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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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A hot tub bubbles gently, surrounded by towering trees and a serene view of Moose Pond. The water reflects the clear blue sky and is framed by a tranquil landscape, creating a peaceful atmosphere for relaxation.
Cabin in Bridgton

Waterfront,Hot tub,Private dock,Freshly renovated

Welcome to the freshly renovated Cabin on a Moose Pond!Nestled near the hills of Pleasant Mountain.Enjoy a day at the lake fishing,swimming,skiing,hiking or snowmobiling. In the evening,relax in the new hot tub,watch a movie on the home theater or challenge friends to video games.End your day by the campfire making s’mores by the pond. Spend a lazy day on the hammock or take a day trip to explore regional attractions in beautiful ME and NH. For your safety, the area is under video surveillance.

4.82 out of 5 average rating, 190 reviews
Top guest favorite
A spacious kitchen features white cabinetry with modern hardware and a large island with a wooden countertop. Black appliances, including a refrigerator and stove, complement the granite countertops. A window above the sink allows natural light to enter, enhancing the functionality of the space.
Home in Bridgton

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, 370 reviews
Guest favorite
A serene lake view is captured at sunset, showcasing vibrant hues of pink, orange, and purple reflected on the water's surface. Lush trees frame the scene, creating a peaceful atmosphere against the backdrop of rolling hills.
Home in Bridgton

Private water access, Mountain View, Great Sunset

This post and beam home has a great vibe. Just steps away across the dirt road is our water front property you will have access to a canoe, paddle boat and fire pit all over looking Shawnee Peak and Moose Pond. There is no beach, however we have a dock for morning coffee or an afternoon beverage. Come fish, hike, swim at the local beach, go to the drive-in. Amenities in Bridgton are 10 minutes from the house offering dining, movies and cute shops. We hope you will enjoy it as much as we do.

4.76 out of 5 average rating, 108 reviews
Top guest favorite
A chalet-style home is nestled among tall trees, featuring a wooden deck with a set of stairs leading down to the ground. Large windows provide glimpses into the living spaces, welcoming natural light into the interior.
Home in Bridgton

Moose Pond Mountain Escape

A two minute walk to Moose Pond and one mile from Pleasant Mtn skiing in picturesque Bridgton, Maine. This cozy retreat is perfect for those who want a relaxing getaway in a fun-filled area in the heart of the lakes region. Guests enjoy a short walk to Association's beach/dock access and kayaks, and a short drive to tennis courts and pool. Hike, bike and explore Western Maine's mountains, lakes and villages. Bridgton shops are 5 miles away while N. Conway's outlets are 20 miles to the east.

4.89 out of 5 average rating, 180 reviews
Top guest favorite
Cabin in Bridgton

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!

4.93 out of 5 average rating, 107 reviews
Top guest favorite
A gravel fire pit area is surrounded by four red Adirondack chairs, inviting relaxation in a serene wooded setting. Lush greenery and trees create a natural backdrop, with distant mountain views enhancing the outdoor experience.
Home in Denmark

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.

4.99 out of 5 average rating, 148 reviews
Guest favorite
A spacious living area is highlighted by hardwood floors and tall ceilings with exposed beams. Large windows allow natural light to fill the room, illuminating the comfortable seating, modern coffee table, and decorative lamps. A piece of wall art adds a touch of character.
Loft in Bridgton

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, 721 reviews
Top guest favorite
A large wooden house with multiple windows is positioned among tall trees. The sun is setting in the background, casting a warm glow on the deck and surrounding lawn, which features natural landscaping and a few large rocks.
Home in Bridgton

Bridgton Getaway

Come enjoy the peace, quiet, and comfort of this lovingly renovated 4 bedroom home. Located on 13 acres with views of Pleasant mountain. Close to lakes, downtown Bridgton, 10 minutes from Shawnee Peak, and 20 min from the White Mountains. Sit in the hot tub and take in the sounds of nature. Curl up in front of the fire or watch a movie on the big screen TV. Perfect for large groups. Sprawling property with space for outdoor games, picnicking, and bonfires. This place is a true getaway!

4.98 out of 5 average rating, 151 reviews
Guest favorite
Home in Naples

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!

4.97 out of 5 average rating, 197 reviews
Top guest favorite
Two wooden chairs are situated on a dock overlooking a calm pond surrounded by dense trees. The water reflects the sky and greenery, creating a serene backdrop. A sense of tranquility is conveyed through the peaceful atmosphere of the natural setting.
Home in Oxford

Mirror Pond Cottage

A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

4.92 out of 5 average rating, 146 reviews
Guest favorite
A two-story cabin is surrounded by snow-covered trees, showcasing a green metal roof and warm wood siding. Large windows offer views of the winter scenery. A wooden deck with a railing extends from the main level, inviting outdoor relaxation in the serene setting.
Home in Bridgton

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, 146 reviews
Top guest favorite
A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.
Home in Bridgton

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.

