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Family-friendly vacation rentals in Flagstaff Lake

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Top-rated family-friendly rentals in Flagstaff Lake

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
The exterior of the house features a combination of dark metal and stone, complemented by large windows that provide views of the surrounding landscape. The entrance includes a wooden door, and a small stone pathway leads up to it, framed by fresh snow.
Tiny home in Le Granit Regional County Municipality
4.98 out of 5 average rating, 106 reviews

Le Rifugio Chalet Locatif SPA/ vue sur montagnes

Le rifugio est l’endroit idéal pour se réfugier. Un havre de paix en pleine nature entouré de montagnes à perte de vue. Le Rifugio vous offre la liberté de faire un lien authentique avec la nature et de profiter de temps de qualité seul ou à plusieurs. Dès que vous franchissez la porte, vous êtes accueillis dans une atmosphère chaleureuse et confortable. De grandes fenêtres offrent une vue magnifique sur les montagnes environnantes et au loin nous pouvons apercevoir la pointe du Lac Mégantic.

Top guest favorite
A comfortable seating area is illuminated by natural light from a large window, offering a view of the water. A cozy throw is draped over the couch, and a decorative coffee table holds various magazines. A dog rests peacefully on the couch.
Cabin in Rangeley
4.98 out of 5 average rating, 106 reviews

Your Pet Friendly, Maine Escape, on Haley Pond!

Park the car and walk to all things Main Street, Rangeley has to offer. Serenity out back with direct access to Haley Pond, and every convenience out front…a walk across the street to Rangeley Lake and a 15 minute drive - door to chair lift at Saddleback! Explore hiking, biking, fishing, hunting, snowmobiling - you name it - everything is at your fingertips. We are true Mainers and look forward to welcoming you to our cute little cabin - your home away from home - the way life should be!

Top guest favorite
A cozy chalet with wooden exterior sits amidst vibrant autumn foliage, surrounded by trees displaying rich orange and yellow leaves. The entrance features a welcome sign, and outdoor seating is arranged near a fire pit, inviting relaxation in nature.
Chalet in La Patrie
4.98 out of 5 average rating, 332 reviews

MONT CHALET dans la 1re Réserve de ciel étoilé 🌠

Mont Chalet est situé en Estrie dans le petit village de La Patrie. À une quinzaine de minutes du Parc National du Mont-Mégantic. Ce chalet SANS électricité, vous offre le confort désiré en étant totalement indépendant. Chauffage aux bois,Réfrigérateur, cuisinière et eau chaude sont fonctionnels avec le gaz propane et les lumières grâce aux batteries 12 volts. Ski, raquette et marche sont possible sur cette terre de 270 âcres. Une visite et vous serez charmé. Venez admirer le ciel étoilé 🌟

Top guest favorite
An open living space reveals a kitchen with a wooden island and white cabinetry, connected to a dining area featuring a wooden table and chairs. Steps lead to a cozy sitting area with a sectional sofa, surrounded by large windows allowing natural light.
Home in Eustis
5 out of 5 average rating, 104 reviews

Sweet home nestled in quiet spot; Walk to dining.

Situated at the end of a dead end street, Rockstar Quarry House is a place where you can relax and unwind with Deer regularly grazing right in the backyard. Walk to Fotter's grocery, Backstrap Grill, both just a stone's throw away. Here, in the center of Stratton, in the western mountains of Maine, an 8 mile drive to Sugarloaf and 27 miles to Saddleback. Whether you're here to ski, cycle, swim, snowmobile, hike or anything else you can think of, this region will provide the opportunity.

Top guest favorite
A cozy living area features a comfortable sofa and an accent chair beside a stylish table. A propane fireplace is framed by wooden shelves displaying decorative items. A flat-screen TV is positioned on a wooden console, with board games and books available for guest use.
Condo in Carrabassett Valley
4.96 out of 5 average rating, 104 reviews

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio

This cozy and comfy ski in/ski out condo is in a desirable location and just a short chairlift ride to the base of Sugarloaf Mountain. Ski or mountain bike directly from the condo! Family friendly. A queen bed settled in an alcove, queen murphy bed and pull out full size sofa bed provide plenty of sleeping space. Convenient indoor access to the pool, hot tubs, and sauna at the Sugarloaf Sports and Fitness Center (additional fees apply). Full kitchen, and one of the few with AC for summer!

