Condo holiday rentals in Somerset County

Updated retreat minutes from Sugarloaf

Renovated condo perfect for couples or small families, comfortably sleeping four. Enjoy activities like skiing, snowmobiling, hiking, fishing, or relaxing. The condo features a cozy queen bed and all essentials for your stay. Located 8.8 miles (<15 minutes) from Sugarloaf Mountain, it’s on the snowmobile trailhead and Maine Huts and Trails system. A serene river behind the condo offers a peaceful retreat, and it’s just steps away from a restaurant/bar for dining and drinks after your adventures.

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 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!

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.

Family Condo 5 min to Sugarloaf

NO CLEANING FEES NO ADDITIONAL GUEST FEES Free Shuttle Service pickup every hour Immerse yourself in the mountains of Maine on the Carrabassett River in Carrabassett Valley. Located only 5 minutes from the Sugarloaf access road and on the mountain in 10, this makes the perfect family ski retreat. In the summer enjoy mountain biking right from your door on the narrow gauge and CRNEMBA trails or take the short drive up to the NEW lift service Sugarloaf Bike Park.

Sugarloaf! 1-Bdrm Condo in Left Bank (by Tufulios)

Easy 10-minute drive to Sugarloaf skiing with cross-country & mountain bike trails right out your door! Ground floor condo overlooking the Carrabassett River. Sleeps three: Queen bed in bedroom, and a 'day' bed in the living room. Gas grill on deck, basic cable TV, wireless, bluetooth speaker. Complete workstation with desk, computer monitor, printer, keyboard, mouse, etc. (No dishwasher.) Access to coin-op laundry. Free parking. No pets. No smokers.

Valley Crossing 2 bedroom condo

This quiet condo is in the heart of Carrabassett Valley. Sugarloaf skiing and golf is just 7 miles away. Mountain bike right from the condo. There are 80 miles of trails available, for all different levels of mountain biking. The narrow gauge trail is a short ride from the condo. Hiking is plentiful, Bigelow Mountain, Burnt Mount, or hike to one of Maine Huts and Trails' huts. Tufulio's Restaurant is conveniently located and easy to walk to.

Grab Your Snow Boots | Escape to Jackman

Need a break from the daily grind? This lodge room in Jackman, Maine, offers a quiet, comfortable stay. Surrounded by snowy or autumn forests, it’s a great spot to slow down and enjoy the season. Local Adventures Nearby Jackman is a hub for outdoor activities Snowmobile rentals Guided hunting tours for bear, deer, moose & upland birds Great for trail exploring, wildlife, and winter sports Ideal for unplugging and reconnecting with nature

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.

Sugarloaf Ski-in/out condo

Ski in/out of our Snowbrook condo right on Sugarloaf Mountain. Cross Country Ski to the groomed trails right outside the unit. Ski all day on a nationally ranked mountain and then enjoy the active night life with live music playing at several venues on the mountain. Trails for hiking and mountain biking are right behind the condo for the summer/fall.