Ski-in/Ski-out vacation rentals in Maine

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Top-rated ski-in/ski-out rentals in Maine

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Guest favorite

Condo in Carrabassett Valley

4.97 out of 5 average rating, 60 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

Home in Carrabassett Valley

5 out of 5 average rating, 12 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

Apartment in Bridgton

5 out of 5 average rating, 11 reviews

Lil’ Ski Chalet-Ski In&Out-Private Assoc. Beach!

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/Beach access in House Book.

Guest favorite

Condo in Newry

4.92 out of 5 average rating, 116 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.

Guest favorite

Condo in Carrabassett Valley

5 out of 5 average rating, 17 reviews

Ski-in, Ski-out Centrally Located Sugarloaf Condo

Experience the best of Sugarloaf in your cozy first-floor, ski-in/ski-out condo in Sugartree, conveniently located next to the Shipyard Brew Haus and the Snubber chairlift. Winter adventure is right outside your door, with alpine slopes, cross-country ski and snowshoe trails, and a convenient shuttle service. Enjoy access to a full fitness center with a pool and hot tubs and restaurants within walking distance. This condo is the ideal spot for creating new mountain memories. Pets welcome!

Guest favorite

Chalet in Sandy River

4.97 out of 5 average rating, 115 reviews

Saddleback On-Mountain Condo - Family Friendly!

Welcome to the Last Chair Lodge! This is our family-friendly mountainside retreat on the slopes of Saddleback Mountain Ski Area in Rangeley, ME. Ski -in/Ski-out in winter (natural snow dependent), in summer enjoy a peaceful, beautiful and comfortable mountain retreat. The view is breathtaking in all seasons. Come for outdoor adventures, time on the nearby lakes or just to unwind and soak in the scenery. Yes, we have A/C! We have fast fiber WiFi! HDTV w/several streaming services included.

Superhost

Condo in Carrabassett Valley

4.75 out of 5 average rating, 32 reviews

Family Friendly Ski In/Ski Out Sugarloaf Condo

This studio condo just became available for the upcoming ski season. The condo is centrally located on the mountain with ski in and ski out access to the Snubber mid station chairlift. The unit has a queen bedroom with a sliding privacy door along with a queen sized Murphy bed. Condo also features a parking garage, ski locker, cable/wifi & cozy fireplace. Come and enjoy some of the best skiing & snowboarding or hiking & biking for your next vacation. You won't be disappointed!

Superhost

Home in Carrabassett Valley

4.94 out of 5 average rating, 16 reviews

Timbers Pow Shack 4bdrm/4.5 bath

Best ski in-ski out at Sugarloaf. On and off slopes just above the Superquad. Main floor -Open concept kitchen/dining/living. 70 inch round table seats 8. Five bar stools at counter. King sized master with en-suite (twin sinks, jacuzzi tub, separate shower) access to patio . Lower level features rec room with full sized pool table, full bath, sliding door to slopes. Upper level features 3 bedrooms and 2 baths , including queen bed, full/twin bunk, and twin bunk bed. SmartTV’s

Guest favorite

Apartment in Carrabassett Valley

5 out of 5 average rating, 14 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.

Guest favorite

Vacation home in Carrabassett Valley

4.92 out of 5 average rating, 39 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.

Guest favorite

Townhouse in Carrabassett Valley

5 out of 5 average rating, 63 reviews

Year-round Sugarloaf Mountain ski on/off Townhouse

Spacious, high-end, on mountain, ski on/off townhouse that's centrally located to all that Sugarloaf and beyond has to offer. This is your home away from home. The perfect place for skiers, golfers, wedding parties or all around outdoor enthusiasts. Mere minutes from Sugarloaf Village and golf course. This townhouse comfortably sleeps 13 guests with 3 bedrooms, finished daylight basement and 3 1/2 bathrooms.

Guest favorite

Condo in Newry

4.94 out of 5 average rating, 108 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