
Family-friendly holiday rentals in Flagstaff Lake
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Flagstaff Lake
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Maine Frame // A Private Getaway
Enjoy your own personal A-Frame cabin tucked away in the mountains of the Carrabassett Valley. The Maine Frame is a private getaway with easy access to Sugarloaf Ski Resort, numerous hiking trails, unique local eateries, and multiple lakes and rivers for kayaking in Maine’s Western Mountains & Lakes Region. The cabin features high-speed internet for streaming movies on rainy nights, quick access to Kingfield for food and supplies, and a large wooden deck for lounging and entertaining at home.

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

Carriage House
Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

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.

Sugarloaf and Flagstaff Lake Area Vacation Rental
Nestled among the trees in a quiet, private neighborhood, yet close to area restaurants & amenities - this is the perfect house for the outdoor enthusiast! The open floor plan & entertainment system are ideal for relaxing after a full day outside. Outdoor dining area, grill, firepit, deck, & covered porch. Close proximity to hiking, biking, swimming, & more! 7 miles to Sugarloaf, 1.5 miles to Flagstaff Lake. An amazing spot to launch your adventures from & a guest favorite for many years!

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.

The Dead River Ranch-16 miles from Sugarloaf
A rustic, cozy lower level apartment that offers open space for a couples retreat. Steps away from Pumpkin Pond to the North Branch of Dead River. Enjoy boating on near-by Flagstaff Lake, fishing, hunting, ATV/snowmobile riding for miles on end! Short walk to Trails End Steak House and Tavern. Skiing or golfing at Sugarloaf Mountain is less then 25 minutes away! Come enjoy provided coffee in the Great Northern outdoors, and when available fresh chicken eggs when our hens are laying!

Evergreen Lodge-Rangeley Cabin, 3 bedroom & Loft
The perfect Home Base. Minutes to Saddleback, 1.5 mi to downtown with beach and boat ramp. Secluded in a very quiet, family freindly association neighborhood Direct ITS snowmobile access, NO ATV access. The home is very private, yet close to all Rangeley amenities. The Home boasts 3 bedrooms, two full bathrooms, fully equipped kitchen, memory foam mattresses throughout, Smart TV's in all bedrooms, hi speed wifi & plenty of parking for trucks & trailers. Any questions just ask.

Cozy Cabin with Modern Amenities. Pet Friendly!
Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Serenity Now Cabin on Lake Moxie!
Would you like to escape the distractions, stress and noise of your daily life? Do you love the idea of "roughing it" but want a cozy bed to sleep in at night? Do you long to go "off the grid," but still want to have light when it gets dark, heat for those chilly Maine nights, and hot coffee in the morning? If so, you are ready for Serenity Now, our comfy cabin -an extreme "glamping" experience- No cellphone service, no WiFi, and no landline means no one will disturb your peace.

Caratunk Waterfront Studio
Beautiful Riverside Studio/above garage apartment, private, remote, semi-secluded. Located on the Kennebec river. A roomy studio feet from the river's edge. We have snowmobile trail access, and we're located next to the Appalachian Trail. We are surrounded by woods and bordered by a crystal clear stream. If you're into the outdoors this is the place for you. Hiking, biking, fishing, snowmobiling, cross country skiing, snowshoeing, whitewater rafting right outside your door.

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)
Enjoy your stay on the banks of Webb Lake in our 2019 hand-crafted log cabin. This cabin is 35 ft from the high water mark and has views of the lake from all three bedrooms. This rental has access to a private beach ( 200 ft) and is in a secluded cove on the lake. For travelers unfamiliar with Weld, Maine, Weld is nested in the heart of the western mountains of Maine. Hiking Tumbledown and Mt Blue are only the beginning of the recreational opportunities.
Popular amenities for Flagstaff Lake family-friendly rentals
Family-friendly home rentals with a hot tub

On-Mountain @ Saddleback-Hot Tub | Mountain Views

Stella Bois ronds & spa - Domaine des Appalaches

magnifique chalet dans la forêt

Le Malamut CITQ #305452

Hillside Hideaway - Great Location & Hot Tub

Cozy Camp/Hot Tub/Ski Mountains/Lakes/Trail Access

Tumbledown Tiny Home w/ Hot Tub

Moosehead Lake, Trail Access, Hot Tub, Beach, ACs!
Family- and pet-friendly home rentals

Lakefront Home with Dock | Porter Lake | Sugarloaf

Trailside Cabin

The Riverfront Retreat - 27 minutes to Sugarloaf!

4 Bed 1 Bath on River: Skiing & Mountain bike!

Eustis Ridge Lodge

Mill Pond Waterfront Cabin On The Way To Sugarloaf

Good For The Soul Gorgeous Views! No pet fee

Stream-side mountain retreat
Family-friendly home rentals with a pool

A+ View Relax Hike & Fish * w/SpaTub/Sauna

Your very own log cabin! Moosehead Cottage Resort

Riverway Cottage

The heart of the Belgrade lakes

Sugarloaf w/ Pool, Hot Tub, Shuttle & Trail Access

Sugarloaf Ski-In/Ski-Out Condo w/ Pool

Cozy Chalet, 10-Min Drive to Sugarloaf, Sleeps 9

Post & Beam, Ski-in/Ski-Out Birchwood Penthouse
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Salem Holiday rentals
- Bar Harbor Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Old Orchard Beach Holiday rentals





