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

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Top-rated ski-in/ski-out rentals in Oxford County

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A welcoming entryway features warm wooden paneling and a spacious boot and helmet storage unit. Hooks are available for equipment, while a bench offers a resting spot. Bright red rugs line the area, creating contrast against the neutral carpet and walls.

Condo in Carrabassett Valley

4.97 out of 5 average rating, 67 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 wooden staircase with a sturdy railing leads downward, flanked by warm wood paneling. A photograph of a mountain cabin decorates the wall, offering a glimpse of the surrounding landscape. Soft, neutral carpet covers the stairs for comfort.

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!

Guest favorite

A vibrant entryway showcases a door covered in a variety of stickers, creating a playful atmosphere. Hooks line the walls, adding functional charm, while natural light streams through the adjacent window. A welcome mat lies on the ground, enhancing the inviting entrance.

Apartment in Bridgton

5 out of 5 average rating, 17 reviews

Lil’ Ski Chalet-Private Assoc. Beach! 1 dog OK!

This unique "Arched Cabin" is located on the side of Pleasant Ski Mtn off of Rabbit Run Trail. Summer Private Association beach access! Creatively built with local hewn pine boards and radiant heated flooring, this Lil' Chalet has been designed with a spirited and eclectic ski theme through out. Only steps from Bridgton's best skiing and hiking, this 1st floor walk out is 30 min to N Conway eats/ski/shopping and 7 min to the sweet village of Bridgton. Local favs/Association Beach access😎

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 bed and the 2 twin beds for privacy. There is also a pull-out couch in the living room upstairs.

Top guest favorite

A cozy tabletop setting is presented, featuring two mugs, a bottle of wine, and a lit candle, all arranged on a rustic wooden surface. A decorative sled serves as a centerpiece, with a soft fur backdrop, and a glowing electric fireplace can be seen in the background.

Apartment in Carrabassett Valley

4.98 out of 5 average rating, 62 reviews

On-Piste, Ski-in/Ski-out Condo

*NEW LISTING* Book your stay at this ski-in ski-out, cozy studio condo centrally located at Sugarloaf USA. Upon arrival, no need to move your car! You will receive 2 parking passes, be steps from the Snubber Chair lift, settle your belongings in your personalized ski locker and walk a few minutes to the many shops and restaurants in the village. Warm up beside the electric fireplace between runs when you come in for lunch or a cup of coffee. Location, location, location! End unit condo!

Guest favorite

Condo in Carrabassett Valley

4.93 out of 5 average rating, 46 reviews

Post & Beam, Ski-in/Ski-Out Birchwood Penthouse

Editors choice!! Located in the heart of the action!! Beautiful post and beam, ski-in/ski-out Birchwood penthouse perfect for a family and friends getaway. Sleeps 10. Fantastic views of the mountain as well as the Bigelow range. Minutes walk (or ski) to the best that Sugarloaf has to offer: Sugarloaf Village, Upper Snubber trail and lifts (Sawduster), Shipyard Brew Haus, Sugartree Sports & Fitness Center with indoor pool, indoor and outdoor hot tubs, steam room, sauna and more!

Guest favorite

A cozy studio layout showcases a queen-size bed with patterned bedding, two windows providing natural light, and a functional table with seating. A television and shelving units add convenience, while an attractive area rug complements the space.

Condo in Carrabassett Valley

4.85 out of 5 average rating, 33 reviews

Pet friendly condo - come visit for the summer!

This centrally-located condo offers proximity to various amenities. Ski in-Ski Out, Equipped with a full kitchen, bathroom, flat-screen TV, ski locker, Wi-Fi, and more, this condo ensures a comfortable stay. Step outside to find the ski lift conveniently located just outside the door. Suitable for 2 adults, guests can enjoy post-skiing drinks at the Sugarloaf BrewHaus within walking distance or the Sugarloaf Fitness Center across the street (for a fee). Dog friendly!

Top guest favorite

The exterior of the Timberwind condominiums is shown, highlighting the wooden balconies and the red siding of the building. A snow-covered landscape is visible, with clear blue skies and scattered clouds above. Parking spaces are located in the foreground.

Apartment in Carrabassett Valley

5 out of 5 average rating, 16 reviews

Remodeled Studio Condo Near All Outdoor Activities

This condo is well-suited for individuals seeking convenience. Positioned along the shuttle route, it provides an unparalleled ski in/ski out experience with the lifts right out the door. Recently renovated, the unit accommodates up to 4 individuals, offering a murphy bed in the living room and a private bedroom furnished with a king-size bed. The fully equipped kitchen allows for the enjoyment of home-cooked meals within the cozy confines of the space.

Top guest favorite

Chalet in Sandy River

4.97 out of 5 average rating, 115 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.

Guest favorite

The spacious kitchen features modern cabinetry and appliances, complemented by a large island with seating for four. A dining table for ten is positioned by windows, allowing natural light to fill the space. Wooden accents add warmth to the contemporary design.

Vacation home in Carrabassett Valley

4.93 out of 5 average rating, 44 reviews

Ski-in, Ski-out Timbers 4-Bedroom condo

This Timbers location cannot be beat: ski-in, ski-out, only a 5 minute walk to base village and right next to the Superquad! Newly furnished and stylishly decorated, this family-friendly 4 bed, 3 bath Timbers condo features an open-concept main floor with living area, kitchen, and dining table for 10. Well-stocked kitchen and TV for each bedroom. Upstairs has 3 BR, 2 BA and basement has ski prep & rec area, additional bathroom and bunk room.

Top guest favorite

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.

Condo in Newry

4.95 out of 5 average rating, 111 reviews

Sunday River Resort Condos @Cascades

Sunday River Ski Condo Rental (Newry, ME) for skiing & cross country with WIFI, pool / hot tub / sauna, deck with two chairs, TV, coin laundry, etc. Our Newry, ME ski condo sleeps 5 comfortably. Sleep Arrangements: | Futon (Sleeps 2) | Twin (Sleeps 1) | Twin over Futon Bunkbed (Sleeps 2-3) Location: | Slopeside to South Ridge /below Barker Lodge | Direct trail access | 2 min walk to Chondola

Guest favorite

An outdoor swimming pool is visible, surrounded by a wooden fence and snowy landscaping. A welcome sign hangs on the wall, while a life preserver floats nearby. Mountains rise in the background, with trees lining the pool area, creating a serene environment.

Condo in Newry

4.88 out of 5 average rating, 60 reviews

Corner Condo- ON Mountain ski in/ ski out!

Perfectly lit corner unit condo on mountain at Sunday River! You can’t get any closer to all the action. Park your car and never leave. Plenty of places to get cozy, cook your own meals and enjoy the views. Sleeping arrangements are bunk bed (2 singles), Queen pull out Serta sleeper couch and full size couch (not a pull out). Our unit is on the 2nd floor and there is no elevator.