Holiday rentals with outdoor seating in Western Massachusetts

This was a beautiful and well kept home and was a delight to stay in. Natalia was also a lovely and communicative host. We had no issues and would happily stay there again.

Rashawn's place was great! Near downtown Albany, and plenty of sleeping space. Great for any size groups.

Great spot! Stayed at Eric's place for a weekend with a group of college students (8) looking to hit the reset button and had plenty of space. It was spotless and comfortable, and we had no trouble finding what we needed. The virtual guide is also super helpful!

A beautiful home- super comfortable and spacious. It is outfitted with everything you could need. Peaceful location (we stayed in spring/winter- can’t speak to what it would be like in season). Lovely views. Easy to get into town by car (3-5 minutes!). Host was excellent - responsive to any questions or inquiries

Beautiful home! Very convenient to Windham mountain/town. We would definitely stay again

We loved staying at Bengisu’s home for the holidays. It’s even cozier and more welcoming than can be seen in photos, and the location is great - just a few minutes walk into town to enjoy everything Beacon has to offer. Bengisu was communicative and helpful leading up to the trip, and her home was the perfect place for us to spend a few days relaxing and exploring. We would absolutely stay here again on a future trip.

This Airbnb exceeded our expectations. This is an absolutely lovely airbnb. It is a beautifully decorated and appointed two story home, so close to everything in Hudson including restaurants, shops, completely walkable, but set on a quiet side street. The inside and the outside are beautifully maintained. The details in the home are above and beyond and the host has thought of everything that mighht be needed to enjoy the space. The home has comfortable beds, beautful linens, pristine towels and is well stocked with items such as soaps and lotions in very bathroom. There are extra cleaning items and so much more. Marcello is a wonderful host - so responsive and so helpful, before booking, during the stay, and after to help with any questions about checking out. Our group of four enjoyed lazy mornings with coffee, walks to shops and restaurants, happy hour and a dinner at home. Next visit we will be sure to use the lovely outdoor space and grill...and stay longer.

My friends and I had a lovely stay in Sarah’s home to bring in the new year together. Sarah was very kind, attentive and responsive! Check in was seamless and the home was just as pictured. A great well equipped & cozy space overall. great location as well and would def recommend to others. thank you sarah!

This Airbnb is so homey. We enjoyed our stay and will rent it again.

had a great time here while a group of us did the Breakneck Trail Race! quiet and clean and an very short walk to town for restaurants and coffee.

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!

Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

This is the best Airbnb I have stayed in Poughkeepsie and overall in New York State. The place is very clean , it was recently refurbished , has good equipment for cooking, it is spacious. The parking is easy and convenient. Check in was smooth. Owners are responsive. Very strongly recommend it.

Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.

Second time staying at Susan's. Easy to get around Troy and the Capitol Area. Clean. Quiet for the most part. Was easy to book last minute. Cute outdoor space.

Susan’s place was lovely! We had a very nice stay for my sister’s wedding. The bathroom is so big and beautiful! Thank you :)

Clean, great location, easy check in/out, and friendly host - would definitely stay again.

Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.

Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.

We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.

Krista place is very clean and welcoming. It had perfect personal touches. From coffee creamer for our morning coffee, to shower essentials. I find the small personal touches so nice and it is welcoming. Christa offered east check in and extended my check out time with no questions ask. This was a very nice place for a weekend trip and we will def be booking again!

Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!

Great accomodations at a great price especially during ice fishing derby weekend. Within minutes to Belmont Beach and Ahern State park for lake access and 20 mins to Derby HQ on main lake Winni. Centrally located to plenty of activities. Cozy accomodations and host was super informative pre-checkin or anything we needed. Although the game room is closed during winter, we are excited to come back in summer to utilize.

We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.