Holiday rentals with outdoor seating in Monterey

The location was peaceful and beautiful with great local restaurants, farms, and hiking. The reservoir was a nice amenity with the kayaks and canoe. The house was well maintained and comfortable with pretty views on the first floor. We enjoyed our stay

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.

We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).

This beautiful guest house is totally ready for guests. It is pretty, clean, and comfortable. The kitchen has everything you could need, and the house is full of games and two great televisions in two excellent living room spaces. We filled the house with three generations, and everyone had a wonderful time. Thank you

Anthony and Hannah’s place was beyond our wildest dreams. Somehow it manages to be even more beautiful (and bigger!) than the photos. It is clean, thoughtfully designed, not to mention bursting with character and history. Hannah and Anthony were flexible and responsive - always happy to answer our questions or suggest a fun excursion. The area is so peaceful yet full of fun attractions museums restaurants antique stores and stunning natural forests lakes and waterfalls. We also loved the outdoor sauna on the property!!! The people we interacted with were extremely friendly. I highly recommend staying here with a group of friends or family. You will be very glad you did. Thanks for the best long weekend. Truly an unforgettable experience!

We really enjoyed our long weekend at Jake’s rental. I love the aesthetic of the space. It was very comfortable for myself, my husband and our mini Aussie dog. It is a quick drive to Great Barrington. We loved Mooncloud which features interesting cocktails and charcuterie. Down the street from the house is access to the Appalachian Trail. It was an easy drive to Pittsfield for my brother’s birthday. Would love to come again!

Adrian’s place was absolutely lovely. It’s beautiful, peaceful, and easy to relax into. The new “hedge” separating the driveway and the side yard is lovely. Having nature all around is gorgeous and restorative. We’ll definitely return!

We stayed at the Kellogg House for 3 nights in February while on a ski trip. The house is as charming as in the pictures! It's very nicely designed and set up! Very very kid friendly! (We had 2 kids, ages 7 and 2.5). It was fully equipped with everything we needed, from crib, kids books and toys, fully equipped kitchen, linens, towels etc. The house was close enough to Butternut Ski and to Great Barrington town, so we were within 10-15 minutes of everything we needed. Sabina and Chase were very easy to communicate with and responsive. Great place to stay in the area!

Loved this little apartment. It has everything you need and more.

Fantastisch!! Charming, comfortable, quite and close in. Love this old house with beautiful woodwork, kousa dogwoods in full bloom in the yard. Great stocked kitchen, although we ate out at the many yummy cafes and restaurants. Mooncloud was a favorite! Comfy, spacious living room. Nice large dining table. Trice was a wonderful host, quick to respond and let us enjoy our space! I am so glad I took a chance on airbnb again - this was one of my favorite stays on airbnb and my favorite in Great Barrington! Would definitely book again!

Our second stay here! Had fresh coffee available for the morning and eggs in the fridge. Thank you Joy!!

Went for a Berkshire School reunion the two of us, perfect spot. Charming quiet grounds, perfect location for accessing Berkshire School, clean, Keurig, comfortable bed, amenities as stated (and quick confirmations from host), super easy process for check in and check out. Asked many questions and host responded very quickly and was very friendly in her communications.

Wonderful stay and kind hosts. Definitely recommend. Art Omni, Bartlett House, Greenport Nature Preserve and Hudson are in good proximity.

Larry and Lana were perfect hosts. Very welcoming and helpful with local advice. There's a lovely walk around their property- just under half a mile so great to stretch early morning legs.

We enjoyed our stay and are already planning our next trip. Looking forward to the pool opening.

We enjoyed our stay here. It was peaceful and quiet. Heard the birds in the morning and enjoyed looking out onto the flowers growing. Having a clean and private place to retreat to is important to me while traveling and this was exactly as described.

Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!

Pete was very great person as a host . She treated us very well and I feel we felt like home great place to stay definitely be back.

A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.

Yulia's place was the perfect spot for a Memorial Day weekend getaway. Was even great for an infant! It was comfy and cozy! Loved the patisserie downstairs and the town. Highly recommend!

Henry & Jorge were excellent hosts! They’re very communicative, friendly, and quick to respond. We had a wedding in the area, so they were flexible and allowed us early check in, which was much appreciated. The Airbnb was exactly as described, everything was clean. The bed was comfortable and they had AC. The mini fridge in the bedroom was a nice additional touch. Guests should be aware that generally speaking: taxis and Ubers in the Saugerties area are more difficult to come by so you have to reserve them and plan ahead of time. Overall, very happy with our weekend trip and would highly recommend!

Always an easy peaceful stay whenever we stay at David’s place. We will be back again

Great stay for skiing at Jiminey Peak! We would definitely stay here again. Clean, spacious, great location and reasonable price!

We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!