Holiday houses in Rupert

We had a wonderful time staying at Nathan’s cabin for my birthday weekend. We were so close to the town of Lake George but also had some privacy. Despite being on a small one-lane highway, it still felt like a lovely woodsy retreat and it turned out to be in our benefit because when it snowed, the road was cleared very quickly. The house is cozy and the beds are comfy! We would def recommend staying here!

Brianna is a wonderful host, very friendly, always available and ready to help in anything we may need. The house is like a Dream House. Lovely living room with a fireplace, TV and a big and comfy sofa. Every room in the house was excellently decorated with a high test and good sense of space making you feel warm and welcome, like your own home. The surroundings are so beautiful that you even have a river running in the backyard. Like fairytale stories. The most amazing thing is the Kitchen fully equipped with seasonings, coffee, tea and beautiful crockery and pot sets. Everything you may need for a memorable vacation is here! We loved this place and definitely we're going to come back. Thank you very much Brianna, you're amazing!

This home and host were such an incredible find! Of all the locations you can choose for a weekend getaway with a waterfront view, I would 1000% recommend this place. The hosts went above and beyond for me, they were so accommodating and responded quickly! This home is even better in person, from decor to the views you get from the living room and bedroom. They did a beautiful job making it feel cozy and thought of everything you might need during your stay. What I especially loved is that it’s very private. Perfect for a relaxing family trip.

Katrina was a wonderful host! She was responsive and thoughtful with her recommendations. The home was incredibly clean and had everything you could need for your stay and more. We felt very comfortable in the space and were so impressed with how well the space was maintained and that no detail was overlooked to make guests feel at home. The location was great and the lake views were beautiful at night with the holiday lights! Highly recommend Katrina and the cabin!

Had a great stay with friends at Laura’s place. Laura was friendly flexible and reached out to make sure we didn’t have any issues checking in. Very nice place with a nice Vermont feel. 10-15 minutes from skyeship base. Had a great weekend. Would stay again.

A friend and I stayed at The Railhouse for 5 nights over the course is US Alpine Masters Nationals. The house is cute, cozy and clean. Rebecca has clearly taken great care to have everything her guests might need, and to make the place comfortable and fun for an extended stay in the area. Rebecca was friendly and very helpful and responsive; an amazing host. Location is amazing - 5 minutes from Gore, RIGHT in town, but private, walkable to the shops and a great coffee shop (shout out to Sarah’s). Look forward to staying again

This was perfect for our stay and the home was beautiful (better than the photos). We would definitely stay here again!

the cottage was great. perfect for our needs and dog friendly. we even decided to stay an extra day. the host was extremely responsive. would definitely recommend

We had a lovely weekend in Megan’s home. The space was adequate for our family of 6. The home is in a quiet neighborhood that’s a short drive to Okemo so it was perfect for our ski weekend.