Private suite holiday rentals in Windsor County

This is a super cool place. It’s conveniently located near the Okemo lodge (clock tower base lodge), 0.4 miles, with a shuttle during peak times. The place is very well laid out/planned with highly usable kitchen and living space. It’s like a time capsule, things feel dated but in a retro/cool way- everything works well/fine. Elizabeth the host was super responsive. We even forgot one of our bags after checking out and she called us- thank good ness!

If you’ve ever wanted to stay in a classic New England historic home - this is it! The location is beautiful with wonderful views, and right near Windsor’s cute downtown. The house is very charming, quiet, and clean. I slept extremely well there. Fiona and her husband were outstanding hosts, and went above and beyond to make me feel welcome. I would 100% stay here again, and wish I could just move in!

Brigid’s beautiful loft apartment was the perfect place to stay during our recent family gathering in Belmont. It’s spotless, well equipped, and located not far from the center of town and Star Lake. We’d love to stay there again next time we’re in Belmont.

I loved Maria’s place. Clean, beautiful location, lots of space, and charming. She also managed to stay on top of shoveling the walk while we were skiing during a big snow storm- no easy feat and we were very appreciative! I would love to stay here again.

Just a wonderful place to stay!

Terrific host, ran into Annette a few times on the property as we went about our days. Very friendly, offered help and resources but respected our space and schedule. Came out to check that our car did okay in the snow before we checked out. Can’t ask for a better experience!

Me and daughter had a wonderful time at Lee Ann's place. its was very clean, comfortable, and accommodating. Thank you for delicious blueberry muffins. I will looking forward to come back .

Phyll was a delightful and accommodating host. She welcomed me when I arrived and made sure I had absolutely everything I needed. The room was beautiful, complete with stocked mini fridge and microwave, and the bed was extremely comfortable. Loved the spacious bathroom. Her property is whimsical and welcoming with a great view of the lake. An early morning walk was a special treat. I enjoyed Dancer's pony sounds outside my window. I was there for an alumni reunion, and Phyll welcomed one of the friends I was meeting, and we had an impromptu "photoshoot." She sent me the pictures which made the reunion even more special. I highly recommend Phyll and her unique place. I hope to have occasion to go back there.

The property was exactly as pictured and described. Local restaurant information was helpful (great meal at Copper Fox). Place has all the amenities u need for an enjoyable getaway ski trip. Also kept me apprised of weather since we were coming up during a winter storm. We’ll definitely come here again when we come to Okemo

We love this place; it’s so cozy. We are so grateful that Bonny is such a great host. During our stay, a heavy storm came, and she offered us help and shoveled the snow before we returned. We will definitely choose her place again next time!

There are always moments in my travels that fill me with inspiration and joy. But my stay with Donna seemed to be one long exaggerated sigh of relief. From the ease of check in and check out, to the amenities available, to the jaw dropping scenery. My friends and I were able to enjoy the skiing and rest our sore wobbly legs in comfort. Though we were more often on the mountain than the home, those moments of respite were like a gift from god. The quiet serenity of nature and the gentle fall of snow was so beautiful one of my guests teared up. I sincerely hope that I get a chance to stay with Donna again!

We had a great stay at Liz’s place. It’s exactly as listed.

We had the pleasure of staying at Tamera's place for a ski trip last weekend, and it was an amazing experience. The home is incredibly cozy, clean, and well-kept, providing a perfect retreat after a day on the slopes. It's conveniently located just a 20-minute drive from Okemo, making it super easy to get to the resort. Additionally, it's within walking distance of charming spots in Chester, which is a nice bonus. I would absolutely recommend Tamera's place to anyone looking for a comfortable and convenient spot for a ski getaway. I'll definitely be considering her place again for next ski season. Thank you, Tamera, for such a wonderful stay!

Karen was great! Great cabin feel with beautiful surroundings! With be back again soon!

I stayed here while competing at GMHA. It’s not too far from the grounds and it’s close enough to Ludlow for food and grocery options. It was cool inside despite the intense heat wave during our stay. Honglian was very helpful and kind. I am looking forward to staying here again!