Evergreen home. The house has a cottage-like feel with modern amenities. We enjoyed the hot tub and sauna, which were both user-friendly. There is a beautiful small forest next to the house, which offers privacy. Great Barrington is a 5-10 minute drive (or a 45 minute walk if you are so inclined!). Check-in was easy and the host was very helpful and responsive. I would highly recommend this home for couples or families looking for a peaceful getaway in the Great Barrington area.

Our stay at Hinterland Hall was a wonderful, unique experience. The property has been carefully restored and tastefully staged. The surrounding area includes some great hikes, like Mount Graylock to the north and Monument Mountain to the south.

Absolutely loved our long weekend at The Chic Farmhouse in Hudson! The home was exactly as described—beautifully decorated, just like the photos, and even better in person. We felt right at home the moment we walked in. The space is warm, welcoming, and thoughtfully put together, with every detail considered. The outdoor area was a highlight—especially the fire pit, which made for cozy evenings under the stars. Communication was easy and responsive throughout. It’s a truly peaceful and friendly place to stay, and I’d happily come back again. Highly recommend!