Vacation Rentals By Owner In Bridgton, ME

Beautiful Lakefront home in Bridgton Maine on Highland Lake!brbrGorgeous 6 Bedroom home that has been stunningly renovated for rent! brbrStep out to your own beach front and custom dock with four individual boat slips, swim to the custom swim raft or walk to the private association Sandy Beach! Enjoy the Gorgeous views on Highland Lake at Sunset or Kayak at sunrise to start your day!brbrThis completely renovated, handicap accessible, lakefront home sleeps 15 comfortably with 6 bedrooms, 2 full bathrooms with Central Air Conditioning, Gas Fireplace, 1st Floor Laundry & Hardwood Flooring. brbrSpacious bedrooms include 1 King, 3 Queens, 2 Double, & 3 Twins perfect for families to share for the perfect vacation, reunion or even a fall getaway for leaf peaking!brbrEnjoy your morning coffee from one of our 2 completely screened in porches overlooking the lake. Enjoy a lakeside barbecue, kayak or fish off your own private dock or just gather around for a friendly game of family cards at night! Five minute walk to a private association beach! For your convenience the community association offers a boat launch as well.brbrShort five minute drive to downtown Bridgton a town that has everything you need for a perfect vacation, restaurants, shopping, movies, golf and more. brbrOnly 10 minutes to Shawnee Peak for a day of hiking or skiing. Just 40 -50 minutes to North Conway and the beginning of the White Mountain Region with several fun attractions including perfect for a day trip to Story Land for the kids, Heritage House, Clarks Trading Post, Kancamagus and Saco River with hiking and spectacular views of the mountains. brbrStrict no smoking and no pets policy.

Beautiful Lakefront 6 bedroom home in Bridgton Maine on Highland Lake!

Bridgton, Maine, United States

Bed

Bath

Sleeps

$621.16

Come stay at this newer ski chalet. Features quality craftmanship throughout - Maine ski lodge designed contemporary chalet. Enter this bright, sun filled home with a place to store all your equipment in the mudroom. High end appliances make cooking for your friends and family a joy. Gas fireplace and radiant heat in the floors make this home truly warm and inviting. New whole house generator!! 4 Bedrooms and 3 full baths with capability to sleep up to 10 people. Pleasant Mountain is only yards away from your front door! 20 minutes to North Conway for shopping. Sip your morning coffee on the deck just off the kitchen while enjoying beautiful mountain scenery. Moose Pond is a minute drive away! Adults can gather in the kitchen around the large granite island for grown-up time while the kids head downstairs in the full daylight basement to play ping-pong, shoot pool or play on a real arcade game with more than 50 old school games or play a round of electronic basketball!! Even Mom and Dad can get in on a game of Pac-Man or Frogger!

Beautiful scenic hiking trails right outside your door then relax in comfort

Bridgton, Maine, United States

Bed

Bath

Sleeps

$243.5

Surprisingly spacious and comfortable home with 4 bedrooms and two full baths. Comfortably sleeps 11. Open living space on first floor with direct access to huge wrap-around deck. WiFi and internet access. Easy (7 minute) walk or (2 minute) drive to 200’ of private Association Beach. Easy drive to town public boat launch for motor boating. Steps from Pleasant Mountain Skiing (formerly Shawnee Peak) and unlimited hiking on public Pleasant Mountain trails. Short drive to downtown Bridgton and quaint shops and restaurants. Two full size grocery stores and Bridgton Hospital in town. Bridgton Drive In and Magic Lantern Movie theaters also in town. 1 hour drive to Portland and world class restaurants and award winning breweries. 25 minutes to North Conway, NH. Endless activities in all directions.