4.97 out of 5 average rating, 195 reviews

Popular amenities for vacation rentals near Pleasant Mountain Ski Area

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Pleasant Mountain Ski Area

Conway Scenic Railroad

334 locals recommend

North Conway Golf Course

76 locals recommend

Indian Mound Golf Club

28 locals recommend

Hales Location Golf Course

23 locals recommend

Androscoggin Valley Country Club

9 locals recommend

Diana's Baths

334 locals recommend

Condo rentals with wifi

Guest favorite
A serene view of a calm river surrounded by lush greenery. Gentle slopes lead to sandy banks, while trees provide a natural border on either side. The water reflects the blue sky above, creating a peaceful ambiance ideal for outdoor relaxation.
Condo in Conway

Cozy Family Retreat with Saco River Access

4.91 out of 5 average rating, 149 reviews
Guest favorite
A living room showcases a cozy seating area with two black sofas facing a television. A coffee table is centrally placed, adorned with a candle and a snack. A brick fireplace adds warmth, while natural light filters through the dual windows, dressed with light curtains.
Condo in Conway

Cozy, clean, 2nd floor condo in Conway, NH!

4.96 out of 5 average rating, 132 reviews
Guest favorite
A warm living and dining area features a wooden dining table surrounded by five chairs, a stone fireplace, and a comfortable seating arrangement with a brown sofa. Large windows allow ample natural light, complemented by a rustic chandelier overhead.
Condo in Conway

Elevate Your Adventure: Book Slope side Now!

4.83 out of 5 average rating, 119 reviews
Top guest favorite
A three-story building with a Swiss chalet style is surrounded by landscaped greenery. Balconies with wooden railings provide outdoor space, and there is ample parking available in front of the structure. The setting showcases a blend of nature and architectural charm.
Condo in Bartlett

White Mountain Family Getaway in Bartlett NH

4.97 out of 5 average rating, 176 reviews
Top guest favorite
Condo in Conway

Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6

4.93 out of 5 average rating, 126 reviews
Top guest favorite
The open layout features a dining area with a rustic table and comfortable seating for six. A cozy sectional sofa is positioned near a door leading to the outdoor patio. Soft lighting and decorative elements create a welcoming and homey environment.
Condo in Conway

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

4.98 out of 5 average rating, 125 reviews
Top guest favorite
A cozy living area is furnished with a light green sectional sofa and a comfortable armchair. Natural light enters through sliding glass doors, which lead to a deck. A decorative area rug is laid over hardwood flooring, and a brick fireplace adds warmth to the space.
Condo in Conway

3BR, 2BA condo in No. Conway, Close to everything!

4.98 out of 5 average rating, 199 reviews
Guest favorite
The living room is furnished with a red sofa and a rocking chair, creating a relaxed seating area. A coffee table is positioned in the center, while a white kitchen can be seen in the background. Natural light filters through sheer curtains, enhancing the space.
Condo in Conway

Cozy condo with North Conway at your finger tips!

4.82 out of 5 average rating, 226 reviews

Family-friendly house rentals

Top guest favorite
Home in Bridgton

Family & Friends Retreat*Hot Tub*Game Room*King Be

4.99 out of 5 average rating, 138 reviews
Guest favorite
A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.
Home in Sweden

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

4.97 out of 5 average rating, 147 reviews
Guest favorite
An aerial view captures a home set among tall trees near Highland Lake. The well-maintained yard stretches to the water's edge, showcasing direct lake access. A peaceful landscape is framed by greenery, while the calm lake reflects the surrounding nature.
Home in Bridgton

Lakefront haven near Shawnee-25mi to North Conway

4.92 out of 5 average rating, 135 reviews
Top guest favorite
Home in Bridgton

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!

4.95 out of 5 average rating, 268 reviews
Guest favorite
The living area features high, wooden ceilings with exposed beams and large windows, allowing natural light to flood the space. A stone fireplace serves as a focal point, while a cozy seating area is complemented by a dining table surrounded by red chairs.
Home in Naples

Best Ski & Lake House

4.94 out of 5 average rating, 140 reviews
Top guest favorite
Home in Oxford

The Modern Lakehouse

5.0 out of 5 average rating, 245 reviews
Top guest favorite
Home in Bridgton

Cozy Mountain Condo | Hiking & Moose Pond

4.88 out of 5 average rating, 17 reviews
Guest favorite
A rustic stone fireplace serves as the focal point in the living room, with a gentle flame flickering inside. A wooden coffee table showcases magazines, while surrounding seating includes a black armchair and a brown leather sofa. Soft white curtains frame the windows on either side.
Home in Bridgton

