Ski-in/Ski-out holiday rentals in Somerset County

Condo near wiffletree chairlift!

3bdr, 2 bath, 7bed. Sleep 10, perfect for 2 families! Steps from Wiffletree chairlift & MTN bike trails, near fitness center, restaurants & golf course. Out from the 70s, condo has nothing fancy, but has a LOT of heart & feels like 2nd home. 2 families (9 kids!) usually share it. Expect a fully functional place with many games. Bring your food, belongings & outdoor gear. Spend the day searching for powder & relax at night in front of the fireplace, where spirits of Amos Winter & Bob Marley meet!

Slopeside | Family-Friendly Ski-in/Out | Fireplace

This 750 square foot condo is slope side and ski in - ski out. There is great lighting in the living room and privacy in the upstairs loft. You are within walking distance to bars, restaurants & shops. There is a health club in the building you can purchase a day pass to which has a pool, out door hot tubs, and a fitness center. These costs frequently change so please check the Sugarloaf Fitness Center's Website. There are two parking spots available for you and your guests. A/C + WiFi included!

Gondola Village at Sugarloaf

Welcome to the heart of Carrabassett Valley in the western mountains of Maine. Come golf, hike, bike, ski, and relax. Conveniently located at the bottom of Whiffletree chair (ski in, ski out) with views of Bigelow. Take a scenic chairlift ride or test out the new Sugarloaf Bike Park. Sugarloaf Golf Club is only minutes away. Enjoy miles of mountain biking, hiking, and cross-country trails. Short walk to base area for restaurants and shops. Then relax in this cozy condo after your adventures.

Ski In Ski Out, Prime Location, Park & Walk!

Your family will enjoy unparalleled convenience when you stay at this centrally located condo on Sugarloaf Mountain. This prime location offers ski-in/ski-out access, with chairlifts visible from your unit. The condo features a queen-sized Murphy bed, built-in bunk beds, full bathroom, living room equipped with a gas fireplace, and a compact kitchen. Additionally, you can easily walk to nearby restaurants and shops. The property is also situated on the shuttle route for added accessibility.

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio

This cozy and comfy ski in/ski out condo is in a desirable location and just a short chairlift ride to the base of Sugarloaf Mountain. Ski or mountain bike directly from the condo! Family friendly. A queen bed settled in an alcove, queen murphy bed and pull out full size sofa bed provide plenty of sleeping space. Convenient indoor access to the pool, hot tubs, and sauna at the Sugarloaf Sports and Fitness Center (additional fees apply). Full kitchen, and one of the few with AC for summer!

On-Piste, Ski-in/Ski-out Condo

*NEW LISTING* Book your stay at this ski-in ski-out, cozy studio condo centrally located at Sugarloaf USA. Upon arrival, no need to move your car! You will receive 2 parking passes, be steps from the Snubber Chair lift, settle your belongings in your personalized ski locker and walk a few minutes to the many shops and restaurants in the village. Warm up beside the electric fireplace between runs when you come in for lunch or a cup of coffee. Location, location, location! End unit condo!

Out of Bounds Lounge

Welcome to your perfect ski getaway at our "Out of Bounds Lounge." This hotel-style condo is nestled directly on mountain in Sugarloaf's West Village, perched above the soon to-be Brickyard Hollow Pizza. This condo comfortably sleeps 2 guests with direct access to the SuperQuad lift, unbeatable mountain views, and easy access to Sugarloafs vibrant village (don't miss a burger from the Bag & Kettle!) This Condo offers everything you need for a memorable mountain getaway.

Quiet Retreat; Barker Pond Farm Cabins, LLC: Pine

Barker Pond Farm Cabins, built in 2010, feature modern amenities including a full bath and kitchen, outfitted with towels, linens and cookware. Each cabin sleeps 4 people, with a queen sized bedroom and a 2 twin sleeping loft, accessed by a ship's ladder. A screened-in porch is the perfect place to sit and listen to our resident loons. We offer two identical cabins for rent, Pine, listed here, and Spruce, which can be found under "Barker Pond Farm Cabins; Spruce"

Lake-House on water, East Lake, Near Waterville

Welcome to the Lake House! 5 bedrooms. Access to a mooring. Full bathroom and kitchen with accessories. Bedrooms have locked doors & Wi-Fi. The house has a Deck and Docks, 8 foot by 10 foot floating Island, BBQ Grill. Lakeside Bon Fire Pit. Full bath, 30 feet from Lake! 2 entrances, 3 Kayaks, Fishing/Swimming. Nice neighbors including Camp Manitou, Matoaka and Somerset. Near Public Boat Landing & country store. I reside nearby, and will help with any issues.

Lake View Hide Away

Snow lovers. This is your place!! No trailering , drive right from the drive way to the trails. After spending the day snowshoeing, ice fishing, or hitting the trails come back and soak inour brand new hot tub, or enjoy an infrared sauna session. Relax and unwind in-front of our beautiful fire place.. tranquility awaits!! Great place for activities or just simply to relax. Trail links up to the International trail system(ITS). Hot water system updated!

Mountainside at Saddleback - Sunsets! Views!

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Incredible views - and sunsets - in all seasons. Ski-in/Ski-out in winter (natural snow dependent), in summer enjoy a peaceful, beautiful and comfortable mountain retreat. Come for outdoor adventures, time on the nearby lakes or just to unwind and soak in the scenery. Yes, we have A/C and fast fiber WiFi! HDTV w/streaming services included.

Year-round Sugarloaf Mountain Townhouse *w/ AC*

Spacious, high-end, on mountain, ski on/off townhouse that's centrally located to all that Sugarloaf and beyond has to offer. This is your home away from home. The perfect place for skiers, golfers, wedding parties or all around outdoor enthusiasts. Mere minutes from Sugarloaf Village and golf course. This townhouse comfortably sleeps 13 guests with 3 bedrooms, finished daylight basement and 3 1/2 bathrooms.