Cozy Maine Lakes Region Getaway

Bridgton, Maine, United States

Bed

Bath

Sleeps

$460.46

Experience true Maine comfort in this inviting log cabin, The Wildwood, tucked off Knights Hill Road in Bridgton. Enjoy mountain views, a warm wood-burning fireplace, and a fully equipped kitchen for easy meals. The porch and private backyard create a peaceful setting for relaxing in nature. With three bedrooms and two and a half bathrooms, this cozy retreat offers the perfect blend of charm, comfort, and convenience near lakes, trails, and downtown Bridgton.brbrWelcome to your classic Maine retreat, The Wildwood, a beautiful log cabin tucked away off Knights Hill Road in the heart of Bridgton. Surrounded by towering pines and peaceful mountain scenery, this home offers the perfect blend of rustic charm and modern comfort. From the moment you arrive, you will feel the calm and privacy that make this property such a special place to unwind.brbrStep inside to a welcoming living area centered around a wood-burning fireplace that invites slow mornings, cozy evenings, and quiet time with family and friends. Natural wood tones, warm textures, and thoughtful touches throughout the home create an authentic cabin experience without compromising comfort. Large windows frame the mountain views, adding a sense of openness and connection to the outdoors.brbrThe fully equipped kitchen provides everything you need to prepare meals with ease. Whether you are cooking breakfast before a day on the lake or preparing dinner after exploring town, the space is designed for convenience and connection. Enjoy your meals inside or step out onto the porch, where fresh air and serene views make every moment feel peaceful and unhurried.brbrWith three bedrooms and two and a half bathrooms, the cabin comfortably accommodates families, couples, or small groups seeking a getaway. Each bedroom offers a quiet place to relax, and the layout ensures everyone has room to settle in. The backyard adds another layer of tranquility, giving you a private setting to enjoy nature, morning coffee, or evenings under the stars.brbrLocated close to downtown Bridgton yet tucked in its own quiet pocket of nature, this home offers both convenience and escape. Outdoor recreation, lakes, hiking, skiing, and local dining are all within a short drive.brbrProfessionally managed by Birch Hospitality, your stay will be supported with high cleaning standards, thoughtful amenities, and a seamless guest experience from start to finish.brbrYou have access to everything, nothing is sharedbrbrWE ARE LOCAL! Just let us know what you needbrOur rules are pretty simple. Treat our home as if it was yours.br- Guest making the reservation must be over 25. All guests must be over 25 if not part of a family with multiple people over 25. This is non negotiable. Please do not book if everyone in your group is not 25+ years old.br- ALL DOGS MUST BE APPROVED FIRST BEFORE BOOKINGbr- No smoking in the housebr- The number of guests requested on the booking is the max amount allowed to spend the night.br- A rental agreement may be provided with more specific rules and information.br- Quiet time is from 9pm-9am (inside and outside of the house)br- NO loud music or noise will be toleratedbr- Respect the neighborsbr- No Fireworks

The Wildwood | Bridgton Log Cabin w/ Views

Bridgton, Maine, United States

Bed

Bath

Sleeps

$300.13

brWelcome to the perfect getaway in Bridgton, Maine! This cozy Alpine Village home sits just 500 feet away from the beach (a 5 minute walk) and half a mile from Pleasant Mountain Ski Area, offering year-round adventure in a scenic setting. brbrThe Alpine Village Association is an established community with shared beach, dock, and boat slip access for all member properties. Alpine Village beach has 600 feet of sandy beach frontage on Moose Pond, complete with a private beach, swimming area, and boat slip, where you can enjoy boating, fishing, and water sports.brbrFor winter enthusiasts, it is only a five minute drive to Pleasant Mountain, which boasts 47 trails and glades, with 19 open for night skiing. The mountain also features three terrain parks. In addition, there is ice fishing, ice skating and multiple snow-mobile trails close by.brbrThe bright, sun-filled home features:br- 3 bedrooms (including a first floor primary with a half bath)br- 1.5 bathroomsbr- Fully equipped kitchen with plenty of cabinet spacebr- Front and back decks br- Large, sunny living roombr- Ample parkingbrbrWhether you are looking for a summer lake escape, a winter ski adventure, to enjoy the fall foliage or just get away, 30 Alpine offers everything you need to relax, unwind, and explore.

Cozy home - 5 minutes to private beach access on Moose Pond, 5 minutes to ski

Bridgton, Maine, United States

Bed

Bath

Sleeps

$300.07

Bridgton lake region has activities for all seasons. Live music downtown, public beaches, art shows, twin drive-in movies, lakes, hiking, shopping, eating, public boat launches. Sun Fun Nature!!!! New home waiting to make new memories, setting is great for active days and cozy nights. Sleep in too and rest up to enjoy and create more happiness throughout your stay. Master bedroom with private bath has extra large shower and walk in closet, lovely large sleeping area, so soft and blue so true.

Private home, quiet wooded area in Bridgton, near NConway, 1/2 mile off 302

Bridgton, Maine, United States

3

Bed

Bath

8

Sleeps

$521.41

Welcome to the Mountain House! Escape to this cozy 3-bedroom home near Pleasant Mountain in Bridgton, Maine, perfect for up to 10 guests. Enjoy a fully stocked kitchen, warm wood stove, and a game room with pool, air hockey, and ping pong. Relax in the hot tub, lounge on the deck, or explore nearby Moose Pond and hiking trails. Just minutes from skiing and outdoor adventures, this charming retreat is ideal for families or groups looking for comfort and fun in a beautiful setting.brbrWelcome to The Mountain House, your perfect getaway in Bridgton, Maine! This spacious 3-bedroom home comfortably sleeps up to 10 guests, making it ideal for family vacations, group retreats, or a friends` weekend in the great outdoors. Located just minutes from the scenic Pleasant Mountain ski area and the serene Moose Pond, this home offers a blend of adventure and relaxation.brbrThe house features a cozy and inviting living room with a wood stove, perfect for warming up after a day of skiing or exploring the area. The fully stocked kitchen makes preparing meals a breeze, whether you`re whipping up a hearty breakfast before hitting the slopes or enjoying a quiet dinner in. Step outside onto the deck to take in the fresh Maine air, or soak your cares away in the hot tub under the stars.brbrFor indoor fun, head to the game room, where a convertible table offers endless entertainment with pool, air hockey, and ping pong. Whether you`re hosting a friendly competition or just kicking back, there`s something for everyone.brbrConveniently located near all the outdoor activities Bridgton has to offer, this home is just minutes from hiking trails, kayaking spots, and quaint downtown shops and restaurants. Professionally managed by Birch Hospitality, you can rest assured that every detail has been thoughtfully considered to make your stay comfortable and memorable.brbrYou have access to everything and nothing is sharedbrOur rules are pretty simple. Treat our home as if it was yours.br- Guest making the reservation must be over 25. All guests must be over 25 if not part of a family. This is non negotiable. Please do not book if everyone in your group is not 25+ years old.br- No smoking in the housebr- The number of guests requested on the booking is the max amount allowed to spend the night.br- A rental agreement may be provided with more specific rules and information.br- Quiet time is from 9pm-8am (inside and outside of the house)br- NO loud music or noise will be toleratedbr- Respect the neighbors

