Ski-in/Ski-out vacation rentals in Western Massachusetts

We had a fantastic time at this lovely home! I wish I could give it 5+ stars. My family of 8 adults and 4 children had so much wonderful space to hang out in. The fireplace was dreamy on a cold rainy day and the outside fireplace and hot tub were perfect. The kitchen is extremely well equipped with everything we needed as we cooked all our meals at home👍. The communication with our hosts was quick and responsive. We LOVED everything about this house. My 10 year old grandson kept asking to come back again. Oh .. and the speakeasy room was SO much fun for adults beverages! Thank you so much for sharing your lovely home! We will be back. Victoria

Andrey's place was better than the pictures describe. I really enjoyed the heated floors and cozy warm atmosphere. The place was minutes away from Hunter mountain which is perfect for families with children who would like to take breaks at the home after hitting the slopes. Andrey was very responsive when I needed an answer to a few questions. Great experience overall!

We had a wonderful weekend at Liz’s cabin. Everything was clean. Hot tub was awesome. Would recommend to anyone looking for a beautiful cabin getaway.

We had a great time staying at Joann’s place! We came here with a group of friends from college and it was a perfect spot to hang out, play board games and a not far from some great hikes (would highly recommend Kaaterskill Falls Laurel House trail). The hot tub is great and the backyard is an awesome place to hang out. Joann was super communicative and responsive and went above and beyond to help with any issues as they arose. Would highly recommend her to anyone!

The Pinnacle house was perfect for our families stay .. lots of room to spread out:) yet cozy & comfortable with a beautiful brand new kitchen ! Private & quiet & Mary Kay was so nice to reach out with easy instructions in & if anything needed be sure & let her know ! We hope to be back next year ! Everything you could possibly need there for your stay ! ! We loved it :)

The home is gorgeous - thoughtfully decorated, cozy and clean. The location is perfect for access to Stratton and to Manchester. The host, Jason, provided very clear and helpful instructions for check-in, check-out and use of the home and is friendly and attentive. This is a wonderful place to stay!

Great house in walking distance of Hunter Mountain.

My husband and I spent a long last winter weekend here. The condo was perfect for ski on/off and we enjoyed a day on the mountain. Though the weather wasn’t great the whole time, Brittany & Jen were quick to send recommendations for things to do, trails to hike and their favorite restaurants. So close to lots of great spots in this little mountain town. We would absolutely stay here again

The Sugar House was a fantastic place to stay! It was quiet and peaceful and there was a ton to explore in Burlington VT. The house had a lot of charm. it was cozy, warm, and had everything we needed for the weekend!

The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.

Great spot right next to Okemo! The cabin was better than the photos, felt really homey and clean.

We enjoyed our stay so much that I booked another night for the following weekend. The place is simple and beautiful. Secluded, surrounded by a pine forest, with a cozy meadow. The house has everything you need. While we were having dinner, a deer mama and her little Bambi were grazing right outside the windows. A wonderful experience in every way.

Terrance's place was clean, comfortable and quiet. Easy to find and the perfect stay. Terrance was very kind and hospitable.

Cozy spot with scenic views of Silver Lake. Our host Eric was responsive and provided detailed instructions on how to access the space and all of the perks included with the rental. Will definitely rebook if I ever find myself back in the area.

The getaway apartment was just as described. Peaceful, private, and with ample space and amenities for a family of three. We enjoyed our weekend!

We loved Julia and Paul's home so much. The location is super private, serene, and just special. The mountain views, the light that changed the landscape minute to minute was all meditative. The house has wonderful homey and cosy vibes. The fireplace is spectacular. I'm sorry if we put a dent in the woodpile ! The large, open kitchen was a joy to cook in, we made all our meals here effortlessly with all local ingredients. Julia was super helpful with nearby recommendations and checked in at the right times without being overbearing. The house was immaculate. This is a gem of a place, don't hesitate to stay here. We would come back for sure.

Mario is an exceptional host. His warmth, responsiveness, and communication were so welcome. The house is exactly as described and comfortable in every way. Mario also suggested local sites and restaurants and they were all worth it. Definitely coming back!

We had a wonderful time in this beautiful rural Vermont oasis. Exactly what we were looking for! The place is quintessential VT…. So if you are looking to spend a few nights in a reconverted barn on farmland…. Well, this is it. We loved being able to walk the property, and the jacuzzi and sauna were a real highlight. Directions getting in and figuring out our building were a bit confusing at first but we figured it out. We had a few small issues but Ben was responsive and did his best to take care of them quickly - with varying levels of success. The outdoor area could use some easier access and a bit more attention, but we were told that it is in the works. We would stay again in a heartbeat!

Marinas little red cabin was perfect for our ski trip! The WiFi is a little rough but we didn’t spend much time on our phones Bring dvd’s (the collection is solid but more the better) Perfect distance to okemo, Stowe is less than two hours so it was great! The cabin felt so cozy and felt right at home! Would def book again!

What an amazing experience! The location is breathtaking and beautiful. There were so many activities to do in nature, such as fishing and hiking. It was so peaceful and relaxing and the host, Maxim, was super responsive and helpful. Would 100% recommend!

Definitely a peaceful place to stay when you feel right at home. The house was clean and it was very welcoming.

I truly can’t say enough good things! Our stay was just so relaxing and fun. You can tell how much care and thought these owners put into the experience. Just such a cute and super clean place. So easy to access and the water is just a very short walk across the road. We even had the opportunity to meet the owners in person briefly and they are just so kind and so nice! My husband and I are already talking about our next stay here!

Cliff is very easy to communicate with. The house is in a great location, easy to find, and close to several ski resorts, making it very convenient for skiing. The room is comfortable and warm, and the kitchen is well-equipped, allowing you to cook your own meals. The game room, in particular, is a paradise for children, with countless games for you to enjoy. This was a wonderful experience, and I will definitely come back in the future.

We had a wonderful cozy weekend with friends. Leopold’s place was private and tucked away with beautiful snowy Vermont scenery. We went skiing at Okemo (30 min drive) and then relaxed in the cozy living room. The shower was great and the bed was super comfortable. Thank you Leopold!