
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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Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
Perched at the summit with complete privacy and sweeping views of Mount Washington, the White Mountains, and Woods Pond, Mainely Mountain Views is a 4-bedroom Maine retreat that earns its name the moment you step onto the deck. Perfect for large groups with easy access to Pleasant Mountain, Long Lake, Sebago Lake, and the Saco River - plus hiking, mountain biking, and snowmobile trails. Watch the sun set over the mountains from the hot tub. The kind of place you come to relax, unwind, and enjoy.
4.95 out of 5 average rating, 270 reviews
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.
4.92 out of 5 average rating, 374 reviews
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!
4.94 out of 5 average rating, 109 reviews
The Conscious Cabin | Getaways + Retreats
Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.
4.96 out of 5 average rating, 201 reviews
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.
4.98 out of 5 average rating, 387 reviews
The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.
5.0 out of 5 average rating, 247 reviews
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.
4.94 out of 5 average rating, 725 reviews
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!
4.98 out of 5 average rating, 200 reviews
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
4.97 out of 5 average rating, 147 reviews
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!
4.83 out of 5 average rating, 178 reviews
LuxuryTreehouse w/ Hot Tub Near Sunday River
Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.
4.98 out of 5 average rating, 330 reviews
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.
4.96 out of 5 average rating, 148 reviewsPopular amenities for vacation rentals near Pleasant Mountain Ski Area
Other top sights near Pleasant Mountain Ski Area
Condo rentals with wifi

Cozy Family Retreat with Saco River Access
4.91 out of 5 average rating, 149 reviews
Cozy, clean, 2nd floor condo in Conway, NH!
4.96 out of 5 average rating, 134 reviews
Elevate Your Adventure: Book Slope side Now!
4.84 out of 5 average rating, 122 reviews
Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6
4.93 out of 5 average rating, 128 reviews
An Amazing Mountain Getaway!
4.94 out of 5 average rating, 341 reviews
White Mountain Family Getaway in Bartlett NH
4.97 out of 5 average rating, 176 reviews
Cozy condo with North Conway at your finger tips!
4.82 out of 5 average rating, 226 reviews
The Gibson Building 3BR
4.97 out of 5 average rating, 124 reviewsFamily-friendly house rentals

Moose Pond Mountain Escape
4.9 out of 5 average rating, 181 reviews
Family & Friends Retreat*Hot Tub*Game Room*King Be
4.99 out of 5 average rating, 139 reviews
Mountain home - Views +Woodstove + Firepit
4.99 out of 5 average rating, 150 reviews
*New Luxe Mountain Escape* HotTub~Sauna~Games!
4.99 out of 5 average rating, 131 reviews
Private water access, Mountain View, Great Sunset
4.76 out of 5 average rating, 110 reviews
Private Lake House, Firepit & Amazing Sunset Views
4.99 out of 5 average rating, 178 reviews
Mirror Pond Cottage
4.92 out of 5 average rating, 149 reviews
White Mountain Mansion -Secluded property, pets OK
4.9 out of 5 average rating, 106 reviewsApartment rentals with air conditioning

Charming Carriage House in the White Mountains
4.99 out of 5 average rating, 230 reviews
Clean, quaint studio apartment on small farm
4.98 out of 5 average rating, 127 reviews
Bright, Cozy Downtown Home
4.99 out of 5 average rating, 120 reviews
Downtown Norway, Maine
4.9 out of 5 average rating, 103 reviews
Studio, pet friendly, river views, Jackson NH
4.97 out of 5 average rating, 612 reviews
Stone Mountain Guest House 2nd Floor Apt.
4.92 out of 5 average rating, 125 reviews
Dog friendly, lower level apartment off the "Kanc"
4.95 out of 5 average rating, 282 reviews
A+ Classy Convenient Accommodation Western Maine
4.99 out of 5 average rating, 206 reviewsOther great vacation rentals near Pleasant Mountain Ski Area

The Lil’ Chalet with Ski Mountain 15 min walk
4.98 out of 5 average rating, 45 reviews
Lake Front Cabin on Desirable Highland Lake
4.98 out of 5 average rating, 64 reviews
Ski & Lake Retreat w/ Epic Views
4.91 out of 5 average rating, 22 reviews
Ski & Lake Retreat With Hot Tub
5.0 out of 5 average rating, 15 reviews
Beach | Pool | High-end kitchen | Bunkbeds| AC
4.98 out of 5 average rating, 63 reviews
Bridgton Lake & Mtn Family Retreat Sleeps 10
4.98 out of 5 average rating, 63 reviews
3 min from Pleasant Mtn Family Friendly Ski Home
5.0 out of 5 average rating, 13 reviews
Whitetail Chalet|Hot tub|Ski|Dogs Ok
5.0 out of 5 average rating, 26 reviewsDestinations to explore
- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- Hills Beach
- East End Beach
- Fortunes Rocks Beach
- Franconia Notch State Park
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Crescent Beach State Park
- Echo Lake State Park
- Crawford Notch State Park