The Mountain House | Hot Tub, Close to Moose Pond

Bridgton, Maine, United States

Bed

Bath

Sleeps

$345.19

Experience summer at Pleasant Dutch Retreat! This cozy home is in a peaceful neighborhood, within walking distance to Highland Lake Beach and downtown Bridgton for dining, shopping, and local events. Only 8 minutes to Pleasant Mountain for hiking, biking, and summer adventures, and 30 minutes to North Conway for outlet shopping and outdoor fun. Relax in the bright living area and cook in the well-equipped kitchen after a day exploring—perfect for a summer getaway in Maine!brbrThis beautiful Dutch-inspired home exudes old-world charm, featuring carved molding, built-ins, and an abundance of artisan style and decor. It comfortably sleeps 8 guests with four well-appointed bedrooms.brbrbrThe main level features a fully equipped kitchen that opens to a spacious dining and living area with plenty of room to relax in front of the woodstove. An additional 4-season room is perfect for working, reading, or playing the piano. Off the kitchen, a screened-in porch with full windows offers a relaxing spot to enjoy meals and take in the fresh air.brbrUpstairs, you’ll find a queen bedroom with unique toys and games, a bunkroom with twin bunk beds, books, and more games, a queen master bedroom with artistic touches, and a bright double bedroom overlooking the peaceful backyard. A shared full bathroom is conveniently located upstairs.brbrOutside, you’ll find a large backyard with room to play, a cozy campfire area, and peaceful surroundings. Conveniently located less than 10 minutes from Pleasant Mountain and Naples Causeway, 30 minutes from North Conway, NH, and 1 hour from Portland — this home is the perfect year-round getaway!brbrGuest will have access to the whole house, except basement, attic or garage.brbrGuest can always reach me anytimebrbrWe strive to create a welcoming and relaxing environment where guests can feel at home and create lasting memories. To ensure everyone enjoys their stay, please be respectful of neighbors.brGuests must be 23 years old to bookbrWe strive to create a welcoming and relaxing environment where guests can feel at home and create lasting memories. Please be respectful of neighbors and the property during your stay.brbrThis is a private home. Guests are expected to treat it with care and respect. Any damage, missing items, or excessive cleaning beyond normal turnover will be documented and submitted through Airbnb’s Resolution Center in accordance with Airbnb policies and AirCover for Hosts.brbrPlease follow a few simple rules:brbrNo parties or eventsbrNo smokingbrNo PetsbrPlease be courteous to your neighborsbrEnjoy your vacation

