Vacation Home Rentals By Owner In Bridgton, ME

4 bedroom, 2 bath home open concept kitchen/living area. Family room in walk out basement with wood burning stove. New carpets in living area and laminate floors in kitchen/baths. Screen porch overlooking private wooded yard.

Charming 4 bedroom Chalet

Bridgton, Maine, United States

Bed

Bath

Sleeps

$839.8

Everything for your perfect Maine getaway on Moose Pond during any season! Our immaculate lakefront cabin is the perfect place for you and your family to enjoy everything Maine has to offer. It's the perfect setting for you to make memories with your loved ones while enjoying Moose Pond just feet away from our house. Every day is a photo opportunity as you enjoy our private dock, kayaks and paddle boards. As much as we absolutely love the summer on the water, snuggling up in a cozy cabin during snow storm is just so special, that you just need to experience it! Skiing is less than 5 minutes away and our quaint village of Bridgton is just 10 minutes away. You will find gourmet restaurants, unique boutiques and a character that you will immediately fall in love with. The majestic White Mountains and beautiful North Conway, New Hampshire are only twenty minutes away. Our lakeside cabin features modern appliances, all of the cookware that you will need and even has a whole-house generator keeping you safe during those winter snow storms. Come visit us and see why our guests never come just once. You will feel right at home in this gem of a cabin that is quintessential Maine!

Dream Lakefront Modern Cabin

Bridgton, Maine, United States

Bed

Bath

Sleeps

$457.87

Welcome to Big Moose Lodge– a new, modern 3-bedroom, 3-bath home on Knight Hill Road in Bridgton, Maine. Thoughtfully designed with stylish interiors, a finished lower level with big screen TV, and a relaxing porch and yard. Walk to the seasonal pool or drive 3 minutes to the private Moose Pond beach. Enjoy access to tennis, basketball, and a playground. Close to Pleasant Mountain, hiking trails, and year-round outdoor fun, this is the perfect four-season escape.brbrWelcome to Big Moose Lodge – a brand new, modern retreat nestled on Knight Hill Road in the heart of Bridgton, Maine. This newly constructed three-bedroom, three-bathroom home offers a perfect blend of comfort, design, and access to outdoor adventure. Whether you`re unwinding in the serene surroundings or heading out to explore, Nights Chalet is your ideal home base.brbrStep inside to find thoughtfully designed interiors with clean modern touches, a fully equipped kitchen, and spacious living areas to gather and relax. The finished lower level features a big screen TV and cozy seating, perfect for movie nights or rainy-day lounging. Step out onto the porch or enjoy the front yard for some fresh Maine air and morning coffee.brbrGuests of Nights Chalet enjoy access to the Knights Hill Association amenities, including a seasonal pool just a short walk away, a beautiful private beach on Moose Pond, just a 3-minute drive from the home, tennis, basketball and a children`s play set. In winter, hit the slopes at Pleasant Mountain just down the road, or enjoy year-round hiking and nature walks nearby.brbrProfessionally managed by Birch Hospitality, Nights Chalet is maintained with the highest standards of cleanliness, comfort, and guest experience. Whether you`re visiting for lakeside leisure or mountain adventure, your stay at Nights Chalet promises to be unforgettable.brbrYou will have access to everything at the house. The beach, pool, tennis court, basketball court and children`s Playhouse is all shared with the Knights Hill Association.brbrWE ARE LOCAL! Just let us know what you needbrbrPLEASE READ: brThe beach is a 3 minute drive from the house, the pool is a five minute walk from the house and both are shared. This is not a waterfront property and the pool is shared.brOur rules are pretty simple. Treat our home as if it was yours.br - NO RENTERS UNDER 25 (unless they are children, part of a family)br- No smoking in the housebr- ALL dogs must be approved firstbr- 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 10pm-8am (inside and outside of the house)br- NO loud music or noise will be toleratedbr- Respect the neighbors

