Ski-in/Ski-out rentals near Saddleback Ski Mountain Maine

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Top-rated ski-in/ski-out rentals near Saddleback Ski Mountain Maine

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Top guest favorite

A two-story home is surrounded by trees, with a welcoming front porch and outdoor seating area. The yard features a well-maintained lawn and stone path, ideal for relaxation and enjoying the natural scenery.

Home in Rumford

4.86 out of 5 average rating, 180 reviews

Sunnyside close to Sunday River/Black Mt A/C

Sunnyside is the perfect getaway for the family, a group of friends, or couples looking for peace and quiet. In the winter, come enjoy easy access to Sunday River, (20 minutes drive) Black Mountain, ( 7 minutes drive) and Mount Abram -30 minute. In the summer swimming (Ellis Pond, Roxbury Pond) for hikers, Whitecap Mountain Preserve. The trail is great for camping and hiking! Fall foliage is a stunning spectacle. Our home is perfect for your next vacation and we're looking forward to sharing it.

Top guest favorite

An outdoor pool area is seen, surrounded by snow-covered ground and trees. A hot tub is situated beside the pool, with steam rising into the cool air. A sign that reads 'Welcome To The Brookeggs' is visible on the fence. Mountains are in the background.

Condo in Newry

4.92 out of 5 average rating, 119 reviews

Cozy 1 br condo with ski in/out lift access & Pool

This two-floor ideally located condo is on the mountain between Barker and White Cap Lodges. You can ski in/out using Roadrunner trail, which is right across the parking lot. There is plenty of parking and the condo is located in Building 2, which is closest to the common lodge area with a fireplace and pool/hot tub/sauna access. While this is technically a 1 br, there is a wall between the queen room and the full/twin room for privacy. There is also a pull-out couch in the living room upstairs.

Guest favorite

A spacious mudroom is featured, lined with warm wooden paneling. Ski equipment is organized on the wall, complemented by hooks for jackets. A sturdy wooden bench provides seating, while a striped rug adds a touch of color. Firewood is neatly arranged nearby for convenience.

Home in Carrabassett Valley

5 out of 5 average rating, 16 reviews

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!

Top guest favorite

A living space features a modern fireplace framed by dark cabinetry. Two patterned armchairs are positioned around a wooden coffee table atop a plush area rug. A staircase leads to an upper level, while a well-equipped kitchen with wood cabinetry is visible in the background.

Home in Carrabassett Valley

5 out of 5 average rating, 8 reviews

Ski-In Ski-Out Condo Perfect for Families!

Prime Location: Access the Condo Cross Cut trail right behind the condo, or take a leisurely 6-10 minute stroll to the Sawduster Chairlift and the popular Shipyard Brew Pub. Outdoor Space: Unwind on the porch after a thrilling day on the mountain. Fun for Everyone: Challenge your friends and family to a game of ping pong in the game area—perfect for friendly competition! Accommodations: Our 3 bedrooms and 3 bathrooms, plus a fun lower-level twin bunk bed, ideal for kids or extra guests.

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, 103 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

The living area is designed with a stone fireplace as the focal point, flanked by comfortable seating. A flat-screen TV is positioned for easy viewing, while large windows invite natural light and showcase mountain views. A woven rug adds warmth to the hardwood floor.

Chalet in Rangeley

4.91 out of 5 average rating, 32 reviews

Relaxing Mountainside Getaway!!!

A spectacular 3/4 bedroom ski-in/ski-out condo on Saddleback Mountain with stunning views of Saddleback Lake! Fits 6 people comfortably. One queen bedroom with attached private full bathroom upstairs. Three bedrooms (king, queen and ski room with pull-out couch that can convert to twins or king). Open living area with propane fireplace, smart tv and WiFi. Offers all the comforts of home and has everything you will need to enjoy some relaxing time away from it all. You won’t want to leave…

Superhost

An aerial view displays the expansive snowy landscape of Sunday River, highlighting the ski slopes that wind through the mountains. The condo's location is marked, positioned conveniently near the base area for easy access to outdoor activities.

Condo in Newry

4.92 out of 5 average rating, 104 reviews

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.

Guest favorite

An aerial view showcases a modern penthouse condo nestled among vibrant autumn foliage. The surrounding mountains rise in the background, emphasizing the natural beauty of the area. Nearby buildings and roads are visible, indicating a well-connected location.

Apartment in Carrabassett Valley

4.94 out of 5 average rating, 49 reviews

Summit Haus - Golf & Liftside Penthouse!

Experience alpine luxury in this cozy penthouse condo in Sugarloaf Ski Area. Enjoy breathtaking mountain vistas through skylights, and comfortable sleep in four quality beds, one being a whimsical top bunk. Perfectly positioned next to Snubber Lift, hit the slopes directly, then rejuvenate at the neighboring fitness center. This penthouse combines comfort, convenience, and adventure, making it your perfect home-away-from-home for an unforgettable ski vacation.

Guest favorite

Chalet in Sandy River

4.98 out of 5 average rating, 128 reviews

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.

Top guest favorite

A spacious log cabin is surrounded by young trees and lush greenery. The exterior features a combination of wood textures and a welcoming porch. A gravel area in the foreground provides access to the cabin, enhancing the natural setting.

Condo in Carrabassett Valley

4.96 out of 5 average rating, 95 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.

Superhost

The living room features a modern layout with a dark blue sectional sofa and a matching ottoman. Natural light pours in through large windows, illuminating a geometric area rug in light and dark tones. A door leads to an exterior deck, enhancing the room's accessibility.

Condo in Carrabassett Valley

4.76 out of 5 average rating, 102 reviews

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.

Guest favorite

A multi-level townhouse is visible against a clear blue sky, with ski lifts transporting guests overhead. The building features a combination of light and dark siding, and balconies are apparent on the upper levels, surrounded by snow-covered ground and trees.

Condo in Newry

4.87 out of 5 average rating, 249 reviews

Sunday River Locke Mountain Ski In/ Ski Out Pool

Hard to find, ski in/ski out 1 BR unit in prestigious Locke Mtn Townhomes. Apartment is located on the Tempest ski run (White Cap chair) in the lower level of our own townhouse. Ski right to your front door, then relax in the beautiful outdoor pool/jacuzzi. Nightly price covers 2 people. Extra guests are an extra $25 per person, per night.