Dutch Retreat • Near Lakes • Walk Town

Bridgton, Maine, United States

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Bath

Sleeps

$549.68

Get ready to relax in this delightful 5-bedroom home in scenic Bridgton, in the heart of the lakes region and close to Pleasant Mountain. Ski, sled, snowshoe, and skate in the winter. Swim, boat, bike, hike, and fish in the summer. With local festivals, art and cultural events year-round.brbrWalk to the lake/beach as well as numerous great downtown restaurants, boutiques, art galleries, antique shops, music venues, and more. brbrThe whole group will enjoy easy access to everything from this centrally located home. Room for the whole family with plenty to do.brbrCentrally located in the heart of the Lakes region, this home offers a clean, safe, quite location that is steps away from the cute and quaint center of Bridgton Village which offers many great restaurants, 3 art galleries, shops, a movie theater and music on Main Street, etc.brSki, snowmobile, hike, swim, boat, fish or just relax by the lake or on your own porch.brbrProperty detailsbrLarge private home situated on beautiful lot, abutting nature and conservation trails. This generously sized home was completely remodeled and furnished including new beds in late 2024/early 2025. brbrOn a quiet side street in the heart of Bridgton Village, Steps away from all 'Downtown' amenities. Spend the day or eat out at the many great restaurants, shops, art galleries and music festivals in this quaint walkable village.brbrEnter your vacation home, through front granite steps onto a beautiful, enclosed porch for those relaxing nights. Unique keypad entry from the front door or the driveway side farmers porch entrances.brbr5 large bedrooms with new comfy beds, AC and fans, including a private 1st floor master bedroom and bath, with its own kitchenette.brbrLarge open family space with dining room, living room, kitchen and den.brCompleting you vacation home is a front enclosed wrap around porch and a farmer's porch off a driveway with plenty of parking. A large back yard, picnic table, gas BBQ and a fire pit for your enjoyment.brbrOur back lot butts up to Pondicherry Park, covered bridge/60 acres hiking trails, walk to the beach on lake, a 10 min drive to Ski Resort.brbrThis home comes complete with games, linens and all the kitchen and dinnerware needs.brbrLots of charm and lodge feel in a completely remodeled home.brbro 1 min walk to all Downtown amenities; library, restaurants, shops and art galleriesbro 1 min Pondicherry Park/trailsbro 5 min walk to Highland Lake Beach – Publicbro 5 min drive to Woods Pond Beach - Publicbro 10 -20 min drive to 5 lakes, boat rentals and State Parkbro 10 min drive to Mt Pleasant Ski Resortbro 15 min drive to Naples Causeway w/ seaplane rides, riverboat and attractionsbro 20 min drive to Fryeburg Fairbro 5 min drive to Dunkin' : )bro 5 min drive to Hannaford Supermarketbro 5 min drive to Bridgton Hospitalbro 40 min drive to scenic N Conway attractionsbro 55 min drive to Attitash Mountainbro 1 Hr ride to Porland and all this beautiful city and portside has to offerbrbrbrAlways something to do in this quaint, friendly town where natural resources abound. It's easy to see why you'll be able to have fun and also unwind at our place.

Spacious 5-bedroom house in charming Bridgton - Great Lakes and Ski Location

Bridgton, Maine, United States

5

Bed

Bath

10

Sleeps

$277.29

Enjoy summer at this cozy Pleasant Mountain condo! Walk out the door to explore nearby hiking trails, and head to Moose Pond for swimming, fishing, or boat rentals. The Saco River is close by for day trips, canoeing, and tubing adventures. Only 10 minutes to downtown Bridgton for dining, shopping, and summer events, and 30 minutes to North Conway for outlet shopping and outdoor fun. Perfect for families or friends seeking a peaceful summer escape in the Maine mountains!brbrSpacious 3-Level East Slope Condo – Ski-In/Ski-Out at Pleasant MountainbrbrExperience the ultimate mountain getaway in this 3-level East Slope condo with 2 bedrooms and 2.5 baths, perfect for families or groups looking for comfort, space, and unbeatable ski-in/ski-out access.brbrLower Level: A versatile great room features 2 Murphy beds, ideal for extra guests or kids, plus a full bathroom. Fold the beds back up for a spacious open floor plan with a living area and game space — perfect for relaxing after a day on the slopes.brbrMain Level: The fully equipped kitchen flows seamlessly into the open-concept dining and living room, complete with a cozy gas fireplace. Step out onto the balcony to enjoy mountain views. A convenient half bathroom rounds out this level.brbrThird Floor: Retreat to two private bedrooms and a full bathroom. The master bedroom features its own private balcony and plenty of space to unwind. The second bedroom offers a full-size bed and twin bed, perfect for kids or friends. Laundry is located on this level for your convenience.brbrAdditional Perks: Enjoy stunning mountain views, easy access to Pleasant Mountain trails, and a short drive to downtown Bridgton, North Conway, Moose Pond, and more. This condo combines comfort, convenience, and a perfect mountain escape for your next vacation.brbrYou will have access to the whole condo excluding owner`s closetbrbrI will be available during your staybrWe strive to create a welcoming and relaxing environment where guests can feel at home and create lasting memories. Please be respectful of neighbors and the property during your stay.brbrThis is a private home. Guests are expected to treat it with care and respect. Any damage, missing items, or excessive cleaning beyond normal turnover will be documented and submitted through Airbnb’s Resolution Center in accordance with Airbnb policies and AirCover for Hosts.brbrPlease follow a few simple rules:brNo PetsbrNo parties or eventsbrNo smokingbrPlease be courteous to your neighborsbrGuests must be 23 years old to book