Big Moose Lodge | Brand New, Pool and Lake Access

Bridgton, Maine, United States

Bed

Bath

6

Sleeps

$843.74

The Nest is a beautiful 5-bedroom, 3-bath mountain cabin located just 3 min from Pleasant Mountain and 10 minutes from downtown Bridgton. Sleeping up to 14, it features cathedral pine ceilings, floor-to-ceiling windows, a wood fireplace, fully equipped kitchen, infrared sauna, bar, pool table, and a private hot tub perfect for stargazing. Guests enjoy shared access to Moose Pond, seasonal pool, tennis, basketball, and playground. North Conway is just 30 minutes away. All new mattresses in 2026.brbrThe Nest – Elevated Cabin Retreat - True Maine ExperiencebrbrWelcome to The Nest, a stunning five-bedroom, three-bathroom mountain cabin tucked just off Knights Hill Road in Bridgton, Maine. Surrounded by towering pines and perched in a peaceful wooded setting, this beautiful home truly feels like you’re living among the treetops. With soaring cathedral pine ceilings and expansive floor-to-ceiling glass windows, the space is filled with natural light and offers a warm, inviting atmosphere that perfectly blends rustic charm with modern comfort.brbrLocated just 1.3 miles, or a quick three-minute drive, from Pleasant Mountain, The Nest is perfectly positioned for year-round adventure. Guests are also only ten minutes from downtown Bridgton’s shops, restaurants, and local charm, and just thirty minutes from North Conway, New Hampshire, for additional skiing, tax-free shopping, and dining. Whether you`re visiting for winter slopes, summer lake days, or fall foliage, this location makes it easy to enjoy the best of the region.brbrInside, the home comfortably sleeps up to fourteen guests and is thoughtfully designed for gathering and relaxation. The spacious primary suite features a king bed, private ensuite bathroom, and a dedicated work area with a desk, making it ideal for longer stays. Two additional queen bedrooms and two bunk rooms provide flexible sleeping arrangements for families and groups. All mattresses are brand new for 2026, ensuring a restful night’s sleep after days filled with outdoor adventure.brbrThe main living area is centered around a cozy wood-burning fireplace, with firewood provided for your convenience. A fully equipped kitchen allows for effortless meal preparation, while the adjoining three-season porch offers a peaceful place to sip morning coffee or unwind in the evening. The home also features a bar area and pool table for entertainment, along with an infrared sauna that provides a relaxing retreat after a day on the slopes or the water.brbrOutside, guests can enjoy a private hot tub on the deck, perfect for star-gazing beneath Maine’s clear night skies. The outdoor firepit creates a welcoming setting for storytelling and s’mores, while the surrounding wooded landscape adds to the feeling of privacy and escape. As part of the Knights Hill community, guests also have shared seasonal access to Moose Pond, an outdoor pool, tennis courts, a basketball court, and a children’s playground.brbrWhether you`re planning a ski trip, summer lake getaway, or cozy mountain retreat, The Nest offers a memorable and comfortable home base designed for connection, relaxation, and unforgettable moments in the Maine mountains.brbr- The pool is shared with the Knight`s Hill Communitybr- The Moose Pond Access is shared with the Knight`s Hill Communitybr- The Hot Tub is private, on the deckbrbrWE ARE LOCAL - Just let us know what you needbrbr- The pool is shared with the Knight`s Hill Communitybr- The Moose Pond Access is shared with the Knight`s Hill Communitybr- The Hot Tub is private, on the deckbr- The top bunks are designed for childrenbr- The beer taps may not have beer in them. You are free to bring your own quarter keg and supplies.br- This home is professionally managed by Birch RentalsbrOur 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 11pm-7am (inside and outside of the house)br- NO loud music or noise will be toleratedbr- Respect the neighborsbr- Events need approval firstbr- ALL ANIMALS MUST BE APPROVED FIRST

The Nest | Lake Access, Pool, HotTub, 5BDRM, Sauna

Bridgton, Maine, United States

Bed

Bath

Sleeps

$384.8

Highland Lass – Lakeside and Mountain Escape on Highland LakebrbrWhy we love highland lake: It's crystal-clear water, peaceful coves, and opportunity to connect with nature in every season. Whether it’s paddling a kayak at sunrise, swimming on a hot summer day, or watching the fall colors reflect off the water, the lake is a constant source of beauty and relaxation. The surrounding community of Bridgton is just as inviting—offering hiking trails, charming shops, local dining, and a welcoming small-town feel. It’s the perfect balance of outdoor adventure and Maine charm, making Highland Lake a place we always look forward spending time.brbrWelcome to Highland Lass at Highland Lake, a four-season getaway in Bridgton, Maine.brbrOur cozy 3-bedroom home offers lake access to Highland Lake, a comfortable open living/dining area, a fully equipped kitchen, games, good reads, and outdoor space perfect for relaxing at home or after a day of adventure. Amenities include kayaks and gear, fire pit, comfortable patio, grill, out door lounge, games, a little library with good reads, an outdoor dining space and a great hot tub for all-around relaxation.brbrIn the summer, swim, kayak, or paddleboard on Highland Lake, hike Pleasant Mountain, or explore charming downtown Bridgton or Naples for dinner, shopping or antiquing just minutes away. brbrFall brings world-class foliage, apple picking, and scenic drives through the Maine or NH Mountains. brbrIn the winter, ski or snowboard at Pleasant Mountain (minutes away), try snowshoeing or ice fishing, then warm up by the fire or in the hot tub.brbrSpring offers hiking, Maine maple syrup Sundays, and quiet mornings by the water as nature blooms.brbrHighland Lass is ideally located: 5 minutes to Downtown Bridgton, 20 minutes to down town Naples and the Causeway on Long Lake, 10 minutes to Pleasant Mountain, 40 minutes to North Conway, and 1 hour to Portland.brbrWhether you’re seeking a family vacation, a romantic escape, outdoor adventure, or complete relaxation, Highland Lass offers the perfect blend of comfort, charm, and Maine beauty in every season.brbrIf you’re interested in planning an itinerary, we’re happy to share local recommendations, seasonal activities, and hidden gems to help make the most of your trip. Whether it’s the best hiking trails, family-friendly activities, cozy restaurants, or where to catch the perfect sunset, we’re here to offer suggestions tailored to your stay.brbrWe look forward to seeing you!

