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2BR, 2BA Sugarloaf Mountain Ski-in Ski-out condo

Second-level Sugarloaf Mountain condo getaway! Master bedroom w/ queen bed; upper level open loft bedroom sleeps up to 4 in 1 twin-sized bunk beds + 2 twins; 2 full baths; gas-fireplace; laundry; granite kitchen countertops; & private balcony. Extremely convenient 1-min walk to Snubber chairlift, 30-sec walk to shuttle stop, & easy trail access to Sugarloaf Outdoor Center. Year-round activities: alpine skiing, x-country skiing, snow shoeing, fat biking, mountain biking, golf, hiking, & more!

Mountainside - Ski In/Out Condo

You'll be close to everything in this modern condo. Top of Mountainside Road - walk 1 min to the trail & ski down to Whiffletree lift. Easy to stop for lunch or quick warm up. Après - stroll down to the Village for food & fun! 3 bedrooms (2 queen beds & 4 bunks) Open Kitchen, living & dining room w/ fireplace. Large mudroom for all your gear. Deck overlooking Bigelow Range. Last 6+ years 4.9 star reviews & managed by rental agent. Now Book direct with owner, a Sugarloafer since 1977!

Small Town Oasis

Reconnect with loved ones in this pet-friendly, family retreat. This spacious property features 3 bedrooms, workspace and finished basement. A large backyard opens up to a wooded area, perfect for both children and dogs. Close proximity to 2 Universities, our location offers the convenience of city amenities while maintaining the small-town charm you desire. A short drive to numerous lakes, golf courses, ski hills, hiking trails, ensuring your family has plenty of options for a memorable stay.

Western mountain Retreat, Minutes to Sugarloaf

Perfectly located 7 miles north of Sugarloaf ski resort, and 27miles east to saddleback ski resort. Snowmobile and ATV trail access, right behind the building! Within minutes of great hiking trails including part of the Appalachian Trail, Also some of the best Hunting and Fishing in New England. Our place is within walking distance to the beautiful, and historical Flagstaff Lake, downtown Stratton, the local town park, local restaurants, and a convenience store/Gas station right next door!

Private lakefront cabin Flagstaff Oasis.

Flagstaff Oasis is the private, lakefront cabin you have been looking for. Enjoy the endless sunsets from your private dock and outdoor firepit. The cabin sits in a quiet neighborhood, 10 minutes from Sugarloaf for skiers with miles of dirt roads and hiking trails. The lake is perfect for swimming, canoeing and kayaking. Enjoy the all new appliances and fully stocked kitchen and outdoor grill. ATV trails are within a mile and fishing is outstanding in the area. No Jet Skis on Lake!

Large Luxury Condo On Mountain w/ Amazing Views

Built in 2021, this luxury West Mountain townhouse provides the ultimate year-round Sugarloaf experience with family or friends! Enjoy the entire 4 bedroom, 3.5 bath townhouse conveniently located walking distance to the golf course, free ski shuttle for pickup and drop off to the base lodge (every 20 minutes during ski season), and walking distance to ski trails accessing the west mountain chairlift. This home provides breathtaking views of Crocker Cirque and Bigelow mountains!

Centrally located 1 bedroom condo on mountain!

This one bedroom condo boasts a prime location at the heart of Sugarloaf. Situated along the shuttle route, it's only a brief walk from the Snubber Midstation lift. Walk to the Shipyard Brew Haus for a refreshing drink, or access the Sugarloaf Fitness Center located across the street, for an additional fee. The condo itself includes a fully equipped kitchen, a cozy living room with a gas fireplace and pull out couch, a full bathroom, and a washer/dryer for your convenience.

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled in a quiet private neighborhood, yet close to area restaurants & amenities, this is the perfect house for the outdoor enthusiast. The open floor plan, comfortable & clean space, & entertainment system are ideal for relaxing after a full day. Kayaks are available for use on Flagstaff lake. Close to hiking & biking trails, 7 mi to Sugarloaf Mountain, 1.5 mi to public boat launch. You will have a fire-pit, outdoor dining area, deck, & covered porch.

Chalet LA-BERGE du lac

Magnificient cottage for rent right on the water. Relax with the whole family at the spa, go for kayak and pedal boat excursions or simply enjoy yourself in the backyard with a lot of fun outdoor games. Well located near the ATV and snomobile trails, the lake is also navigable so why not bring you own boat and enjoy beautiful sunny days on the water. Less than 30 minutes from the mountains for hiking, biking, skiing, and much more!