Lakes & Lifts • Hiking • Moose Pond

Bridgton, Maine, United States

Bed

Bath

Sleeps

$531.92

New 1200 sq ft barn game room with ping pong table, video arcade games, air hockey, pop-a-shot, poker table/bumper pool, foosball, large screen TV with comfy seating for movie night and more!brbrThis lovingly restored schoolhouse is a unique mixture of historic charm, warmth, character and modern ease. Make memories together in the school's large classroom which is an impressive gathering spot for the whole group with the modern kitchen, massive dining table and comfy living room. Gather outside on the 7 acre property for a cookout, chat by the fire or relax in the hot tub after hiking, swimming, boating, skiing, dining or shopping - all within minutes of the school. Quiet & peaceful! brbrOVERVIEW brbrFar from a little one room schoolhouse, this 2400 square foot space built in 1861 feels bright and open with its 11 ft ceilings, open concept living area, 4 comfortable bedrooms and 3 full bathrooms. It is the perfect mix of old and new. Natural light streams in through the massive original windows and the wood floors and butcher block counters and furnishings make it feel warm and homey. The school boasts unique features such as the original chalkboards and good morning staircase - well traveled by hundreds of little feet from the nearly 100 years that the school was open. brbrThe property is a peaceful combination of fields and woods in a quiet, private setting. The outdoor space allows for grilling, roasting s'mores over the large seasonal granite fire pit or relaxing after a day of swimming, hiking, shopping or skiing in the 7 person year-round hot tub while looking at the stars. brbrBEDROOMS brbrThere are four bedrooms in the house with an additional upstairs common area with a daybed that can be used for sleeping. The downstairs has one bedroom with a king bed with a comfy hybrid memory foam mattress. Please note there are 3 steps up to this room. The remaining bedrooms are on the second floor. One room has a queen bed with memory foam mattress, another has two twin beds and the primary bedroom includes a king hybrid memory foam bed plus a daybed. In total, the schoolhouse sleeps 10 comfortably. brbrBATHROOMS brbrThe schoolhouse has three full bathrooms. One is located downstairs between the great room and king bedroom. The other two are located on the second floor, one for the queen and twin bedrooms to share (includes a full tub) and the other as part of the primary suite. brbrKITCHENbrThe kitchen is located in the open concept great room and boasts a large island for gathering or prepping food with bar stool seating for 6. It is well stocked with cookware, bakeware, dishes and utensils as well as a toaster, blender, 2 crockpots, and electric skillet, some spices and cooking spray or oil. The gas cooktop is perfect for the chef in the family and the wall oven and microwave make cooking easy and convenient. There is plenty of storage. brbrWe built a coffee and tea bar with the coffee lover in mind! Drip and French press coffee can be made to allow you to enjoy the perfect cup your way. A variety of tea is provided as well as regular and decaf coffee beans for grinding. While we provide enough to get you going for a few days, longer stays may require a trip to the grocery store to replenish the supplies. brbrThe dining and living room areas are also in the great room. Enjoy meals or games as a whole group around the massive Restoration Hardware dining table. Gather in the living room for conversation or a movie on the 65 Roku tv with streaming apps and cable tv. brbrTHE OUTDOOR AREA brbrJust outside the inviting sunporch is a small deck that leads to the 7 person hot tub. The hot tub is open year round and has a new pergola over top to protect you from rain! Down the steps is 2 picnic tables with umbrellas. Also in this area is the firepit with seasonal seating for 10 around the fire. This will be a favorite spot to enjoy the sights and sounds of nature! Brand new 6 person sauna is the newest feature at the schoolhouse for the ultimate wellness experience!brbrGuests will have access to the schoolhouse and surrounding yard. Guests are welcome to enjoy the yard, field and woods. Please keep in mind that this is Maine and there is wildlife in our area including ticks. brbrWhile I won't be available in person I do live nearby and am available to answer questions! brbrThe Schoolhouse Retreat is located near many of the area's best attractions including: brbrDowntown Bridgton - 9 minbrNaples Causeway - 10 minbrPleasant Mountain Ski Resort - 16 minute drivebrSebago Lake State Park - 16 minbrNorth Conway - 42 minbrPortland, Maine - 1 hrbrSunday River Ski Resort - 1 hrbrBoston - 2.5 hrs brbrThere are many wonderful restaurants close by in Bridgton and Naples. The closest restaurant, Campfire Grill (nothing fancy but so good!), is a 6 minute drive. The schoolhouse is also in the middle of many lakes and ponds including Long Lake, Sebago Lake, Moose Pond and Highland Lake with many places to swim, minutes from great hiking trails, the twin drive-in and a movie theater as well as shopping and all the White Mountains and North Conway have to offer. brbrParking - 5 spaces. Please plan to car pool if necessary. brbr***Rental contract and photo ID required for every booking! To be sent to guest upon booking with the 48 hour zero penalty cancellation period.***brbr***We require all guests (unless children accompanied by a parent) be at least 24 years old.***brbrThe Schoolhouse Retreat is perfect for larger families or small groups of friends to relax and enjoy vacation together. It won't be the right place for you if you are interested in having an all day and night drinking fest. We trust you will treat this old girl with the respect she deserves! brbr*****Sorry, no pets, no parties or events and no smoking or vaping of any kind ($300 fine).****** brbrCooling is provided by heat pumps in all bedrooms and the main living area.brbrMaine is home to ticks, mosquitoes, black flies, ladybugs, stinkbugs, spiders, deer, turkeys, bats, racoon, skunks, bees and more! While our housekeepers and pest control service work hard to keep things very clean and tidy, the reality is we are a 160+ year old building in the country in the mountains of Maine - so you may encounter some wildlife! brbrPlease note that while we have a quiet 7+ acre property, the schoolhouse is located in a small rural Maine neighborhood with homes of all types and ALL conditions. There are a couple neighbors you can partially see through the woods and occasionally cars drive by. If your group does not also rent the Tiny Library next door, there will likely be guests there during your stay. It shares the property (but not any amenities - it has its own private hot tub and fire pit). The Library is about 100 ft away from the school on the side of the house opposite of the hot tub and firepit. brbrThere are a few things we ask guests to do for checkout - brbr-load and start the dishwasher brbr-close any open windows, turn off lights and lock doors brbr-any full trash bags can be placed in the bin outside by the parking area