Highland Lake Cozy 3 BR + Lake Access & Skiing

Bridgton, Maine, United States

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Bath

Sleeps

$716.57

Great veiws of Mount Washington and Shawnee Peak! Quiet lake front home with 3 floors, 3 bedrooms, 2 bathrooms, den, large living room and a lakeside great room. Enjoy all that summer and winter has to offer in the lakes region! Quaint and quiet town with bistros and cafes. Bridgton is one of the few towns that has both a drive in and a theater. Home is perfect for a family gathering :) 10 minute walk to town 10 min ride to Shawnee Peak, 30 minutes from White Mountains, 2hours from Boston and 1 hour from Portland International airport.

Private Lake Front Home

Bridgton, Maine, United States

Bed

2

Bath

8

Sleeps

$1623.19

The Lodge at Moose Pond – Lakeside Luxury Meets Mountain Adventure Welcome to The Lodge, your ultimate retreat nestled on the serene shores of Moose Pond at the base of Pleasant Mountain in Bridgton, Maine. This expansive 6-bedroom, 3-bathroom home comfortably accommodates up to 20 guests, making it the perfect destination for family gatherings, corporate retreats, or a getaway with friends. Bedrooms & Bathrooms 6 Bedrooms – Spacious accommodations with a mix of king, queen, twin, and pull out sofa beds to suit families and groups 3 Full Bathrooms – Two on the main level and one on the lower level Fully Equipped Kitchen 2 Stoves & Ovens – Perfect for group meals and holiday feasts 2 Coffee Makers – Enjoy your morning brew with ease Dishwasher, Microwave & Toaster Cookware, Utensils & Dishes – Everything you need to cook and serve Entertainment & Games Pool Table Air Hockey Table Poker Table Skee-Ball Multiple Smart TVs – Stream your favorites from every common area Board Games & Cards – Family fun for all ages Relaxation & Outdoor Perks Private Indoor Hot Tub – Available in the colder months Private Lake Access – With swimming, paddling, a sandy entrance for summers or for ice fishing in the winter Outdoor Fire Pit – S’mores and stargazing encouraged

The Lodge at Moose Pond & Pleasant Mtn Sleeps 20

Bridgton, Maine, United States

Bed

Bath

Sleeps

$537.84

LAKEFRONT HOME: Beautiful two level Maine lakeside vacation home with open concept living room, dining room and kitchen. Its 200' of private shoreline includes a motorboat dock (want to waterski ), swimming float, sandy beach, plus two canoes and a rowboat. The home offers amenities such as living room with a gas fireplace, family room with foosball table and large TV for a rainy day, and a master bedroom with private bath and air conditioning. The back deck looks out to Moose Pond, a crystal clear lake 8 miles long in Maine's quaint downeast township of Bridgton.brbrFor visual details, see slideshow on home page. Then go to calendar to book your visit.brbr

The Ideal Maine Lakeside Getaway: Pinewoods on Moose Pond

Bridgton, Maine, United States

Bed

Bath

Sleeps

$1039.82

This spectacularly designed modern Maine home has everything for your getaway, and then some: lakefront living, open-concept entertaining, lofted bedrooms, bunks for the kids, a sprawling yard for games and activities, a grill, ping-pong table, gas fireplace, and all the charm you can fit under one roof. Steps from the lake, 15 mins from Shawnee Peak, and just down the road from beautiful downtown Bridgton, it's the best of both worlds for summer and winter fun. Plus, you can bask in views of gorgeous Woods Pond from every room in the house. Ready to rent We can't wait to host you.brbrSleeps 8 adults plus kids. (Max adults is 8 due to septic!)brResponsible renters only.brNo pets at all (due to owner's allergies).brNO SMOKING!

Gorgeous Home with Lake Views to Match

Bridgton, Maine, United States

Bed

Bath

Sleeps

$362.79

Highland Lake House boasts a beautiful view down Highland Lake with the White Mountains in the distance. Perched on the Eastern Shore of Highland Lake, you’ll enjoy watching the lazy summer sun set on the Presidential mountain range. Highland Lake offers a picturesque setting for cruising in a sailboat, canoeing, kayaking, water skiing, or simply relaxing at the water’s edge in an Adirondack chair. brHighland Lake House is owned and managed by a family who has a long history in the Lakes Region and values time by the water with loved ones. It features a charming traditional Cape Cod with plenty of parking for you and your guests. The property is roughly a third of an acre with 25 feet of waterfront and is located within walking distance to the town of Bridgton. There is a stationery dock system and a mooring for any boat you wish to bring. brThe views are breathtaking.brbrbrEnjoy the property: There is a stationery dock system from shore for access to the water and lounging waterside. In addition to kayaks, there’s a mooring ready and waiting for your fishing boat, water skiing boat, or a sailboat. When it s time to eat, dine on fresh Maine lobster at the picnic table and enjoy views of the lake, or get cozy on the dock while you gaze at the spectacular sunsets.brbrEnjoy the town : Highland Lake House is located just one quarter of a mile to the quintessential New England village of Bridgton. Here you’ll find amenities such as a new movie theater, library, internet cafe, coffee shop, book stores, antique shops, galleries, and boutiques, plus live music nearly every night during the summer at a local lounge. There are several convenience stores and a department store for any needs you have to enhance your stay. Just a mile away you’ll find an 18 hole golf course boasting commanding views of the area.brbrEnjoy the area: There is excellent hiking in the area. Shawnee Peak is ten minutes from the property and the White Mountains are roughly one hour.