Easy Turns - Mountain Getaway

4.98 out of 5 average rating, 91 reviews

Apartment rentals with air conditioning

Top guest favorite
A carriage house features a light-colored exterior, framed by blooming pink flowering trees. The spacious two-car garage is visible, with large windows on the upper level offering natural light. The surrounding greenery complements the serene setting under a clear blue sky.
Apartment in Chatham

Charming Carriage House in the White Mountains

4.99 out of 5 average rating, 230 reviews
Top guest favorite
A cozy living space is featured, highlighted by a black leather sofa and matching armchairs. A wooden coffee table is positioned in front of the seating area. The soft carpet and warm lighting create an inviting ambiance, with a doorway leading to additional rooms in the distance.
Apartment in Waterford

A+ Classy Convenient Accommodation Western Maine

4.99 out of 5 average rating, 205 reviews
Top guest favorite
A dining area features a small round table and two wooden chairs, positioned by large arched windows. Natural light floods the space, illuminating plants on the table. A vintage ski-themed poster decorates the wall, complementing the serene wooded views outside.
Apartment in Jackson

Studio, pet friendly, river views, Jackson NH

4.97 out of 5 average rating, 609 reviews
Top guest favorite
Apartment in Brownfield

Stone Mountain Guest House 2nd Floor Apt.

4.92 out of 5 average rating, 124 reviews
Top guest favorite
The cabin is nestled in a snowy landscape, featuring a sloped roof and large front windows. A wooden deck runs along the front, surrounded by tall, snow-covered trees. The ground is blanketed in thick snow, creating a serene winter atmosphere.
Apartment in Conway/Albany

Dog friendly, lower level apartment off the "Kanc"

4.95 out of 5 average rating, 281 reviews
Top guest favorite
The studio apartment features a queen size bed with a striped duvet and two large leather chairs. A wooden desk is positioned near a window, while the warm wooden floor adds to the inviting feel of the space.
Apartment in Wakefield

Clean, quaint studio apartment on small farm

4.98 out of 5 average rating, 124 reviews
Top guest favorite
A spacious bedroom features large windows framed by dark curtains, allowing natural light to fill the room. A plush area rug lies on the hardwood floor, while a comfortable chair and a wooden dresser complement the inviting atmosphere. Bedding is arranged neatly on a sizeable bed.
Apartment in Norway

Bright, Cozy Downtown Home

4.99 out of 5 average rating, 116 reviews
Guest favorite
A modern kitchen area features a wooden countertop with a sink and dishwasher beneath a stylish light fixture. The space is complemented by a seating area in the background, with large windows allowing natural light to brighten the room.
Apartment in Bethel

Copper's Corner

4.87 out of 5 average rating, 224 reviews

Other great vacation rentals near Pleasant Mountain Ski Area

Guest favorite
The image captures a serene lake view at sunset, with the sun reflected on the water's surface. Trees frame the scene, and a wooden dock is visible on the right. The sky displays soft clouds illuminated by the warm light of the setting sun.
Cabin in Bridgton

Breathtaking View of Highland Lake

4.89 out of 5 average rating, 211 reviews
Top guest favorite
Treehouse in Woodstock

LuxuryTreehouse w/ Hot Tub Near Sunday River

4.98 out of 5 average rating, 324 reviews
Guest favorite
Townhouse in Bridgton

Slopeside Retreat • Hiking, Lakes, Shopping Nearby

4.81 out of 5 average rating, 31 reviews
Top guest favorite
A unique arched cabin is set in a serene winter landscape, surrounded by snow-covered trees. Warm light spills from the windows, casting a welcoming glow on the snowy ground. A parked vehicle is visible in the foreground, emphasizing the secluded setting of the property.
Apartment in Bridgton

The Lil’ Chalet with Ski Mountain 15 min walk

4.98 out of 5 average rating, 43 reviews
Guest favorite
Cabin in Bridgton

Ski & Lake Retreat With Hot Tub

5.0 out of 5 average rating, 15 reviews
Guest favorite
A custom log cabin is showcased with a robust wooden structure and large arched windows. The building is elevated on a snow-covered landscape, surrounded by natural stone steps and trees, offering a rustic appearance in harmony with the mountain setting.
Chalet in Bridgton

Ski & Lake Retreat w/ Epic Views

4.91 out of 5 average rating, 22 reviews
Guest favorite
Home in Bridgton

Lake Front Cabin on Desirable Highland Lake

4.98 out of 5 average rating, 62 reviews
Top guest favorite
A cozy living area features a large brown leather sofa facing a television mounted above a brick fireplace. Natural light pours in from large windows, and a wooden dining table with white chairs is visible in the open-concept space. A patterned area rug adds warmth to the floor.
Chalet in Bridgton

Haggetts Haus

4.94 out of 5 average rating, 33 reviews