Ski-in/Ski-out holiday rentals in Maine

Saddleback Chalet - Ski-in Ski-out

Ski in, ski out beautiful condo at on the highest road on Saddleback Mountain Ski Resort. Sun filled, 65” and 40” TV’s, extra playroom w couch. Two bedrooms furnished with one queen-size bed in each, and one bunk room with four twin-sized beds. Nice deck w amazing views of Saddleback Lake and beyond. Great place to utilize Saddleback skin trails. Come in the spring/summer for hiking the AT, biking & access to Trophy rivers for native brook trout fly fishing or Fall for unbelievable fall colors.

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.

Cozy Cabin w/ Hot Tub & Fire Pit - Hike/Bike/Swim!

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!

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.

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 room and the full/twin room for privacy, and a queen size murphy cabinet bed in the living room.

On-Mountain @ Saddleback-Hot Tub | Mountain Views

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Custom, Maine-made Cedar Hot Tub! 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. One of very few mountainside listings with a hot tub, A/C and views!

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle

Summer at Camp Wigwam! Lake cottage on North Pond. Swim, paddle, hike, enjoy the firepit. 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 Wii, 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*

Quiet Retreat; Barker Pond Farm Cabins, LLC: Pine

Barker Pond Farm Cabins, built in 2010, feature modern amenities including a full bath and kitchen, outfitted with towels, linens and cookware. Each cabin sleeps 4 people, with a queen sized bedroom and a 2 twin sleeping loft, accessed by a ship's ladder. A screened-in porch is the perfect place to sit and listen to our resident loons. We offer two identical cabins for rent, Pine, listed here, and Spruce, which can be found under "Barker Pond Farm Cabins; Spruce"

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Waterfront Cabin in Hermon

You’ll be surrounded by seventeen acres of tranquil trees and serene waterfront. In winter, it transforms into a picturesque wonderland, complete with snowmobile trails, ice fishing, and nearby skiing. Enjoy a variety of outdoor activities, such as kayaking and swimming, or unwind indoors with a game of pool and darts. Kayak to the three connected ponds (two of which are tucked away!) or paddle down the Souadabscook River for a chance to spot local wildlife.

Lake-House on water, East Lake, Near Waterville

Welcome to the Lake House! 5 bedrooms. Access to a mooring. Full bathroom and kitchen with accessories. Bedrooms have locked doors & Wi-Fi. The house has a Deck and Docks, 8 foot by 10 foot floating Island, BBQ Grill. Lakeside Bon Fire Pit. Full bath, 30 feet from Lake! 2 entrances, 3 Kayaks, Fishing/Swimming. Nice neighbors including Camp Manitou, Matoaka and Somerset. Near Public Boat Landing & country store. I reside nearby, and will help with any issues.

Spruce Nest

We welcome you to share our little slice of Maine while you set out on an unforgettable adventure. Whether you’re here for a romantic escape, vacation, or work, you’ll find all the comforts of home in this cozy, light-filled carriage house—perfect for a couple or small family. As a local fishing family, with our teenage son lobstering year-round, we’re happy to share authentic coastal insights to make your stay even more memorable.