Condo vacation rentals in Saddleback Mountain

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Top-rated condo rentals in Saddleback Mountain

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Guest favorite
Condo in Carrabassett Valley
4.87 out of 5 average rating, 15 reviews

Great Location For All Your Outdoor Adventures!

This charming ski in/ski out condo is perfect for a family of four seeking to enjoy all that Sugarloaf has to offer. Make this your ideal home base for your vacation, conveniently located just a short walk across the lot to the mid-station chairlift, where your skiing adventure begins.The condo is clean and well-maintained, featuring one bedroom, a pull down queen size murphy bed, living room with gas fireplace, full bathroom and fully equipped kitchen. Laundry facilities on site & free parking!

Top guest favorite
A vibrant red sectional sofa features colorful throw pillows, providing comfortable seating. A rustic wooden coffee table sits in front, resting on a patterned area rug. Natural light filters through large windows adorned with light curtains, illuminating the cozy living area.
Condo in Carrabassett Valley
4.97 out of 5 average rating, 69 reviews

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!

Guest favorite
A panoramic view showcases a snow-covered mountain adorned with ski trails under clear blue skies. The surrounding area features a collection of rooftops nestled among trees, with key locations like Beaver Brook and the Snubber Chairlift marked for easy navigation.
Condo in Carrabassett Valley
4.78 out of 5 average rating, 9 reviews

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.

Top guest favorite
A cozy living area features a comfortable sofa and an accent chair beside a stylish table. A propane fireplace is framed by wooden shelves displaying decorative items. A flat-screen TV is positioned on a wooden console, with board games and books available for guest use.
Condo in Carrabassett Valley
4.96 out of 5 average rating, 107 reviews

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!

Guest favorite
A wooden dock extends into the calm water, flanked by two boats with canopies. Red chairs are positioned on the dock, providing a space for relaxation. Lush trees line the shoreline, and a clear blue sky with scattered clouds is visible above.
Condo in Rangeley
4.91 out of 5 average rating, 45 reviews

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.

Top guest favorite
Condo in Carrabassett Valley
5 out of 5 average rating, 19 reviews

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.

Guest favorite
A heated swimming pool glows in warm turquoise under evening lights, surrounded by trees and snow-covered ground. Steamy mist rises gently from the water, creating a serene atmosphere. The pool area features soft landscaping and steps leading into the inviting water.
Condo in Hanover
4.89 out of 5 average rating, 81 reviews

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.

Guest favorite
The living area is furnished with a sectional sofa and a coffee table, offering a comfortable seating arrangement. A side table with a lamp provides additional lighting. Ski equipment is displayed on the wall, enhancing the space's winter theme. Artwork adds character to the walls.
Condo in Carrabassett Valley
4.93 out of 5 average rating, 59 reviews

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.

Guest favorite
A bright, open living and dining area features a small table with four chairs, a television on a white stand, and a cozy couch. Light enters through large windows, while soft hues on the walls contribute to a calming ambiance.
Condo in Carrabassett Valley
5 out of 5 average rating, 18 reviews

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.

Top guest favorite
A spacious dining area features a wooden table with seating for six. An arched doorway leads to a stylish kitchen, equipped with modern appliances and ample cabinetry. Pendant lights hang above the table, illuminating the room's neutral tones and inviting atmosphere.
Condo in Rangeley
5 out of 5 average rating, 18 reviews

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.

Guest favorite
A modern living area features a comfortable gray couch adorned with colorful pillows. A wooden coffee table is positioned centrally, and a small dining table is visible with high stools. The kitchen area is equipped with white cabinetry and stainless steel appliances.
Condo in Carrabassett Valley
4.93 out of 5 average rating, 76 reviews

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!

Top guest favorite
Condo in Carrabassett Valley
4.96 out of 5 average rating, 101 reviews

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.

Popular amenities for Saddleback Mountain condo rentals