Highland Lake - Eastern shore - Mt. Views and Sunsets

Bridgton, Maine, United States

Bed

Bath

Sleeps

$499.58

Beautiful, air-conditioned, townhouse set on private sandy beach of Long Lake in Bridgton, Maine. Modern 4 BR, 3 1/2 baths, sunny, fully furnished townhouse with gleaming wood floors on main and 2nd floor, open kitchen and dining area, granite counters, 2 gas fireplaces, walk out finished basement and deck. This townhouse has air conditioning on all 3 floors.brbrTwenty acre wooded property includes only 13 units with secluded private cove to dock your boat or jet ski. Private tennis court and gazebo with adirondack chairs, sandy beach & more. brbrWalking distance to Harrison Village with restaurants and ice cream shop. Town of Bridgton is 5 minutes drive to movie theatre, bookstore, restaurants, etc. Thirty minutes from nearest skiing. brbrThree night minimum stay. No pets.brbr

Private and Quiet Lakefront Unit With Private Beach & Dock

Bridgton, Maine, United States

Bed

Bath

Sleeps

$448.59

Vacation in Maine at this beautiful Shawnee Peak / Pleasant Mountain condo/townhouse. Located on Pleasant Mountain and near Moose Pond, enjoy hiking, swimming, boating, and the adorable town of Bridgton! Day trips include 40 minutes to North Conway, the White Mountains and Storyland, 1.5 hrs to Santa's Village and Kennebunk, and 1 hr to Portland! brbrIn the winter, ski-in and ski-out day and night onto family-friendly Shawnee Peak, enjoy plentiful snowmobiling trails, snowshoes are provided for exploring mountain trails, go sledding, ice skating, or head to North Conway or Sunday River for the day to ski other mountains or shop! brbrFall activities include visiting the Fryeburg Fair, antiquing in Bridgton, Cornish, and other nearby villages, and beautiful New England foliage. In the spring, head to the Jazz and Blues festival in nearby Naples, fishing and boating on Moose Pond or nearby Sebago and Long Lakes, or hiking through the mountains. The little village of Bridgton offers golfing, restaurants, ice cream, gift and antique shops, grocery stores, drug stores, a movie theater, and Hospital. Great vacations happen here!brbrThree levels of living include:brUPPER LEVELbrKing size bed master bedroom with mountain/lake view balcony.brQueen size bed guest room with mountain/lake viewsbrFull BathbrLOWER LEVELbrThree sets of bunk beds, full-size futon with additional family room, ski storage, radiant heatbrFull bath, radiant heatbrCable TVbrMAIN LEVELbrSki in/ski out access, sunny deck, gas grill, and open concept living featuring kitchen with granite counters, living room with gas fireplace, dining room and bar seating. Cable TV, and half bath. brbrWifi included. No pets please.brbrI just had a moment and wanted to thank you for renting your condo to me and my family. We really enjoyed it and had a great time visiting with family in Maine. It was beautiful and very clean. I hope we can rent from you in the future.

Luxury Pleasant Mountain Townhouse across from Moose Pond

Bridgton, Maine, United States

Bed

Bath

Sleeps

$363.33

This welcoming property features 1 king bed, 2 queen beds, and 2 twin bunk beds for a total of 7 beds plus two futons. Open kitchen and living room area. brbrHouse is in desirable Knight's Hill neighborhood with guest access to association beach a short walk down a path. House has a kayak and paddleboard racked at the beach. Guests also have access to a community pool a short drive up a big hill (and across the larger street). Nearby hiking, restaurants, and beautiful views.brbrWith amenities like a hair dryer, heating, and AC, guests will feel right at home. Book now and enjoy everything this adorable house has to offer.

