
Places to stay near Pleasant Mountain Ski Area
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Top-rated vacation rentals near Pleasant Mountain Ski Area
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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.

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

The Barnhaus | Unique 5-Star Experience | Hot Tub
Welcome to The Barnhaus. This brand-new construction custom-built home with an outdoor hot tub was specifically to be a vacation home, we have thought of everything! This cabin has all solid wood furnishings, real leather upholstery, 1080p 40 inch TV's in each bedroom and great water pressure! Perched up on a hill in a quiet neighborhood, our home is secluded & quiet yet less than 5 min. from Shawnee Peak and Moose Pond. We cut no corners while building this house and hope to have you soon!

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.

Elevated 4-Season home - Mtn Views +A/C + Firepit
Wake up to mountain views, sip coffee on the wrap-around deck, and breathe in the fresh Maine air. At Mountain View Lodge, every detail is designed for you to relax and recharge. Spend your days skiing at Pleasant Mountain, hiking local trails, or floating down the Saco River - and your evenings gathered around the firepit or curled up by the woodstove. With three bedrooms, two baths, and a fully equipped kitchen, there's space for families, friends, and couples to enjoy all four seasons.

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.

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!

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

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!

Private cabin with lake access, hot tub & firepit!
Escape to a peaceful log cabin on 3 private wooded acres, set back for true privacy. This rustic retreat features an open-concept kitchen with modern appliances, a hot tub for stargazing, and access to Highland Lake with a kayak, paddle board and pedal boat. Relax by the solo stove or grill out back. Close to North Conway, the Saco River, Pleasant Mountain, hiking, and restaurants. Minutes to the center of Bridgton with lots of great restaurants and shops!

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 vacation rentals near Pleasant Mountain Ski Area
Other top sights near Pleasant Mountain Ski Area
Condo rentals with wifi

Birchwood Escape | Million Dollar Mountain Views

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

Across from Storyland & Heated Pool

Bartlett Condo; Great Views, Resort Access

Spectacular Mountain Views, at Eagle Ridge !

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

Lakefront summer getaway for 6

Luxe Lodge in the Woods! With Sauna & Hot tub

Pleasant Mt. SLOPE SIDE Retreat!

Bridgton Lake & Mtn Family Retreat Sleeps 10

Bridgton Getaway

New England Lodge in Western Lakes Region of Maine

Easy Turns - Mountain Getaway

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
Apartment rentals with air conditioning

Extraordinary Architectural Masterpiece Downtown

Old Port Penthouse Suite - Amazing Harbor Views

Charming Carriage House in the White Mountains

White Mountains Riverfront Studio

The Misty Mountain Hideout

Studio, pet friendly, river views, Jackson NH

Stone Mountain Guest House 2nd Floor Apt.

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

LuxuryTreehouse w/ Hot Tub Near Sunday River

Haggetts Haus

Stunning Bridgton Lake House with EV charger

Ski & Lake Retreat w/ Epic Views

Cozy Library Tiny Home *Private Hot Tub* King Bed

Slopeside Retreat • Hiking, Lakes, Shopping Nearby

Pleasant Mountain Affordable Clean Apartment

The Lil’ Chalet with Ski Mountain 15 min walk
Destinations to explore
- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Sunday River Resort
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Franconia Notch State Park
- Santa's Village
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Attitash Mountain Resort
- Conway Scenic Railroad
- Hills Beach
- Crescent Beach State Park
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Cannon Mountain Ski Resort