Family & Friends Retreat*Hot Tub*Game Room*King Beds*Firepit*Near Lakes*Sauna

Bridgton, Maine, United States

Bed

Bath

Sleeps

$361.69

Peaks & Pines is a brand-new, fully secluded mountain cabin just 5 minutes from Pleasant Mountain. Enjoy incredible forest views, a cozy gas fireplace, a fully stocked kitchen, plush bedrooms, and a spa-style bath. Relax in the sunlit living room, sip coffee on the scenic deck, or unwind in the private hot tub. With fast Wi-Fi, laundry, and peaceful surroundings, it’s perfect for ski trips, romantic getaways, or a quiet escape into nature.brbrPeaks & Pines is your modern mountain escape just 5 minutes from Pleasant Mountain. Set on a fully secluded private road, this brand-new construction cabin offers incredible forest and mountain views from every angle. Inside, a warm and inviting living space features a gas fireplace, sun-filled windows, and an open layout perfect for unwinding after a day outdoors.brbrThe full kitchen is fully stocked for cooking and gathering, while the plush bedrooms and spa-style bathroom create a retreat-like feel. Step out onto the scenic deck for peaceful mornings, quiet evenings, or a soak in the private hot tub surrounded by nature.brbrWhether you`re visiting for ski trips, romantic getaways, or quiet retreats, Peaks & Pines provides fast Wi-Fi, laundry, thoughtful touches throughout, and the tranquility of a true mountain escape—professionally managed by Birch Hospitality.brbrYou will have access to everything and nothing is sharedbrbrWE ARE LOCAL! - Just let us know what you needbrbrOur home has a whole home generator - You will never be without power

Peaks & Pines | 5 Min to Ski Resort, HotTub, Views

Bridgton, Maine, United States

Bed

Bath

Sleeps

$362.47

****Summer 2026 vacation weeks July-Sept unable to accommodate Saturday check in/out****brbrThe house is cozy and comfortable, it's easy to feel right at home. Relax in one of the reclining chairs and watch a movie. Pour cocktails and play games at the bar/bar top table. Cozy up with a book in the papasan chair. brIn the warmer months we put out a large comfortable hammock which is great for both napping and relaxing. The large screened in porch offers lots of seating and beautiful views of Long Lake. The kitchen is modern and well stocked with more than just the cooking basics. The large combo charcoal/gas grill, which was moved off the porch for safety, is located under the screened in porch now. Cook up all your favorite grill foods and enjoy them with a view of Long Lake!brbrWe are conveniently located, just minutes to a lake/pond of your choice to swim, relax or play at. Rainy day No problem! Bridgton (and the surround area) offers loads of rainy day activities. Some of our favorite anytime activities includebrPicnics on the beachbrFamily hike/explorationbrPark hopingbrCatch a movie at the drive-in or local movie theaterbrCandlepin bowling in FryeburgbrGray Wildlife park-also fun on a rainy daybrVisit the Gem MuseumbrExploring the local librariesbrDay trip to one of the many surrounding/beautiful communities such as Bethel, Norway, or North Conway!brbrYou can find it all in or around Bridgton, ME! (except sharks, you may want to stick with Cape Cod if you are a fan of sharks)brbrHere are some local attractions and distance from the housebrLong Lake beach, Harrison ME 0.4 milebrHarrison marina 0.4 milebrHighland lake beach 4.5 milesbrShawnee Peak ski area 10 milesbrCrystal lake park/beach area 0.8 milebrBridgton Highlands Country club 3.4 milesbrBridgton Academy 1 milebrOxford Casino in Oxford, ME 18 milesbrFryeburg, ME (Fryeburg fair) 20 milesbrNorth Conway NH (outlet shopping) 30 milesbrPortland, ME 41 miles

Long Lake Escape; FUN in all seasons! A family home that's pet friendly!