Steps to beach / lake access; minutes to pool & mountain - AC - 3-bed/3 bath

Bridgton, Maine, United States

Bed

Bath

Sleeps

$331.63

Enjoy summer in Bridgton! Just minutes from Pleasant Mountain, this Knights Hill rental is perfectly located for warm-weather fun. Walk to the association beach on Moose Pond or take a short ride to the association pool. Spend your days swimming, kayaking, or boating, or take a day trip to the Saco River for tubing and paddling. Explore downtown Bridgton—only 10 minutes away—for dining, shops, and local events. North Conway is just 30 minutes away for even more adventure!brbrThis stunning property features three spacious bedrooms and two baths, ensuring ample comfort for your stay. The master bedroom boasts a luxurious king-size bed, and an en suite bathroom equipped with convenient laundry facilities. The open concept living area is highlighted by a cozy wood stove, perfect for chilly evenings indoors. A fully equipped kitchen invites you to prepare delicious meals and snacks during your stay. The second bedroom offers a comfortable queen-size bed, while the third bedroom is a delightful bunk room designed with children in mind. Step into the screened-in entryway, an ideal spot for unwinding with a good book, spending quality time with family or friends. Knights Hill is a four-season resort community on Moose Pond in Bridgton, an hour drive from Portland, 30 minutes to North Conway, New Hampshire. Only 6 min walk to the association beach, and less than a mile away from the pool. Kinghts Hill association of 278 private landowners, Moose Pond is among the regions, highest rated lakes. We are located within walking distance of Moose Pond Rental, a short drive to Pleasant Mountain, and a few miles to downtown Bridgton. This is a quaint community, and Good Neighbor Policy is in effect. Bridgton town and Maine state laws are in effect within the community. Community roads are town roads with a maximum speed limit of 25 mph. Tent dwellings are not allowed. Please be respectful of our neighbors. Bridgton ‘s leash laws apply within Knight Hill.brbrFull access with the exception of the crawl space and a privacy closet located in the kitchen.brbrWe will be available to all guest during their stay.brbrKnights Hill is a four-season resort community on Moose Pond in Bridgton, an hour`s drive from Portland, thirty minutes from North Conway, New Hampshire. An association of 278 private landowners, Knights Hill Corporation was developed in 1969 as an affordable alternative for families who enjoy waterfront living. Moose Pond is among the region`s highest-rated lakes.brbrWe are located within walking distance of Moose Pond, a short drive to Shawnee Peak Ski Mountain, and a few miles from downtown Bridgton.brbrThis is a quiet community, and a Good Neighbor Policy is in effect. Bridgton town and Maine state laws are in effect within the community. Community roads are town roads with a maximum speed limit of 25 mph. Tents used as dwellings are not allowed (Children’s play tents are allowed.) Noise levels should not disturb neighbors. Town of Bridgton leash laws apply within Knights Hill.brNo camping, towed campers or tents permitted - guests must sleep inside the residencebrGuests must be 23 years old to bookbrNo parties or eventsbrNo smokingbrFollow the KHA rules (found in guest book on counter)brBring KHA Guest Passes with you while using association amenitiesbrNo street parkingbrbrIf you would like to bring your well-behaved pet a $100 pet deposit is required, and we ask that you please crate your pet when left alone. Please abide by Bridgton`s leash laws and have your pet leashed at all times. No pets allowed in the KHA amenities areas.brbrWe 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.

Silent Nights Moose Pond Pool

Bridgton, Maine, United States

Bed

2

Bath

8

Sleeps

$432.73

Welcome to your perfect Maine getaway! Our brand new 3-bedroom, 2-bathroom home blends modern comfort with the charm of the Lakes Region. Ideally located, you’ll be just 5 minutes from downtown Naples, 10 minutes from downtown Bridgton, a short drive to beautiful Long Lake and Highland Lake, less than 20 minutes to Pleasant Mountain Ski Resort, and only 30 minutes from North Conway, NH.brbrThe home offers three comfortable bedrooms with fresh linens and plenty of storage, making it perfect for families or small groups. There are two full bathrooms, including a spacious primary suite with a walk-in shower. The modern kitchen is fully stocked with stainless appliances, a large island, and everything you need to cook at home. The bright, open-concept living and dining space includes plenty of seating and is ideal for relaxing or gathering after a day on the lake or the slopes. Outside, you’ll find a private yard with a fire pit for evenings under the stars, as well as space to grill, relax, or play.brbrThe location puts you close to everything the area has to offer. Naples is just minutes away with restaurants, shops, and boat rentals. Long Lake and Highland Lake are nearby for boating, swimming, kayaking, and fishing. Downtown Bridgton offers restaurants, coffee shops, breweries, and shopping, along with the famous Bridgton Twin Drive-In Theater, where you can catch a classic movie under the stars. In the winter, Pleasant Mountain Ski Resort is less than 20 minutes away, offering skiing, snowboarding, and tubing. Hiking trails are nearby for all skill levels, and North Conway is only a short drive for outlet shopping, hiking, and White Mountain adventures.brbrGuests love this home for its brand new construction, spacious layout, and unbeatable location. You’ll have easy access to both Bridgton and Naples for dining and activities, while also being close to lakes, hiking trails, and ski slopes. It’s a true four-season retreat, perfect for boating in the summer, enjoying foliage in the fall, skiing in the winter, and hiking in the spring.brbrAmenities include high-speed Wi-Fi, a smart TV with streaming capabilities, a fully equipped kitchen with cookware, utensils, Keurig, toaster, and stainless appliances, central heating and air conditioning, an in-unit washer and dryer, fresh linens and towels, and ample parking with driveway space for multiple vehicles. The private primary suite offers an en-suite bathroom with a walk-in shower. Outside, the yard features a fire pit and grill (seasonal), making it easy to enjoy evenings with family and friends. The home is also family-friendly, with open space, board games, and a layout designed with comfort in mind.brbrCome make memories in the heart of Maine’s Lakes Region — whether you’re boating on Long Lake or Highland Lake, strolling downtown Bridgton, hiking nearby trails, catching a movie at the drive-in, or skiing at Pleasant Mountain, this home is the perfect base for your vacation.brbrAlthough this is a new VRBO listing, we’ve previously hosted guests through Furnished Finder and are committed to providing a clean, comfortable, and responsive guest experience from the moment you book.

