Vacation rentals with a firepit in Pittsfield

We had a wonderful week at Corina's house while out for a family event! The house was spotless and the kitchen was stocked with everything we could need. The outside space was just as amazing. We had a great campfire one night, enjoyed using the grill, and our dog loved being able to run around the large yard. I'm sure we'll be back next year!

Property was good could be a bit cheaper for the value of it . Host is very good at communicating and house was clean . It did the job

Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.

Good location -- within 10 minutes of everything we were there for (town, skiing). The hot tub was excellent. Well-stocked kitchen, linens and the place was very clean!

My daughter and I spent a lovely weekend at Chelsey and Dominic’s house. It was the perfect place for reading, laughing and lots of conversation. Easy to get almost anywhere in Hudson Valley. We enjoyed walks around the property and seeing quite a lot of wildlife. The setting is truly magical.

Nilsa’s home was nothing short of amazing! Us siblings came up from Georgia, Florida and Washington to spend the weekend with our mom and dad before the crazy Christmas chaos. Nilsa was very accommodating, she had wonderful communication! Everything was as described and we cannot wait to come back!! Thank you so much for allowing us to stay in your beautiful home Nilsa!

My friend and I had a lovely two-night stay at Julie's place. The house is the perfect retreat—peaceful, cozy, and beautifully located. We especially enjoyed the evenings by the wood-burning stove and long, leisurely breakfasts on the porch while listening to the river. The beds were incredibly comfortable, with high-quality pillows and bedding—we both slept so well! I would definitely love to come back someday with my husband to enjoy the peace and quiet, as well as everything else the Berkshires has to offer. Thank you, Julie and Arthur, for sharing your wonderful home with us!

Place was great! Less than 10 minutes to Mount Snow. We had fun playing ping-pong, air hokey, pool, and darts! Relaxed by the wood burning stove. Lots of rooms and beds.

The hosts are very thoughtful & respectfully communicative.

Beautiful apartment in the center of Wilmington. We own land and have our camper set up in the next town over, but with the cold weather lately, the camper is still winterized. We wanted to come up and get some yard work done and stay locally, and this apartment was the clear winner! Walking distance to our favorite coffee shop, lots of restaurants, my favorite bookstore (!!) and walking trails. Loved the deck- even though it was April and iffy weather, we were able to have takeout dinner outside one night! So grateful that Jennifer allows pets, as we have two dogs and it’s often hard to find pet friendly Airbnb accommodations that are in a good location and as clean as this place! Jennifer was so kind, accommodating and responsive. She went out of her way to make sure we had a great trip- she’s definitely one of the best hosts we’ve had! Thank you for making this week wonderful! We will be back.

The place is a large upstairs apartment built into a single family home with a business on the first floor. Very Chester. Comfortable and warm. Everything was and felt clean, no worries there.

We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

Cooper’s Place is a sweet little spot in a convenient location. The place was clean and had everything we needed. The fire-pit was a bonus. Great view of the mountains.

Very happy with our stay at Frank’s in North Adams. Super friendly host and perfect place to enjoy a mixed bag of weather, mostly decent for early April, easy and content to both go out to see the city and just stay in to hang out in the three season porch or watch a movie. Great recommendations from our host for outdoor places to check out. Walkable. Peaceful. Would hope to stay here again

Melissa was a fantastic host. She was flexible on check-in and check-out and very generously lent us her snow brush to clean off our car after an unexpected and beautiful snowfall overnight. The area was exactly the peaceful, nature-filled escape we had hoped for. 10/10 would come back and stay here again - we were sad to hear we'd be one of the last stays.

Leo and Michelle were very responsive with any questions we had, and even reached out to offer us an early check in. The location was close enough to our places of interest, while still being slightly rural. The place looked just like the pictures and we felt right at home. We will stay there again when we return!

This place matches its description perfectly. It is very secluded and all amenities are as described. Kitchen has everything you need and more. Surrounding area is gorgeous and easy to navigate. There are so many fun board/card games provided. The very cute town of Hudson, NY is a short drive away, and there are plenty of great little hikes around of varying degrees of difficulty. The hot tub works perfectly. Olivia was a delight to rent from - so communicative and all her instructions were super clear! Would gladly stay again.

The owners were very responsive and I loved the privacy as I have never stayed in a cabin. The accommodations were nice and the place was warm, cozy clean and and felt relaxed. Although a little cold I did like leveraging the fireplace briefly… Ultimately, our only complaints were the area as there wasn’t much going on and on our end we didn’t over prepare. The cabin was definitely the highlight! We might visit again when the State Park is open. Best Regards, Mike R

We stayed for 2 nights mid-week to do some hiking and relaxing. The cabin was perfect. There was a Walmart nearby to pick up food and other necessities. It was also a short drive (about 30 minutes ) to the Kaaterskill Falls. Everything was clean and we had what we needed for the stay. All instructions were easy to understand and the one time we had a question Max responded within minutes.

Perfect for a winter getaway! The cabin was so cozy and comfortable, and the location is beautiful and remote. The hot tub was a huge plus and the host was incredibly friendly and responsive

Kelly Anne's cottage was a wonderful, warm and comfortable place to spend the week. Everything was as described in her listing. Communication with Kelly Anne was easy and prompt. One day, the weather caused an icy surface on the private road by the house, and she immediately arranged for gravel to be spread on the road. We were looking for outdoor winter activities in the area, and they were plentiful. Prospect Montain is less than a mile away, and has great xcountry skiing and trails for snowshoeing. We also found good hiking trails in several places nearby. It's a short trip to Bennington for stores and restaurants and to learn about the interesting history in the area. We highly recommend Kelly Anne's cottage!

This place was perfect for a peaceful weekend getaway. On the chilly fall weekend the wood stove and sauna were much enjoyed. We hope to return!

Jack and Donna's cabin was exactly as described. We loved our stay, so peaceful and quiet. Their rustic cabin has everything that we needed to enjoy a quick get away, beautiful surroundings and a warm fire for the chilly nights. Even though the cabin is off-the-grid, the lights (both solar and gas) were more than enough to provide light to read a good book and play some board games. The kitchen is well appointed with pots and pans, dishes, and cooking utensils. We very much look forward to returning to this lovely place and exploring more of the area!

Such a fun little spot for a weekend getaway! Michelle was extremely helpful & responsive. She made sure that I had all the details about the cabin, & sent a detailed guidebook which included check in/ check out procedures. Can’t wait to come back again, thank you! 😊