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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.

Guest favourite
Cabin in Weld
Colby's Cabin
Beautiful, off-the-grid, rustic log cabin on 10 acres one mile up a 4-wheel drive trail. Located in a wilderness region minutes to Webb Lake, Tumbledown Mountain & Mt. Blue State Park. Trails of all kinds right out the front door. In the middle of Maine’s finest hiking, hunting, fishing, and boating. A perfect place for adventure, romance, celebration or serenity. An escape from the electronic world, the cabin has solar and battery lights but no power generator. (See Winter Conditions below)
Dec. 7 – 14
$144 CAD per night
4.97 out of 5 average rating, 152 reviews
Guest favourite
Cabin in Notre-Dame-des-Bois, Canada
Chalet Enzo & fireplaces - Domaine des Appalaches.
REGISTRATION #627613 The Enzo is perfect for getting away from everyday life. Without WiFi or LTE, come and escape to the beautiful region of Mégantic. Fully equipped, located in a private estate of several kilometers, you will rest in mountainous nature under a starry sky. Surrounded by many trails for hiking/snowshoeing, mountain biking, hunting/fishing. Federated trails close to the cottage without disturbing privacy. Welcome to 4-legged companions. We're looking forward to it!
Nov. 4 – 11
$130 CAD per night
4.87 out of 5 average rating, 253 reviews
Guest favourite
Chalet in Rangeley, Maine, US
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 w DirecTv, extra playroom w couch and Giant lovesac beanbag. Master "Scarface" room with king bed, bunk room w double and trundle, upstairs queen. Nice deck w amazing lake views of 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.
Oct. 6 – 13
$777 CAD per night
4.96 out of 5 average rating, 258 reviews

Popular amenities for Flagstaff Lake family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Chalet in Lac-Mégantic, Canada
Reunion with a hot tub all year round
Apr. 29 – May 6
$213 CAD per night
4.63 out of 5 average rating, 70 reviews
Guesthouse in Rockwood, Maine, US
Log cabin on Moosehead lake
May 24 – 31
$389 CAD per night
4.65 out of 5 average rating, 113 reviews
Home in Carrabassett Valley, Maine, US
Cozy Modern Camp minutes to River, Golf, Trails
Jul. 1 – 8
$480 CAD per night
4.88 out of 5 average rating, 17 reviews
Chalet in Piopolis, Canada
Beautiful relaxing chalet with hot tub
Nov. 12 – 19
$362 CAD per night
4.37 out of 5 average rating, 79 reviews
Chalet in Piopolis, Canada
Chalet du Phare with spa
Oct. 31 – Nov. 7
$367 CAD per night
4.46 out of 5 average rating, 13 reviews
Guest favourite
Chalet in Notre-Dame-des-Bois, Canada
Stella Bois rond & spa - Domaine des Appalaches
Oct. 5 – 12
$277 CAD per night
4.94 out of 5 average rating, 165 reviews
Superhost
Home in Marston, Canada
Maison du Mont Mégantic with year-round hot tub
Oct. 20 – 27
$288 CAD per night
4.73 out of 5 average rating, 101 reviews

Family- and pet-friendly home rentals

Guest favourite
Chalet in La Patrie, Canada
Chalets in the Starry Valley (Genny Chalet)
Aug. 16 – 23
$146 CAD per night
4.77 out of 5 average rating, 159 reviews
Guest favourite
Cabin in Carthage
Private Maine Camp
Oct. 21 – 28
$185 CAD per night
4.94 out of 5 average rating, 179 reviews
Guest favourite
Cabin in Skowhegan, Maine, US
The Cabin -Skowhegan
Jul. 18 – 25
$188 CAD per night
4.81 out of 5 average rating, 394 reviews
Guest favourite
Home in Rangeley, Maine, US
The GETAWAY, Rangeley
Sep. 24 – Oct. 1
$391 CAD per night
4.97 out of 5 average rating, 102 reviews
Guest favourite
Home in Rangeley, Maine, US
The Winter House
Jan. 28 – Feb. 4
$533 CAD per night
4.9 out of 5 average rating, 92 reviews
Guest favourite
Home in Rangeley, Maine, US
Waterfront home w Beautiful Views
May 4 – 11
$624 CAD per night
4.81 out of 5 average rating, 47 reviews
Guest favourite
Home in Carrabassett Valley, Maine, US
Cozy sun filled home
Jul. 3 – 10
$457 CAD per night
4.83 out of 5 average rating, 29 reviews
Superhost
Home in Bingham, Maine, US
Charming Renovated Brick Home on ATV/Snowmbl trail
Oct. 4 – 11
$236 CAD per night
4.77 out of 5 average rating, 92 reviews
Guest favourite
Home in Eustis
Flagstaff Lakefront-Near Sugarloaf Vacation Home
Jan. 24 – 31
$519 CAD per night
4.9 out of 5 average rating, 99 reviews
Superhost
Home in Rangeley, Maine, US
Loon Lake Cabin - Private waterfront
Sep. 27 – Oct. 4
$691 CAD per night
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in West Forks
River House in West Forks trail access ITS 86 & 87
Oct. 17 – 24
$884 CAD per night
4.98 out of 5 average rating, 98 reviews
Guest favourite
Home in Rangeley Plantation, Maine, US
STEPPINGSTONES:quality Mooselookmeguntic Lake home
May 30 – Jun. 6
$689 CAD per night
4.98 out of 5 average rating, 57 reviews

Family-friendly home rentals with a pool

Guest favourite
Chalet in Rangeley, Maine, US
A+ Views / Stars & Sunsets - All Winter Sports
Jul. 6 – 13
$433 CAD per night
4.86 out of 5 average rating, 150 reviews
Guest favourite
Apartment in Cornville, Maine, US
Large Home with Great View next to horse farm
Aug. 21 – 28
$281 CAD per night
4.85 out of 5 average rating, 122 reviews
Superhost
Home in Carrabassett Valley, Maine, US
SUGARLOAF, TRAILSIDE, 4-BDRM, & AC
Dec. 29 – Jan. 5
$1,537 CAD per night
4.82 out of 5 average rating, 62 reviews
Guest favourite
Condo in Carrabassett Valley
Cozy Ski In, Ski Out End Unit Condo
May 2 – 9
$589 CAD per night
4.97 out of 5 average rating, 39 reviews
Guest favourite
Condo in Carrabassett Valley, Maine, US
Post & Beam, Ski-in/Ski-Out Birchwood Penthouse
Apr. 23 – 30
$1,279 CAD per night
4.93 out of 5 average rating, 43 reviews
Home in Rangeley, Maine, US
Rangeley Lake Resort (ME/MA vac wk)
New place to stay
Condo in West Forks, Maine, US
Northern Outdoors Adventure Club
Mar. 10 – 17
$284 CAD per night
New place to stay

Destinations to explore