
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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Fireplace • <10 Min to Mt • Walk to Town
Welcome to Barn on Pleasant 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 winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mt for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

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.

Stunning Library Tiny Home *Private Hot Tub*King B
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.

4-Season Escape w/ Woodstove, Firepit & Mtn Views
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!

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).

HAPPY TREES: swanky chalet near Conway Lake & Saco
Happy Trees is a vintage chalet that has been thoughtfully renovated and styled. Our place is bright, airy, and open. It's the perfect home base for whatever you may want to do whether it's skiing, swimming, hiking, or simply relaxing and lounging around. Our place is a short walk to Conway Lake and a short drive from the Saco River. Conveniently located minutes from North Conway village. Follow us on IG (@happytrees_cabin) for additional content & information.

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

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
Apartment rentals with wifi

Cozy condo with North Conway at your finger tips!

AttitashResort! 1-flr, studio, secure check-in

Elevate Your Adventure: Book Slope side Now!

An Amazing Mountain Getaway!

Cozy Family Retreat with Saco River Access

Peaceful Condo Near Storyland & Attitash Skiing

2 bedroom condo, mountain views, pools and jacuzzi

Convenient downtown North Conway location!
Family-friendly house rentals

The Cabin at Crown Ridge, White Mountains

Pleasant Mt. SLOPE SIDE Retreat!

Trails, Kids Loft, Firepit, and Walk to Downtown

LUX Designer Private Waterfront Hot Tub - Secluded

Bridgton Getaway

Easy Turns - Mountain Getaway

Lakefront haven near Shawnee-25mi to North Conway

*New Luxe Mountain Escape* HotTub~Sauna~Games!
Apartment rentals with air conditioning

Remodeled Downtown Norway 1.5 Bedroom, 1 Bath Apt

Charming Carriage House in the White Mountains

NoCo Village King/kitchenette

Studio, pet friendly, river views, Jackson NH

Stone Mountain Guest House 2nd Floor Apt.

Cozy Condo Sunday River, just 3 min to ski lifts!

The Roost - lovely one bedroom efficiency unit

Romantic 1BR modern loft, close to everything!
Other great holiday rentals near Pleasant Mountain Ski Area

Family friendly + Mountain Views @amountainplace

Tall Pines Hideaway

Slopeside Retreat • Hiking, Lakes, Shopping Nearby

Pleasant Mountain Affordable Clean Apartment

Log Cabin w/mtn views, hot tub, fireplace

The Lil’ Chalet with Ski Mountain 15 min walk

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Rustic Pebble Cottage in beautiful Bridgton, Maine
Destinations to explore
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Scarborough Beach
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- King Pine Ski Area
- Cranmore Mountain Resort
- Franconia Notch State Park
- Willard Beach
- East End Beach
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Gunstock Mountain Resort
- Funtown Splashtown USA
- Waterville Valley Resort
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Palace Playland
- Conway Scenic Railroad