New Family Retreat in Bridgton Fire Pit & Mountain Access

Bridgton, Maine, United States

Bed

2

Bath

8

Sleeps

$1707.67

This home was built for New York Metropolitan Opera superstar Olivia Fremstad in 1915-16 and named Nawandyn. In 1926, Eleazer Clark, a shipping and banking magnate, and his wife bought Fremstad’s property and then added acreage, landscaping, a large boathouse with a ballroom (which we now use as an activity center), two homes and other facilities for their large family. They created a 40-acre private estate/resort that Clark’s grandson and granddaughter-in-law recently restored and updated.brbrThere are three homes on the 40-acre Nawandyn Estate property, each within a 5-minute walk of a beach and there is a road that abuts the largest sandy beach for those who prefer to drive. Each residence has its own yard and is visually separated from the others, primarily by trees and other landscaping. The estate includes 1,100 feet of mainland waterfront with two sandy beaches on warm, clear Highland Lake in Bridgton, Maine; part of the nearby island; a 40-foot pier; an oversized swim raft; a clay tennis court; a grass volleyball/badminton court; three fields for sports; many gardens; approximately 30 acres of woods with many bird species and animals; etc. The property is fully furnished including all linens, beach chairs, non-power boats, sports equipment, indoor and outdoor games, books, cooking equipment, dishes, etc. A golf course, designed by Tillinghast, is across the street and available for use by our renters. Usually, all three residences are rented by one, large group under the VRBO listing #328745. When Ms. Fremstad’s House (aka “Main House”) is rented separately from the other residences (VRBO #4864567), its renters get exclusive use of the Main House, about twenty acres of land PLUS exclusive use of the southern half of the largest sandy beach and the 2nd floor activity center in the Boathouse along with half of the non-powered watercraft, sports equipment, outdoor games and the grand piano. Main House renters also get shared use of the clay tennis court, grass volleyball/badminton court, swim raft and island. The Main House can sleep up to 14 people in 5 bedrooms and the “Sitting Room.” If additional bedrooms are desired, ask Owner whether one of the other houses is available for rent during your stay.brbrMs. Fremstad chose this land because she loved its sandy beaches and views and felt peaceful and creative here. She hired John A. Gade to design her “dream home.” Gade had previously worked for the firm that designed the East and West Wings of the White House, the home of U.S. Presidents. Fremstad wanted to be able to entertain large groups and develop new operas in this home. Accordingly, Gade designed a grand living room with perfect acoustics and space for opera rehearsals and her grand piano as well as a dining room that can seat up to 28. He made the kitchen, pantry, and laundry large enough to manage many guests. Gade included porches for comfortable enjoyment of the outdoors and arranged windows to maximize fresh air flow and enable occupants to hear the soothing sounds of nature. The home was located to maximize its view of Highland Lake, Mt. Washington (the highest mountain in New England) and various other mountains in the neighboring state of New Hampshire. Most rooms have at least one wall with lake and mountain views. The home’s detailing reflects the Scandinavian heritage that Fremstad and Gade shared. brbrNawandyn Estate is within several miles of two grocery stores including Hannaford Grocery, a seafood store, a specialty wine store, a specialty food store, a Reny’s department store, a book store, a women’s clothing and accessories store, several home décor and gift stores, several antique stores, a yarn shop, a bait and tackle shop, a beauty salon, a barbershop, a chocolate shop, two ice cream parlors, two banks, two gas stations, an EV charging station, at least 13 restaurants, two bars, a pub, an art gallery (representing about 40 artists), the “Rufus Porter Museum of Art and Ingenuity” with a gift shop, a live music venue, a movie theater, a drive-in theater with two screens, a hospital, an urgent care center, two pharmacies, an optician, and more. brbrPLEASE consult Owner for specifics relevant to your interests and needs BEFORE you “request to book.” We want to be sure that all of your questions about this unique property are addressed to your satisfaction before you push the request to book button that triggers a 24-hour countdown to VRBO taking a deduction from your credit card.brbrVRBO now uses a defective artificial intelligence program to generate some content in its listings, resulting in false and/or misleading statements regarding distances, airports and significant local landmarks. This program calculates what VRBO “distance to Highland Lake.” However, the distance is NOT to the water’s edge but rather to some unidentified place in the lake. The home is just a 5-minute walk or shorter drive to Nawandyn’s beaches. The AI program misdirects prospective renters to airports that are NOT served by major airlines. Portland International Jetport (PWM) is the closest airport that is served major airlines; it is just 42 miles from Nawandyn Estate (63 minutes via Routes 114 & 107). br brReviews of Nawandyn Estate are available under HomeAway listing #328745. Prior guests have described their Nawandyn Estate experiences as “magical” and “heaven.” The reviews are limited to those from groups that rented through VRBO's website.br