Bridgton, Maine, United States

Bed

Bath

Sleeps

$457.8

The Pleasant Mountain Retreat – We don't just host - we make your stay the best part of your getawaybrbrEscape to this serene and spacious mountain retreat, perfectly situated at the base of Pleasant Mountain in beautiful Bridgton, Maine. This inviting 2,300-square-foot home features 4 bedrooms and 2 bathrooms, comfortably sleeping up to 10 guests. Thoughtfully designed for comfort, connection, and convenience, it’s the ideal getaway for families, couples, or groups of friends.brbrStep inside to an open and airy main floor where you’ll find a welcoming living room with a gorgeous fire place (please note: fireplace not available for guest use due to insurance restrictions), a dining area with seating for ten, a fully equipped kitchen, and a cozy seating nook perfect for morning coffee or quiet conversation. Every detail has been considered to make your stay as relaxing and effortless as possible.brbrAll four bedrooms are conveniently located on the first floor, each offering plush bedding and a calm, restful atmosphere. You’ll find:br • 1 King bedroombr • 2 Queen bedroomsbr • 1 Bedroom with 4 bunk bedsbrbrThis floor also includes 2 full bathrooms, a dedicated office space for remote work (if you must!), and a laundry area with washer and dryer for added convenience.brbrWhen the weather’s nice, step outside and embrace the fresh Maine air. Gather around the outdoor fire pit, grill up dinner on the gas barbecue (propane provided), or unwind in the comfortable outdoor seating area as you take in the peaceful mountain surroundings.brbrLocated just half a mile from Pleasant Mountain Ski Area, this home makes it easy to spend your days skiing, snowboarding, hiking, or enjoying the best of Maine’s four seasons. In warmer months, nearby lakes like Moose Pond and Highland Lake offer swimming, kayaking, and endless opportunities for outdoor fun.brbrArea highlights:brFryeburg FairgroundsbrMoose PondbrLake KezarbrHighland LakebrPleasant Mountainbrand so much more!brbrWhen you’re ready to explore beyond the mountain, the charming towns of Bridgton and Lovell are just a short drive away. Browse boutique shops, savor local dining, or stroll through town for a taste of Maine’s small-town charm.brbrEvery detail in this home has been thoughtfully chosen to ensure your stay feels special — from the cozy reading nook to the well-stocked kitchen. Whether you’re gathering around the table after a day on the slopes or simply soaking in the stillness of the mountains, this retreat offers the perfect blend of tranquility, comfort, and adventure.brbrYour Maine mountain getaway awaits, so relax, recharge, and make memories that will last long after the snow melts or the leaves fall.

Ski & Lake Retreat With Hot Tub

Bridgton, Maine, United States

Bed

Bath

Sleeps

$247.58

A true 4 Season Vacation Spot. Tucked away in a Beautiful Lakefront Community with access to our Association's Private Beach for swimming and enjoying Moose Pond, Pool, Tennis and Kayaking. Nearby hiking, fishing, golf, other lakes, mountains, music, charming town of Bridgton and so much more. Saco River (lazy river tubing), 30 minutes to North Conway and Kancamagus Highway for amazing hiking and hanging out on the river. 5 Mins to Skiing including night skiing on Pleasant Mt, Hiking, Snowshoeing, X Country Skiing, Snowmobiling access. Everything for your perfect Maine Vacation!brThis cozy comfortable Cabin sleeps 6 comfortably. Whether a Family, Couples, Friends or personal getaway this cabin is perfect! Offers everything you need--having stayed at Vacation Rentals, I wanted to make sure this home offers everything I would expect. brTHE CABIN: First Floor: Queen Bedroom, 1 Bunkbed room (full & twin), Open Kitchen/Dining Living for easy entertaining/gathering. Beautiful 3 season room (gas fireplace) and Screened Porch. Upstairs: One large room, Queen bed, sitting area, reading & office nook, 1/2 bath/laundry. Perfect for remote working, reading, downtime or kids area. Standup AC on 2nd floor and tower fans in rooms on 1st floor.brGREAT OUTDOOR SPACE: grilling, large picnic table, seating areas, fire pit, corn hole. Parking - there is space to park boat/trailerbrPROVIDED: Free WiFi, kitchen has everything you will need: including herbs/spices, condiments, all cooking utensils, pots/pans, crock pot, roaster, blender, conventional coffee pot, blender & more. brNOTE: Fresh linens and towels are providedbrAmenities and surrounding things to do: brSUMMER: Association Pool, Tennis, Beach, Kayaking (2 provided).brBoating/Jet Skiing, hiking, golf. Lazy river on Saco, Naples Causeway and many other lakes nearby. Charming Downtown Bridgton & more. Music on Main St, lots of other music venues nearby and Fryeburg Fair. 30 Mins to N Conway NH & Kancamagus Highway.brWINTER: 5 minutes to day/night time Skiing (Pleasant Mt) and close to other NH/Maine Ski mountains, Snow shoeing, ice fishing, snowmobiling (nearby access to trails), winter hiking or X country skiing. Enjoy an evening of playing games/reading (provided) brFALL: Great base for Amazing Autumn Leaf Drives and Fall Hiking! Sitting around the fire pit a nightbrTHROUGHOUT THE YEAR: Music, festivals/fairs, food...1 Hour to Portland--Foodie's Dream. Minutes to Charming Village of Bridgton--Movie Theater & Old School Drive In, Music on Main, shops, restaurants and more. A truly great place to Vacation!!

