Ski-in/Ski-out vacation rentals in Oxford County

4.85 out of 5 average rating, 183 reviews

The image shows a spacious driveway leading up to a two-story house, framed by trees displaying autumn foliage. A detached garage is visible to the left. The surroundings feature grassy areas and neatly arranged flower beds, creating a serene outdoor space.

Home in Rumford

Sunnyside close to Sunday River/Black Mt/Sugarloaf

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.

4.92 out of 5 average rating, 153 reviews

The exterior of the log cabin features a large covered porch with wooden railings, complemented by stacked stone accents on the chimney. Surrounded by a grassy landscape, the cabin sits amidst tall trees, showcasing its rustic charm in a serene natural setting.

Cabin in Greenwood

Jan 2&3 open Mt Abram ski in ski out Log home.

This cozy 15 year old log cabin sleeps 6 comfortable and has that log cabin and log furniture feeling and look. Situated on the slopes of Mt Abrams with very easy ski in and out. With a outdoor fireplace on large deck. This is truly your log cabin experience and sking adventure. The cabin has great views of the mountain range for viewing in Fall and Winter. it has 2 King beds, 2 Queen beds, 4 Twin beds, and 1 Full size bunk bed. This log cabin sits half way up Mount Abrams so you ski in and out.

Superhost

A cozy living area is equipped with a large, dark sofa adorned with patterned cushions. A wooden dining table with four chairs is positioned nearby. The kitchenette features wooden cabinets, a stove, and a refrigerator, with scenic mountain photos hung on the walls.

4.78 out of 5 average rating, 216 reviews

Ski in/Ski out Sunday River Condo Brookside 2b215

Less hassle = more fun , everything you need for an amazing ski vacation! This Slopeside sleep 3 studio condo has a fully equipped kitchen for an easy breakfast before literally strapping ski boots on & walking out to road runner trail. Cute pull out sofa , overstuffed chair , plus a twin bed on kitchen level . Cable tv & WIFI. Outdoor pool , huge hot tub and 2 saunas are open 7 days a week during ski season 11am - 9pm . Also a large common room overlooking the pool with fireplace & games. WOW

4.93 out of 5 average rating, 150 reviews

A charming wooden chalet is surrounded by vibrant fall foliage, showcasing a welcoming deck with red Adirondack chairs. An American flag gently flutters outside, while the natural landscape offers a serene backdrop to the cozy exterior.

Cabin in Greenwood

Cozy Cabin w/ Hot Tub & Fire Pit-Walk to Ski Lift!

Whether you want to relax by the fire pit or chill in the hot tub under the stars, grill out on deck w/ mountain views, get cozy by the fireplace playing board games, hike local trails & waterfalls, swim/boat/fish at the beach, or walk to Mt Abram 2 min from cabin to hike/mountain bike/ski/snowmobile &enjoy live music, dinner & drinks at the outdoor beer garden-The Mountain House truly has it all! Explore surrounding area with a quick drive to downtown Bethel,Sunday River,& The White Mountains!

4.89 out of 5 average rating, 172 reviews

A chalet-style home is nestled among tall trees, featuring a wooden deck with a set of stairs leading down to the ground. Large windows provide glimpses into the living spaces, welcoming natural light into the interior.

Home in Bridgton

Moose Pond Mountain Escape

A two minute walk to Moose Pond and one mile from Pleasant Mtn skiing in picturesque Bridgton, Maine. This cozy retreat is perfect for those who want a relaxing getaway in a fun-filled area in the heart of the lakes region. Guests enjoy a short walk to Association's beach/dock access and kayaks, and a short drive to tennis courts and pool. Hike, bike and explore Western Maine's mountains, lakes and villages. Bridgton shops are 5 miles away while N. Conway's outlets are 20 miles to the east.

Condo in Carrabassett Valley

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.

4.96 out of 5 average rating, 105 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!

4.94 out of 5 average rating, 267 reviews

The living area features a cozy blue sectional sofa complemented by an accent chair and a decorative pouf. Natural light fills the space through large windows, which are adorned with woven shades. Wall art and unique decor, including a moose silhouette, enhance the welcoming atmosphere.

Cabin in Greenwood

Mins to Slopes, Snow & fun on the Pond, Let's Ski!

Winter at Camp Wigwam! Lake cottage on North Pond. Skate, hike, enjoy the firepit in the snow. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the 100+ DVDs and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*

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.

4.92 out of 5 average rating, 106 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.

4.98 out of 5 average rating, 134 reviews

Chalet in Sandy River

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.

5 out of 5 average rating, 20 reviews

"It's a Beaut Clark" Ski-In/Out Trailside FL W105

Newly Renovated Ski In/Ski Out condo right in the heart of Sunday River. POOL, HOT TUB, SAUNA, NIGHT SKIING, KING BED, Comfy. Enjoy the convenience of skiing right outside your front door. Space for 5-6 guests with a full kitchen, living room, bathroom, bedroom (3 beds), porch, upper deck, and a ski locker. Year round fun with skiing, golf, hiking, pubs, and events just a short walk away. Book Today and Enjoy!

Home in Dallas Plantation

An inviting living area features high, sloped ceilings and ample natural light filtering through large windows. Cozy seating is arranged around a circular coffee table, and the dining area is visible in the background. A warm, neutral color palette enhances the relaxed atmosphere.

5 out of 5 average rating, 24 reviews

Hot Tub | Game Room | Mountain Views | Sleeps 10

This cozy retreat near Saddleback Mountain and Rangeley Lakes is perfect for all-season adventure, skiing, hiking, paddling, and more. Soak in the private hot tub with mountain views, relax in the entertainment basement, and enjoy a flexible sleeping setup with two queen bedrooms and a loft-style bunk space. Whether you're gathering with family or friends, this home makes the perfect Rangeley base.

Children in ski gear are seen enjoying the snow in front of a large, multi-level gray condominium building. The background features snow-covered ground and a line of trees, with a peaceful winter landscape framed by distant mountains.