Ski-in/Ski-out holiday rentals in Maine

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!

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😎

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.

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!

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!

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.

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.

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

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.