Spacious Superstar's home on 20 acres, private beach, boathouse & piano

Bridgton, Maine, United States

Bed

Bath

Sleeps

$491.22

Welcome to the 1860`s Fowler Farmhouse in Bridgton, Maine! This spacious 4-bedroom, 2-bath retreat sleeps 12 and boasts a cozy living room and 4 bedrooms. Enjoy a king-size master bedroom, a 3-season porch, and a backyard with an outdoor hot tub. Just a short walk to downtown, this 2600 sq. ft. historic gem offers the perfect blend of comfort and convenience. Only minutes from skiing, lakes, hiking, downtown and much more, its the perfect jumping off point for any season!brbrWelcome to our charming farmhouse nestled in the heart of Bridgton, Maine! This historic 1860s gem offers a perfect blend of rustic elegance and modern comfort for your getaway.brbrWith four spacious bedrooms, two bathrooms, and a generous 2600 square feet of living space, our farmhouse can comfortably accommodate up to 12 guests. The master bedroom boasts a king-size bed and a nice sitting area with easy access to the porch.brbrThe main living area features comfortable furniture and direct access to the outdoor hot tun. Relax in the welcoming ambiance of the living room or unwind in the delightful three-season porch, where you can enjoy your morning coffee or evening cocktails.brbrThe farmhouse is ideally situated within walking distance to downtown Bridgton, allowing you to explore the local shops, restaurants, and attractions with ease.brbrFor outdoor enthusiasts, our backyard is the perfect place to gather and enjoy the fresh Maine air. And to top it all off, a soothing outdoor hot tub awaits, providing the ultimate relaxation after a day of adventures.brbrWhether you`re seeking a peaceful retreat or an action-packed getaway, our farmhouse in Bridgton, Maine, offers the perfect setting for your vacation. Book your stay with us today and experience the timeless charm of this historic property.brbrYou have access to everything and nothing is sharedbrbrWE ARE LOCAL - Just let us know what you needbrbrAll dogs must be approved before booking. There will also be a $100 pet fee automatically added to your reservation when you add a dog to your guest count.brbrWe have 2 crates, dog beds in one of the bedroom, and provide dog pick up bags :)brOur 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

Fowler Farmhouse |Downtown | Beach | Hot tub | Outdoor Oasis!

Bridgton, Maine, United States

Bed

Bath

Sleeps

$1752.15

Welcome to our Long Lake Oasis! Our conveniently located Bridgton lake house caters perfectly to large family/friend getaway adventures. Our home has 2 separate properties equaling 7BR and 4 BA. Enjoy Long lake only footsteps from the house. With a fully equipped dock, fire-pit and seating area, you can spend all day, comfortably on the lake. Our porch is set up with dining, a gorgeous grill and plenty of seating to relax and take in the fresh mountain air. The perfect spot for all seasons!brbrWelcome to our exquisite lakefront retreat! This stunning 6-bedroom lake house + bunkhouse offers the perfect blend of luxury, comfort, and natural beauty. Nestled on the serene shores of a picturesque Long lake, this idyllic getaway promises a truly unforgettable experience.brbrStep inside and be captivated by the spacious and beautifully furnished living areas. The open-concept design seamlessly connects the living room, dining area, and gourmet kitchen, creating a warm and inviting atmosphere for gatherings and relaxation. Floor-to-ceiling windows showcase breathtaking views of the tranquil lake, allowing you to immerse yourself in the surrounding natural splendor.brbrThe bedrooms in this home are elegantly appointed, each offering a peaceful haven for rest and rejuvenation. With comfortable beds, premium linens, and tasteful decor, a good night`s sleep is guaranteed for everyone. Wake up to the gentle sounds of nature and start your day with a cup of coffee on the expansive deck overlooking the water.brbrIndulge in the luxury of having your own private dock, where you can swim, fish, or simply bask in the sun. Spend your days kayaking or paddleboarding on the crystal-clear waters, or relax on the lakeside patio with a good book. As evening falls, gather around the fire pit and create lasting memories as you roast marshmallows and share stories under the starlit sky.brbrLocated in a peaceful and secluded area, this lakefront retreat offers a sense of tranquility and privacy. However, should you wish to explore, you`ll find an array of outdoor activities and attractions nearby. From hiking trails and biking routes to charming local towns with unique shops and restaurants, there`s something for everyone to enjoy.brbrWhether you`re seeking a relaxing getaway or an adventurous escape, this 6-bedroom lake house + bunkhouse is the ultimate destination. Book your stay today and discover the perfect balance of luxury, nature, and serenity at our remarkable lakefront retreat.brbrYou will have access to everything and nothing is shared.brbrWE ARE LOCAL - Just reach out if you need anythingbrbrIMPORTANT: From January 1st - March 31st the `bunk house` (space above the garage) is not part of the rental. The bunk house is comprised of 2 bedrooms, 3 beds and 1 bathroom. This means if you book our home in this date period you will have 2 less bedrooms, 3 less beds, 1 less bathroom and 5 less guests. The main house will accommodate a maximum of 10 guests during these dates. The cleaning fee will be reduced as well, please reach out first so we can manually lower the cleaning feebrbr**If you want to explore more of the lake beyond where the canoe and kayaks can take you, consider renting a boat from Long Lake Marina. If you brought or rent your own boat, please put it on the mooring at night and during any inclement weather. The wind on the lake can pick up quickly.brOur 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