Top guest favorite
A charming chalet is surrounded by a winter landscape, featuring a sloped roof and a welcoming entrance adorned with a festive wreath. Snow blankets the ground and rests on the roof, while a nearby wood storage shed is visible, complemented by trees in the background.
Chalet in Carrabassett Valley
4.97 out of 5 average rating, 125 reviews

Tucked Away Family Chalet

Tucked Away Family Chalet is conveniently located in Carrabassett Valley close to hiking, biking, community pool/playground/tennis courts, Tufulio's restaurant and much more! A great place to enjoy nature, relax, unwind, check out from the hustle and bustle, and spend quality time with the family. Some of the best mountain biking is right out the front door and swimming in the nearby river is not to be missed. In the wintertime, access to the Narrow Gauge ski trail is a short walk away.

Guest favorite
A rustic interior features a round dining table surrounded by black chairs, with a patterned tablecloth. The kitchen area showcases wooden cabinets filled with dishes and appliances. A circular sleeping area is visible beyond, highlighted by a cozy bed and warm lighting.
Cabin in Notre-Dame-des-Bois
4.95 out of 5 average rating, 244 reviews

La cabane de l'Ours CITQ #306687

Refuge rustique unique en son genre parfait pour décrocher du quotidien. Pas de reseau cellulaire ***WI-FI haute vitesse*** Sans eau courante (nous fournissons l'eau selon vos besoins pour faire vaisselle et laver mains) avec électricité, poêle à bois ( bois fourni interieur en saison froide octobre a avril ) et toilette compost foyer extérieur : nous fournissons de la croute de cèdre pour les feux exterieurs. il est interdit d'utiliser le bois intérieur pour faire des feux extérieurs.

Top guest favorite
A cozy living area is highlighted by an electric fireplace set against a stone wall, providing a warm focal point. Two glasses of red wine sit on a rustic glass table, accompanied by decorative wood coasters and a small plant nearby.
Apartment in Kingfield
4.96 out of 5 average rating, 381 reviews

On The River 2 with Lucy the resident cat

On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

Top guest favorite
A private cottage is surrounded by lush greenery, nestled among trees. The entrance features a wooden deck with two chairs and a small table, inviting relaxation. A well-maintained stone path leads to the cottage, enhancing the private and secluded ambiance.
Cottage in Farmington
4.98 out of 5 average rating, 201 reviews

The cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

Guest favorite
An open living area features large windows with expansive mountain views, allowing natural light to fill the space. Comfortable seating is arranged around a dark coffee table. A sliding door leads to an outdoor deck, enhancing the connection between indoor and outdoor environments.
Chalet in Rangeley
4.96 out of 5 average rating, 325 reviews

Saddleback Ski Lodge - Ski-in-Ski out Condo

Ski in, ski out beautiful townhouse at on the highest road on Saddleback Mountain Ski Resort. Sun filled, 55" and 40" HDTVs with directv, extra playroom w couch and Giant lovesac beanbag. Master bedroom with king bed, bunk room w double and trundle, upstairs queen. Nice deck w amazing lake views and beyond. Come in the spring/summer for hiking the AT, biking & access to Trophy rivers for native brook trout fly fishing or Fall for unbelievable fall colors.

Top guest favorite
A tranquil view of a lake at sunset, showcasing vibrant hues of orange and pink reflecting off the water. Silhouetted trees line the horizon, providing a serene backdrop to the colorful sky.
Cabin in Eustis
4.99 out of 5 average rating, 102 reviews

Flagstaff Oasis

Flagstaff Oasis is your winter retreat just 10 minutes from Sugarloaf! Ski all day, then warm up in the large heated mudroom built for skis and gear. Enjoy direct snowmobile trail access with plenty of parking for sleds and trailers. After the adventure, gather at the firepit or relax in the cozy cabin with all-new appliances and a fully stocked kitchen. Peaceful, private, and set on Flagstaff Lake—perfect for skiing, sledding, and winter fun!

Top guest favorite
A gathering area is set with bright red chairs arranged around a fire pit, with a stack of firewood nearby. The backdrop features lush greenery and distant mountains under a partly cloudy sky, reflecting the natural beauty of the surroundings.
Vacation home in Woburn
4.98 out of 5 average rating, 246 reviews

Le Malamut CITQ #305452

Vue panoramique sur le Mont Gosford, le plus haut sommet du sud du Québec. Chalet entièrement équipé. Comporte 2 chambres avec un lit king et un lit queen. Fibre optique!Les amateurs de plein airs et de grands espaces y vivront un séjour de rêve sous un ciel parfaitement étoilé. Sentiers pédestres directement sur place. Nous sommes aussi à 20 minutes du Mont Mégantic ainsi que du Lac-Mégantic. Vous ne serez pas déçu!

Popular amenities for Flagstaff Lake family-friendly rentals