Chalet 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.

Location · Value · Cleanliness

Pristine, Peaceful Kingfield Chalet

Just a short 15-20 minute drive from Sugarloaf and 3 minutes from historic downtown Kingfield, this chalet provides a peaceful, private respite after a busy day on the mountain. Our 2BR, 1BA eco-friendly chalet is tucked back from the road, with distant neighbors and fast WiFi. You can be surrounded by nature but only minutes from lovely restaurants, local shops, grocery store, gas station and tons of trails, rivers & lakes for snowshoeing, XC, snowmobiling, hiking, huts, MTB, kayaking & more.

Value · Location · Accuracy

Maine A-Frame with Hot Tub, Game Room, Lake Access

Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Enjoy our hot tub and game room Come experience our slice of heaven for yourself, you won’t regret it!

Location · Family · River

Log Home Upper Unit - Hot Tub - Fall Foliage

Do you want to truly get away and have no neighbors in sight? I want to welcome you to our secluded chalet in the woods. The chalet has everything you need for a restful and luxurious stay near Bethel and the beautiful surrounding area. We are located across the street from Round Pond and have access to some of Maine's best uncrowded fishing spots. Hiking abounds in the surrounding mountains along with the beautiful town of Bethel nearby. Also Mt. Abram is only a 5 minute car ride away.

Family · Location · Nearby

Chasing Affinity Riverside, Modern, Hot Tub

Welcome to Jordan Woods, where the perfect Bethel experience comes to life! Nestled on 2.7-acres, our peaceful house boasts 500ft of frontage along the Androscoggin River. 10mins from the enchanting charm of downtown Bethel's shops and restaurants. Hit the slopes at Sunday River or Mount Abram, a quick 15min drive. Explore the Mahoosuc Land Trust, walk, bike, or hike the many trails. Dip or float at our private riverside community area. Soak in the beauty of nature, it's all mere steps away!

Location · Family · Accuracy

Cozy Chalet | Hot Tub*Sauna*Game Room*Fire Pit*BBQ

Soak in sweeping mountain views from 35 Hideaway, just 8 miles to Sunday River. Unwind in the barrel sauna or hot tub after adventures, then fire up the grill while kids swing and laugh. The epic game room buzzes with pool, ping pong, air hockey, and arcade. Sing karaoke before s’mores by the firepit under endless stars. Enjoy a fully equipped chef’s kitchen, movie nights and a cozy fireplace. Your perfect mountain escape with fishing, swimming, kayaking and hiking nearby. Bring your pups to

Location · Family · Condition

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!

Family · Value · Walkability

Sunday River | Mt Views | Dog Fndly | 20% Off 3+

Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!

Location · Family · Outdoor spaces

Bethel Chalet | Mtn Views & Hot Tub | Sleeps 12

Welcome to Spruce Peak Chalet! This family-friendly haven combines mountain vistas, thrilling adventures, and everlasting memories in an irresistible embrace. Indulge in a well-deserved vacation at the recently renovated Spruce Peak Chalet, where modern comforts and group activities await. *Sunday River - 11 min drive *Mt. Abrahm - 8 min drive *Bethel Village - 7 min drive *North Conway - 50 min drive Escape to comfort and adventure at Spruce Peak Chalet! Learn more below!!

Value · Family · Sleep quality

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

Family · Location · Hiking

Visit Beautiful Home on Snow Pond

Belgrade Lakes, Maine's premiere lakes region. Beautiful, four season home on 9 mile long, Messalonskee Lake also known as, Snow Pond. Come to experience life the way it should be. Sunrise view, from master bedroom and lakeside deck surrounded by undeveloped wooded shoreline. Swim, canoe and kayak from private dock. Loons, eagles, osprey, and beavers can be your neighbors for a relaxing week at the lake. Open concept kitchen dinning and living room.

Value · Location · Backyard

3 min to Sunday River w/ Views, Game room, Hot tub

Welcome to Sunday River Escape! Nestled in the heart of Newry, Maine, Maryam's Mountain Chalet is a 5.0★ retreat designed for families, friends, and groups seeking both adventure and relaxation. With 5 beautifully appointed bedrooms, 9 comfortable beds, and 4 baths, it's the perfect retreat for families and large groups. 📍 Prime Location ✦3 min to Sunday River Ski Resort ✦15 min to Bethel Village ✦Minutes from hiking at Grafton Notch State Park

Family · Value · Barbecue