Vacation rentals in Saddleback Mountain

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Top-rated vacation rentals in Saddleback Mountain

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Top guest favorite
Cabin in Chesterville
5 out of 5 average rating, 159 reviews

Off-Grid w/ Wood Fired Hot Tub - 4 Kayaks Included

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Top guest favorite
Cabin in Andover
4.98 out of 5 average rating, 120 reviews

Bearbrook: Cozy mountain escape

Take it easy at this unique and tranquil getaway. Bearbrook Cabin, nestled on the side of a mountain, offers modern amenities in a rustic natural setting. Watch the brook run down the mountain while sipping coffee on the deck. Listen to the birds and river while working remotely in the sun room. Conveniently located to 4-season recreation: hiking, hunting, fishing, swimming, boating, skiing, snowmobiling, ATVing and more. 30 min from Rumford, Bethel, Sunday River, Black Mountain, and Mt. Abram!

Top guest favorite
A charming exterior view of the building, showcasing wood shingle siding and multiple white-framed windows. Colorful flowers bloom in the foreground, with hues of pink and yellow. A serene lake and trees are visible in the distance, enhancing the peaceful setting.
Apartment in Rangeley
4.99 out of 5 average rating, 325 reviews

ON HALEY POND - 16 Pond Street, Rangeley, ME

PRIVATE and Upscale apartment in the village walking distance from restaurants, swimming, walking trails, kayak rentals and kayaking as well as snowshoeing and snowmobiling during the winter. Free skate rentals for skating on Haley Pond and you can also rent snowshoes and kayaks at Ecopalagicon. When the pond is frozen SNOWMOBILERS can cross Haley Pond which is in front of my house to get onto trails. My driveway will accommodate 2 snowmobile trailers. 2 night minimum on SNOWDEO WEEKEND

Guest favorite
The exterior of the cabin is illuminated at dusk, highlighting the wooden structure and large windows. A hot tub is visible on the deck, surrounded by trees, inviting a serene and relaxing atmosphere. Warm light glows from inside, suggesting a cozy interior.
Cabin in Kingfield
4.95 out of 5 average rating, 131 reviews

Apres Ski Haus

This cabin is anything but ordinary! Nestled on an open bluff in the woods of Kingfield, Maine this architectural wonder is a perfect getaway for a couple or group. It's a warm and cozy space to come back and unwind after a long day of hitting the slopes or any four season activity. The open concept living room and newly remodeled kitchen have modern amenities like an espresso machine, Smart TV, and comfortable furnishings that will make you feel at home. Only 20 minutes to Sugarloaf Mountain!

Top guest favorite
A comfortable seating area is illuminated by natural light from a large window, offering a view of the water. A cozy throw is draped over the couch, and a decorative coffee table holds various magazines. A dog rests peacefully on the couch.
Cabin in Rangeley
4.98 out of 5 average rating, 101 reviews

Your Pet Friendly, Maine Escape, on Haley Pond!

Park the car and walk to all things Main Street, Rangeley has to offer. Serenity out back with direct access to Haley Pond, and every convenience out front…a walk across the street to Rangeley Lake and a 15 minute drive - door to chair lift at Saddleback! Explore hiking, biking, fishing, hunting, snowmobiling - you name it - everything is at your fingertips. We are true Mainers and look forward to welcoming you to our cute little cabin - your home away from home - the way life should be!

Superhost
The living area features warm wood-paneled walls and rustic decor. A cozy white couch is paired with a vintage armchair. A coffee table sits in front, and large windows allow natural light to enter. Artwork adorns the walls, creating a welcoming atmosphere.
Apartment in Rangeley
4.86 out of 5 average rating, 111 reviews

Maine St Retreat- Intown Rangeley

Enjoy this cozy, newly renovated apartment, in the original “Main Street Market and Provisions” building in downtown Rangeley, Maine. This space is perfect for a family of 4 with queen bedroom and twin/twin bunks, with all new appliances, dishwasher and washer/dryer. Easy walking distance to all shops and restaurants, 9 miles to the base of Saddleback Mountain. We are right across the street from the public boat launch at Rangeley Lake Park with tennis courts, playground and swimming beach.

Top guest favorite
A rustic cabin features a wide front porch adorned with bright red chairs under warm outdoor lighting. Large windows provide a glimpse of the cozy interior. The property's entrance is framed by a welcoming wreath, complemented by a gravel driveway surrounded by trees.
Cabin in Rangeley
4.99 out of 5 average rating, 134 reviews

Evergreen Lodge-Rangeley Cabin, 3 bedroom & Loft

The perfect Home Base. Minutes to Saddleback, 1.5 mi to downtown with beach and boat ramp. Secluded in a very quiet, family freindly association neighborhood surrounded by spruce trees and wildlife. Direct ITS snowmobile access, NO ATV access. Spoil yourself in total comfort while exploring western Maine mountains. The home is very private, yet close to all Rangeley amenities. Fully stocked kitchen and everything you'll need for a great dinner. Any questions just ask. This is Rangeley !

Top guest favorite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.96 out of 5 average rating, 264 reviews

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Top guest favorite
A cozy living area is highlighted by an electric fireplace set against a stone wall, providing a warm focal point. Two glasses of red wine sit on a rustic glass table, accompanied by decorative wood coasters and a small plant nearby.
Apartment in Kingfield
4.96 out of 5 average rating, 378 reviews

On The River 2 with Lucy the resident cat

On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

Top guest favorite
A private cottage is surrounded by lush greenery, nestled among trees. The entrance features a wooden deck with two chairs and a small table, inviting relaxation. A well-maintained stone path leads to the cottage, enhancing the private and secluded ambiance.
Cottage in Farmington
4.98 out of 5 average rating, 196 reviews

The cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

Top guest favorite
An exterior view of the tiny home is displayed, surrounded by tall trees and green grass. A wooden picnic table is positioned on a concrete patio in front, with a fire pit nearby. The home features a welcoming porch and a shed for additional storage.
Tiny home in Phillips
5 out of 5 average rating, 36 reviews

Knotty Pine Hideaway in Madrid

This tiny home has all the conveniences with fiber internet, mini-split heat pumps (with ac as well) and hot water. With the Perham Stream Birding Trailhead a short distance away and direct access to ATV/snowmobile trails out the front door. Saddleback and Sugarloaf ski resorts are also only a 45 minute drive! Find your home away from home with a mountain view, while drinking your coffee in a ski chair on the porch and enjoy nature and just being in the present.

Top guest favorite
A peaceful outdoor deck is showcased with two red Adirondack chairs facing a panoramic view of rolling hills and a clear blue sky adorned with clouds. Lush greenery surrounds the area, enhancing the natural setting.
Chalet in Sandy River
4.98 out of 5 average rating, 134 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.

Popular amenities for Saddleback Mountain vacation rentals