Long Lake Oasis | Private Lake Access + Views

Bridgton, Maine, United States

Bed

Bath

Sleeps

$1198.67

Welcome to Haven on HIghland Lake! brbrWe are accepting reservations for Summer 2026--please take a good look at our lake house (and our fab reviews!) because we have something for everyone in your family to enjoy! brbrHaven on Highland Lake is a handsome, spacious, two-story lakeside home situated on the sparkling shores of Highland Lake in the quaint & well outfitted town of Bridgton, Maine--the western lakes region (30 mins to North Conway, NH). Our rental property is well-appointed and generously equipped to make your family vacation a blast right from the very start! You'll have private & direct, shallow lake access; exclusive use of the entire property including our dock, mooring and swim raft. Cozy up to our gas fireplace or around our fire pit. Play games, watch a movie, or explore the lake in our kayaks and canoe! Haven on Highland Lake has room for everyone in your family to have fun or cozy up in a quiet nook for a nap or reading a book! Enjoy the best of lake living with both private indoor & outdoor spaces to relax and explore! brbrOur home is less than 1 mile to all the quaint shops, restaurants, parks and playgrounds and movie theater in the bustling downtown of Bridgton. We’re within a 45-minute drive to North Conway, NH to the west, and Portland, ME to the southeast. brbrWhat to expect with your rental:brbr• Top-notch customer service from the very start! Easy self check-in wit keyless entry upon arrival and departurebrbr• Private, shallow-entry access to Highland Lake along with a fire pit, horseshoe pit & swim raft, dock, etcbrbr• a MOORING for your boat (up to a maximum of 25feet in length)brbr• an 8X8 floating swim raft with 5' ladderbrbr• Lake view from all living spaces & most bedrooms, including from the huge master bedroom suite and lakeside deck which comes equipped with a gas grill and plenty of seating for everyonebrbr• Fully equipped/appliance kitchen for cooking and entertaining (even a griddle, blender, pots and pans, lobster pot, cooking oils, spices and condiments, wine glasses, etc)brbr• Cathedral ceiling and open concept kitchen, dining and living space: with dining table w/seating for 8, island seating for 5 and plenty of couches to lounge on. Living room comes with gas fireplace and SMART TV and DVDbrbr• Huge 2nd living room on lower level living with plenty of couches, air hockey table, chess/checkers table, games, puzzles, and SMART TV with DVD. Lower level also has utility room equipped with washer & dryer, life jackets, floaties and rafts, etcbrbr• 5 bedrooms complete with tasteful & cozy bedding and pillows; master bedroom suite has shower, jacuzzi tub, SMART TV & DVD, comfy Pottery Barn swivel rocker & ottomanbrbr• 3 full bathrooms with cozy bath mats and all bath linensbrbr• 2 KAYAKS, 1 CANOE, floats, noodles, etcbrbr• brFloe dock to sunbathe, gaze out at the lake and mountains, fish, etcbrbrbrThe town of Bridgton is the gem of Maine--the lakefront community boasts year-round activities to satisfy foodies and pub-goers, swimmers & skiers, bargain and antique hunters alike, and for people of all ages--parks, pubs, a 2 screen drive-in movie theatre and, the historic Magic Lantern movie theatre (3 screens). Not to mention the serene vistas and outdoor activities...lakefront life (swimming, boating, fishing, etc) and skiing at Shawnee Peak--Bridgton truly has it all! brbrHere’s a glimpse of what awaits you:brbr• For rent nearby: boats, jet skisbr• Leaf-peeping and apple pickingbr• Bridgton Twin Drive-In movie theatrebr• Magic Lantern movie theater & in-house Tannery Pubbr• Shawnee Peak skiing and après-ski & hiking at Pleasant Mountainbr• Bridgton Highland Country Club (golf & tennis)br• Annual Fryeburg Festival (in nearby Fryeburg)br• Bridgton’s “Four on the Fourth” road racebr• Sandbar Party Cruisebr• Annual Winter Festival (dog sledding on Highland Lake, & other fun activities)br• Mini-golf in Naplesbr• Songo River Queen boat tour (on Long Lake in Naples)br• Museums, galleries and shopping galorebr• Check-out nearby towns: Naples, Harrison, Casco, Fryeburg, Raymond, Denmark, brbrIn nearby Windham:br• Seacoast Adventure: a year round land, aerial, water & snow adventure spotbrbrHere are some of our favorite places to eat in Bridgton are:br• Beth's Cafébr• Highland Lake Resort Cafebr• Vivo Country Italian Kitchenbr• Black Horse Tavernbr• Ricky’s Cafebr• Towanda's Cafebr• GastroPubbr• Tannery Pubbr• Bavarian Chocolate Hausbr• And, there's even more to taste and explore!! You'll need more than a week to do it and see and taste it all!! brbrbrAnd, if you're up for a scenic drive, even more awaits you...we're located within an hour drive to all of the following: brbr• winery toursbr• live theaterbr• White Mountain National Forestbr• Storylandbr• leaf-peeping along Kangamangus Highwaybr• Settlers Green outlet in North Conway, NHbr• …and much, much more!

Private, spacious lakefront home: mooring & floating dock & walk to quaint town

Bridgton, Maine, United States

5

Bed