
Places to stay near Pleasant Mountain Ski Area
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Top-rated holiday rentals near Pleasant Mountain Ski Area
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Mad Moose Lodge• Secluded Cabin w/ Mountain View’s
Welcome to the Mad Moose Lodge! Year-round adventures begin at this 2-bed, 2.5-bath Stoneham chalet. This vacation rental provides incredible fall foliage views and easy access to mountains and lakes! Close by to cross-country skiing and snowshoeing in the winter and hiking, mountain biking, boating and swimming in the summer there are endless options of outdoor enjoyment. Enjoy stunning sunsets over the mountains from the comfort of the couch, or while enjoying a game of pool in the game room!

Lake Region Comfort, Close to Everything!
Come enjoy the Highland Lake area known for its clear water, boating and fishing! Just a few miles away from Shawnee Peak which offers both day/night skiing. Also a few miles away is downtown Bridgton where there is the Magic Lantern movie theater and the drive-in theatre. Downtown also offers shopping and many options for superb dining. This single-family residence will provide you with 3 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.

Cozy Library Tiny Home *Private Hot Tub* King Bed
Welcome to The Tiny Library - Maine's most unique tiny home! This antique library building has been newly renovated into a cozy getaway for bibliophiles and library lovers alike. Its book-lined shelves and dark academia decor, along with modern amenities and high quality bedding ensure a memorable stay, while the gas fireplace and hot tub provide the perfect ambiance for rest and relaxation. Whether you're a bookworm or just in need of a quiet escape, The Tiny Library is the perfect retreat.

North Conway Sunsets Mountain Views with Hot Tub
The perfect mountain get away awaits you at this 2-bedroom, 2.5 bath condo with Hot tub and outdoor TV. Settled above the White Mountain National Forest facing the "Moat Mountains" with perfect sunrise and sunset views from all levels. This condo is a perfect refuge for families or groups of up to 6. Perfectly located for a hike or bike the miles of scenic trails. Visit Storyland, Echo Lake, Attitash, Cranmore or float down the Sacco. These attractions and many more are all within minutes!

Barn on Pleasant- Walk to Highland Beach
Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well-maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this summer walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring.

Tap House Loft~Sunny & Spacious, Private Hot Tub
Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Private apart with luxury view, mins to everything
Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

Treehouse With Hot Tub Close to Sunday River!
This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Fish Tales Cabin
Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.
Popular amenities for holiday rentals near Pleasant Mountain Ski Area
Other top sights near Pleasant Mountain Ski Area
Condo rentals with Wi-Fi

Ski Condo on Cranmore Mountain-Pool and Hot tub!

First Floor Portland Condo 3 Bed 2 Bath + Parking

Cozy condo with North Conway at your finger tips!

Brand new, quality 1 BR condo 1 mi. to Storyland

Bartlett Condo; Great Views, Resort Access

Spectacular Mountain Views, at Eagle Ridge !

Renovated Exchange St. Loft w/Free Parking

Cozy, clean, 2nd floor condo in Conway, NH!
Family-friendly house rentals

Modern 4-Season Escape w/ Mtn Views, A/C & Firepit

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Bridgton Getaway

Private Lake House, Firepit & Amazing Sunset Views

Sunset & Lake View, Theater, HTub, Xbox, Woodstove

Riverfront getaway in Conway, near downtown!

Paradise in the Lakes Region

Beautiful Views, Bridgton Maine
Apartment rentals with air conditioning

Quiet Comfy Victorian Escape

Extraordinary Architectural Masterpiece Downtown

Attitash Retreat

Charming Carriage House in the White Mountains

1-bedroom unit (3 beds) with free parking

The Misty Mountain Hideout

Stone Mountain Guest House 2nd Floor Apt.

A+ Classy Convenient Accommodation Western Maine
Other great holiday rentals near Pleasant Mountain Ski Area

Haggetts Haus

Stunning Bridgton Lake House with EV charger

Slopeside Retreat • Hiking, Lakes, Shopping Nearby

New England Lodge in Western Lakes Region of Maine

The Lil’ Chalet with Ski Mountain 15 min walk

Easy Turns - Mountain Getaway

Whitetail Chalet*Hot tub*Mountain View* Dogs Ok

Lakefront Home on Moose Pond + Hot Tub
Destinations to explore
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Weirs Beach
- Loon Mountain Resort
- Scarborough Beach
- Mount Washington Cog Railway
- Willard Beach
- East End Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Diana's Baths
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Waterville Valley Resort
- Funtown Splashtown USA
- Conway Scenic Railroad
- Palace Playland




