Vacation home rentals in Western Massachusetts

Peaceful stay, with a beautiful view. Perfect place for a weekend getaway with friends and family. 100% recommended

We had a lovely stay at Chalet on a Hill and Nadine was lovely to work with. House is very private with great views and close drive to Windham where dinner was recommended. The grocery store nearby has everything you need if you want to make the house feel like home for the weekend. We will certainly look to book again.

We had a great time while staying here. The location was perfect for our large group of 16, Check in was simple, location was great for walking into town and getting to the mountains and the beds were extremely comfortable. We would absolutely come back to Kelly’s place in a heartbeat.

We really enjoyed our stay -- good vibes all around. Perfect location and the space kept going on and on -- really five rooms and an outdoor deck. The bed was a bit mushy but we slept fine. I'd 100% recommend this.

Booked the place for a guest visiting. They loved the place. Was clean and spacious. Would rent again.

We had a wonderful time at Charlie’s place. The house was cozy and very clean, lots of games, ping pong was fun, hot tub was great. Charlie was an excellent host — accommodated us at the last minute, responded promptly to our few questions even over a holiday. Would love to come back.

The place was perfect for a holiday getaway! It is close to a number of mountains, including Killington, which made for a great time for my kids. Close to a number of towns and hikes that were still accessible even in winter!

This is an exceptional property in every way, and provided an amazing weekend getaway for us. The design sense, amenities and attention to detail are all exquisite, inside and out. The cabin itself is lovely, somehow both modern and rustic, and the grounds with pond, landscaping and art pieces make for a lovely setting (including for dog walks). The location provides a great central hub, including hiking at Wonder Lake State Park literally 5 minutes away. We also went antiquing in Newburgh and shopping/dining in Cold Spring, both 20-30 minutes away. Lisa and Billy are considerate and friendly hosts, making clear they are available but not at all intrusive. We highly recommend this location.

The home was absolutely stunning. Michelle was attentive and very accommodating. Definitely recommend this rental and host.

Very great place to stay！ Will definitely come back with friends！

Our second stay in two years. This place doesn’t not disappoint. This is an amazing place. I hope to stay again next year. Love it here.

We were looking for a place to host thanksgiving dinner for 7 near my in-laws. Sandra's home near Lake Saratoga worked perfectly. Very large, open concept and huge kitchen with long dining table was exactly what we needed. With 4 bedrooms and 3 baths, it meant staying there was easy with space for us all. The on.y challenge for us was the steep driveway as we got hit with snow and rain. I would highly recommend this Airbnb.

Wonderful stay at the property. The house is located in a peaceful, secluded, location on a large plot of land. With generous outdoor porches and a large kitchen / living space, the home was perfect for taking advantage of the great fall weather and cooking meals with friends. The kitchen was well stocked, living room very spacious/airy, and all the bedrooms comfortable to sleep in. The fire pit was great to keep warm and look up at the stars at night. The house is a little older, so there's a few flickering light switches and older appliances, but nothing that took away from our stay and weekend experience. Would definitely stay at the property again in the future!

Okemo Oasis was spacious and comfortable for our weekend away. The location was very convenient to Okemo and the Ludlow area. Would go back again! Make sure your car can handle a short distance on some hilly back roads.

We really enjoyed our stay here. The house was super close to the mountain which was very convenient. Venus and Carrie were very responsive and friendly. We absolutely would love to come back.

This is a big, comfortable house that's great for large gatherings. It has many bathrooms with good water pressure, efficient central A/C, a smart TV and little balcony off the kitchen/living room area. It also has two fridges/freezers which is nice. I recommend bringing bikes to get to the closest beach, Kelly Beach, as the path there is actually a busy road and not great for walking back and forth (parking there is not an option). It's nice that they provide a beach tag though.

The photograph’s don’t do Joseph’s house justice. We had the pleasure of spending a family Christmas there, and it felt like a real home from home! The house was impeccably clean, warm and welcoming. It’s ideally placed for spending time at West Mountain and within easy reach of Lake George. Joseph’s communication is great. We can’t wait to return.

We had a great stay with my siblings and my husband’s family. The kitchen was large enough for us to cook meals together. They provided cooking oil, spices, salt, pepper vinegar, some potatoes, coffee, creamer, and other tools to make it feel like home. Although there were a lot of DVDs in the living room, there was no disk reader. However, after getting in touch with the host, she explained that they offer access to Netflix and other streaming services! They provided bedding, pillows, and towels. We also did use the washer and dryer. In the basement, there is a bedroom, with a separate bathroom. The main floor has the kitchen, a dining room, the living room and the outdoor balcony. Upstairs are three bedrooms, and two bathrooms, with one of the bathrooms being connected to the largest room. Overall, a great stay and a great time! The PDF guide that you receive once booked really helps to understand what is expected of you and what the host provides as well. Thank you!

The location was great! Beautiful water views. The pictures in the listing were unclear that the place I was renting was the small house in the middle. It would be great for 1-2 people, but was small for 3-4. It was fine for a quick trip, but would have been cramped for a longer stay. Loved the electric fireplace! A very nice touch!

“We had an amazing stay! The house was spotless and had everything we needed to feel right at home. The view of the lake was absolutely stunning – we loved waking up to it every morning. The Jacuzzi was a fantastic bonus, super clean and perfect for relaxing after a long day. The hosts really thought of everything to make our stay comfortable and enjoyable. Excellent service and hospitality! We’ll definitely be back and highly recommend this place to anyone looking for a peaceful gateway The house was very clean, well-maintained, and exactly as described in the listing. The hosts were attentive and quick to respond to any questions, making the whole process smooth and easy. Thanks again for the excellent hospitality!”

Great house to relax and have fun. Spent 4 days, celebrated new years and went snow tubing at hunter mountain.