Condo vacation rentals in Saddleback Mountain

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!

Ski In Ski Out Cozy Condo, Indoor Pool Access!

Your family will enjoy unparalleled convenience when staying at this centrally located condo. Featuring two bedrooms and two bathrooms, this accommodation is situated on the shuttle route & offers ski-in/ski-out access. After a day on the slopes, unwind by the gas fireplace or take a swim in the exclusive Snowbrook guests-only pool. This family-friendly condo provides a homely atmosphere, complete with a fully equipped kitchen and a comfortable living room, ensuring a fun and memorable stay.

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!

Slope Side | Ground floor | Hot Tub, Pool, Sauna

Conveniently located at the base of Sunday River, this cute condo is poised to please! This is the epitome of convenience and offers amenities galore. You will certainly appreciate the convenient slopeside location (right off the bunny trail), indoor heated pool, hot tub, common room with fireplace, ski storage & laundry room. After your ski adventures, come home to this clean and updated condo. The ultra-functional layout is perfect for spending time with family and friends.

Trailside Sunday River Condo Fall Line North 202

Less hassle = more fun in Fall line North 202 totally REMODELED condo sleeps up to 4 people in new plush mattresses. Fully equipped kitchen, private deck huge TV w/ cable & WIFI . 1 Queen bed & 2 twin beds up in bedroom. Downstairs living room has a pull out sofa. Step out of condo with ski boots on, no parking & lugging gear. Easy access up 1 flight of indoor stairs. Indoor heated pool, 2 saunas & hot tub. Plus room w/ fireplace & games. Beautiful kitchen with dishwasher.

2 Rangeley Lake unit 2 Condo Dock, Kayaks and more

This townhouse is located on Main Street. Sleeps up to 6. Features a kitchen, dining area, living room area with a fireplace and deck with grill. Amenities include washer/dryer, cable, internet and a shared fire pit near the water. Walk down a short path to beautiful Rangeley Lake and swim from the dock or bring your boat! This condo has a boat slip and shared kayaks for your use. Walking distance to most restaurants, shops, park, ATV/snowmobile trails, and theater.

Trailside Ski Retreat

Welcome to your home away from home. This beautifully designed ski in/ski out condo located in the Snowflower association on Sugarloaf Mountain offers the perfect space for families or groups to unwind and enjoy a relaxing getaway while skiing or snowboarding. This spacious 3 bedroom 3 full bathroom condo sleeps 8 comfortably. Whether you're here to relax, explore the mountain or make core memories with loved ones, this condo offers a comfortable space for everyone.

6 miles from Sunday River with heated outdoor pool

Pool Heater turns on 12/12/25! Pool hours 5pm-6pm Sun-Thur. 5pm-8pm Fri and Sat. Heated to 100 degrees. Feels like a hot tub. Why us and not on-mountain? Plenty of parking no permits to fill out! You can bring two cars. You can responsibly enjoy an adult beverage in our pool. We have A/C in the summer. This is a 2 bedroom unit with a queen pullout couch. 10 min drive to Sunday River. 5 min from Sunday River Brewing. 5 minutes from Grafton Notch State Park.

Luxury Lakeview Condo | Walk to Shops & Dining

Escape to this beautifully renovated luxury condo in downtown Rangeley— just steps from the lake, shops, and dining. With high-end finishes, plush bedding, and a gourmet kitchen, it’s the perfect year-round retreat for families or couples. Enjoy cozy nights by the fireplace, summer beach days, and winter ski adventures just 15 minutes from Saddleback. Sleeps 8 comfortably with thoughtful extras and stylish comfort throughout.

SuperQuad at Red Stallion

Located in the heart of Carrabassett Valley, this newly built condo offers guests a clean and modern space to stay after a long day of outdoors adventures. This condo bodes full amenities including a full bathroom, kitchen, living room and bedroom. This prime location is just minutes from Sugarloaf Mountain and even closer to hiking and biking trails, snowmobile trails, Sugarloaf Regional Airport and much more!

Ski In Ski Out, Pet Friendly, Pool & Hottub Access

This family-friendly condo epitomizes convenience! Situated just steps from the Snubber Lift and along the complimentary shuttle route, it is also in proximity to dog-walking paths and walking trails. This fully equipped two-bedroom, two-bath residence provides everything necessary for an unforgettable stay. Enjoy the gas fireplace after a day on the slopes, or take advantage of the private pool.

First Tracks at Sugarloaf

Welcome to First Tracks! Our home is located in the Timbers, a great jumping off point for all your adventures. Located right on the ski trail and less than a three minute walk to Sugarloaf Village. Plenty of room to spread out in the condo with a game room downstairs (ping pong tourney anyone?). Two fireplaces, cozy seating, games and a hot tub to recover after a day of adventure.