Features
Map
Rates & Availability
Review
Features
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SKI
Ski Lift Privileges Ski Privileges Snowboarding And Cross-country Skiing Nearby -
PETS
No Pets Allowed -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
6 Bedrooms Bed Sheets Provided -
GENERAL
Unit Size: 5600 Sq Ft (520 Sq M) -
KITCHEN
Blender Coffee/tea Maker Dishwasher Kitchen Island Microwave Oven Refrigerator Spices Stovetop -
LAUNDRY
Laundry Facilities Washing Machine And Dryer -
PARKING
Car Required Electric Car Charging Station On Site Onsite Parking Onsite Parking Options Include A Garage -
INTERNET
Free WiFi -
OUTDOORS
Balcony Barbecue Grill Outdoor Furniture -
POOL/SPA
Hot Tub Sauna -
BATHROOMS
4 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided -
WORKSPACES
Desk Desk Chair -
LANGS SPOKEN
English -
THINGS TO DO
Birdwatching Nearby Fitness Center Golf Nearby Golf Privileges Golfing On Site Hiking Nearby Ice Skating Nearby Kayaking Nearby Mountain Biking Nearby Mountain Climbing Nearby Snow Sports Gear Snowmobiling Nearby Treadmill Water Tubing Nearby -
ENTERTAINMENT
Air Hockey Arcade/game Room DVD Player Games Stereo Table Tennis Video Games Smart TV With Cable/satellite Service -
LIVING SPACES
Dining Room Fireplace Living Room Wood Stove -
CLIMATE CONTROL
Air Conditioning Heating -
FAMILY FRIENDLY
Children's Dinnerware Children's Games Playground Stair Gate Travel Crib -
LOCATION HIGHLIGHTS
In The Mountains -
SERVICES AND CONVENIENCES
Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Map
Rates & Availability
Review
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Jennifer M.
Submitted Jan 5, 2026
Stayed Dec 26, 2025My family had the most wonderful time at the Winterfell Ski Chalet! The views were phenomenal and the house was beautiful! It was a well-appointed home and very accommodating to our large family. It was just a quick walk across the street and through the woods to get to the lifts, which was so convenient. The host, Ethan, was always available and provided me with assistance in all regards. We were blown away by his hospitality and kindness! We would absolutely stay here again! I cannot recommend this home enough! 10/10 property!
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leo c.
Submitted Jan 2, 2022
Stayed Dec 27, 2021We had a great stay at the Tips up House over the Holidays. Tons of room for everyone , very well equipped and Ethan was very responsive and easy to work with. Overall great experience
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Amy L.
Submitted Oct 20, 2021
Stayed Dec 31, 1969House was awesome. Great location. Beautiful views. Plenty of room for our family. 8 adults and 8 young children.
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Jon M.
Submitted Aug 2, 2021
Stayed Jul 29, 2021The house and location is great - plenty of sleeping and hang out space for a large group. The renting process and communication was great.
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Bernadette W.
Submitted Mar 22, 2021
Stayed Mar 6, 2021This house was perfect; very well appointed. The picture do not do it justice! Plenty of room for a large crowd, we were 8 adults and three children. The beds are very comfortable, actual plush towels. The kitchen had everything we needed to cook group meals. We had never skied in Maine before. The mountain - which is so close to the house, was great. The owners have done an outstanding job making this feel like a good hotel and a family home, we would love to stay there again!
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charlie w.
Submitted Aug 18, 2020
Stayed Dec 31, 1969House was plenty big and organized for our 3 family group of 14. Plenty of adventures awaited in the area. Pleasure dealing with Ethan
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Andrew K.
Submitted Aug 3, 2020
Stayed Jul 9, 2020We stayed here for a golf weekend. We had a great time. The place was about a 5 min drive to Sunday river country club. It comfortably fit all adults and was a great place to unwind after a long day of golf. Ethan was very responsive and easy to communicate with. Would highly recommend this listing!
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Aaron T.
Submitted Feb 26, 2020
Stayed Feb 15, 2020We had a great time staying here with a large (4 families) group. Plenty of room to spread out and let the kids take over the two bunk rooms. Easy access to the slopes (note - the walk might be a little much for small kids in ski boots, but running a shuttle was easy). Ethan was super responsive and helpful. Will definitely look to stay again.
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Robert F.
Submitted Feb 6, 2020
Stayed Jan 30, 2020I've been organizing a guys ski trip to Sunday River for years now staying in a few different houses/condos and I believe we found our go to house. This place is amazing! Enough room for at least 15 guys and then some. We actually forgot some guys were at the house with us as we may have only seen them on the slopes as the house is set up in a way that if you want to escape the crowd then you can easily do so. Big, clean rooms, comfy beds, great lower level with darts, air hockey, and ping pong, etc. The TV room across from the bar area on the other side of the house is perfect! Huge TV, and an unbelievably comfortable sectional! Some guys gave up their beds so they could sleep on the sectional...it was extremely comfortable. The deck was great and the brand new hot tub didn't dissapoint as you can sooth your muscles while overlooking the slopes...it was truly fantastic. It was also a very easy walk to the lodge from the house which is nice not having to worry about driving when coming home from the Foggy Goggle! Ethan was a great host and was available via text if we needed anything. He also greeted us with a nice bottle of red on the kitchen counter upon our arrival. Really cool place and would highly recommend!
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Scot H.
Submitted Jan 2, 2020
Stayed Dec 26, 2019The house is a bit quirky but great for large groups. A lot of room for our 4 families to spread out. Kitchen is well equipped. Brand new hot tub. Easy 5 minute walk to lifts. Ethan was very communicative and responsive to any questions or concerns we had. We would definitely stay here again.