Lakes & Mountain Experience! 4 Seasons Getaway -- 3 Bed 1.5 Bath Cozy Cabin

Bridgton, Maine, United States

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Sleeps

$436.72

Escape to this spacious 4-bedroom, 2-bathroom home, where comfort meets breathtaking natural beauty. Perfectly designed for families or groups, this home offers ample space to relax, unwind, and enjoy your vacation to the fullest. brbrThe fully functional kitchen is equipped with everything you need to prepare meals for your group, including modern appliances, cookware, and ample counter space. With two separate living rooms, you'll have plenty of room to gather, relax, or enjoy some quiet time. Large windows throughout the home allow you to enjoy the spectacular views of Mt. Washington, whether you're lounging inside or stepping out onto the upper balcony.brbrThe gazebo is perfect for enjoying the fresh air while staying protected from the elements, and also an ideal spot for al fresco dining or simply relaxing with a drink as you take in the breathtaking mountain views.brbrThe four cozy bedrooms offer plenty of space for everyone to rest comfortably, while the two bathrooms provide convenience and privacy. Whether you're getting ready for a day of adventure or winding down in the evening, you'll appreciate the thoughtful touches and attention to detail throughout the home.brbrThis peaceful retreat is the perfect base to explore the surrounding area, with activities for every season and vistas that will leave you in awe. Don’t miss your chance to experience the beauty of Mt. Washington from the comfort of this exceptional home.

Spacious home just 3 min. from Pleasant Mtn. Spectacular views of Mt Washington

Bridgton, Maine, United States

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Sleeps

$274.85

Ski and Snowmobile from the same location! PLEASANT MOUNTAIN SKI AREA and MOOSE POND BOAT RAMP are only 2 miles away. Hiking and boating too! Does your group have different wishes in vacation activities No worries, Moose Pond Camp is perfectly situated to accommodate several outdoor needs! Located on the corner of Arrowhead Rd and North Bay Rd, this charming camp offers privacy and quietness. This family-friendly setting will be the perfect place to create ever lasting memories!brbrCANCELLATION POLICY ADDITION: Please note, the Booking Fee is Non-Refundable

Moose Pond Camp - Bridgton

Bridgton, Maine, United States

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Sleeps

$589.84

Welcome to Luxury! Nested in Western Maine Lakes Region area, this magnificent 4500 sqft home is as comfortable as it is elegant, with views of Long Lake! This custom-built home will immediately impress you with not only quality décor but also amazing craftsmanship. We offer three levels of ultimate vacation living featuring four bedrooms, three and a half baths, sweeping verandas, oversized fireplace, four zone built in audio system, soaring stairway and a second kitchen. Enjoy the privacy and convenience of this exclusive home which is perfect for families and groups of any size. Be close to all area activities and fill your days with joy and happiness! Come and truly see what it is like to stay in one of the most luxurious homes in Maine!

Njoy Luxury - MUST experience this exclusive and stunning lakeview home

Bridgton, Maine, United States

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Sleeps

$243.03

Walk downtown and to the lake from this modernized farmhousebrbrBeautifully decorated historic farmhouse with walkable access to downtown Bridgton's restaurants, cafes, bars, music festivals, antique shops and hiking trails. Just two blocks from Highland Lake Beach; a five minute drive to Long Lake's Gateway Marina for all your summer swimming, boating and fishing; and five minutes to the drive-in theater. In the winter, hit the slopes to ski, sled, snowshoe and skate at Pleasant Mountain just 10 minutes up the road, or a quick 45 minute jaunt to the sprawling slopes of Sunday Rover. Within an hour of culture hub, Portland, Maine; as well as Naples, Sebago Lake, Fryeburg and North Conway. brbrThe spacebrQuiet and delightfully decorated two bedroom, two full bathroom upstairs apartment in an updated historic townhouse. Second bedroom includes a twin bed with an additional twin trundle. Spacious living room with sleeper sofa, TV, breakfast seating and games. Eat-in kitchen.brbrGuest accessbrGuests may park on the paved driveway (not the gravel section). Access through the front door closest to the street, and directly up the stairs.brbrOther things to notebrOwners or other guests are in the downstairs unit. Quiet hours from 10 p.m. - 8 a.m. Cameras located outside on entry doors for everyone's safety. Please take care of our plumbing and only flush toilet paper - anything else (feminine products, other paper) will cause problems.br WATERFRONT DESCRIPTION: PUBLIC BEACH JUST A SHORT WALK AWAY. DOCK/SUITABLE FOR TIE-UP: NO. MOORING: NO. br BEDROOMS: TWO, 1 QUEEN, 2 TWINS, PULL OUT SOFA. Linens and Towels NOT provided. (AVAILABLE TO RENT AT OUR JORDAN RENTALS OFFICE)br Amenities/Additional Info: Internet - Yes, Cable - No, DVD And VCR - No, Washer/Dryer -No, Dishwasher - Yes, Fans - Yes, Air Conditioning - Yes, Heat - Yes, Grill - No, Firepit - No, Outdoor Furniture - Yes, Smoking - No, Water - City. - COFFEE: K-CUP

Apartment

DOWNTOWN BRIDGTON, SHORT WALK TO HIGHLAND LAKE

BRIDGTON, Maine, United States

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