Pet-friendly holiday rentals in Flagstaff Lake

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Flagstaff Lake

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

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Top Guest favourite

A telescope is positioned beside large windows, offering a clear view of a sunset over a snowy landscape. The scene is framed by evergreen trees, with a peaceful lake reflecting the warm colors of the setting sun.

Home in Rangeley

4.98 out of 5 average rating, 130 reviews

The GETAWAY, Rangeley

Our GETAWAY-perfect place for relaxing and fun! It’s private but 1/2 mile to IGA and approx 1 mi to beautiful downtown Rangeley with great restaurants, bowling, arcade, darts and shuffleboard. Ltd access to snowmobile trails directly from the house. ATV is no longer allowed from our home. Trails can be accessed from IGA (park across the st., or Depot Rd (includes trailer parking) 3/4 mile from our home. Hiking and incredible scenery! Walking distance to Pickford Pub and mins o Mtn Star Estate.

Outdoor spacesPetsSkiing

Top Guest favourite

A bright sitting area features large windows offering scenic views of Porter Lake and surrounding mountains. Wooden walls create a cozy atmosphere. A comfortable couch sits adjacent to a flat-screen TV. Nearby, a bookshelf displays a variety of books, enhancing the inviting space.

Cabin in Strong

4.92 out of 5 average rating, 176 reviews

Lakefront Home w/ Dock | Porter Lake | Sugarloaf!

Lakefront paradise on Porter Lake with a private dock, swim float, spacious yard, hammock, deck, patio, grill, fast WiFi, smart TVs, and all the comforts of home. Enjoy direct access to Maine’s ATV and snowmobile trail network right from the property, plus excellent fishing, boating, kayaking, swimming, & ice fishing. Just 20 minutes from Farmington and 35 minutes from Sugarloaf Resort and the Bigelow Mountains. Experience Maine lake living at its finest in every season with stunning lake views

Outdoor spacesPetsBackyard

Top Guest favourite

A spacious farmhouse stands amidst a grassy area, illuminated by warm light from numerous windows. A covered porch extends along the front, featuring wooden chairs. The surrounding landscape includes mature trees providing a natural backdrop.

Home in Starks

4.94 out of 5 average rating, 171 reviews

Farm house, River, Island, animals & private Chef.

MARCH-APRIL DAILY. Medicine Hill is a 136 acre farm on the Sandy River complete with a swimming hole and an entire island to explore. We grow vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch unwinding and taking it all in. 4 private bedrooms have stunning views surrounded by trees or fields. And if the Chef is available..EAT!!!

PetsOutdoor spacesComfort

Top Guest favourite

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

4.97 out of 5 average rating, 162 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!

PetsWalkabilityParks

Top Guest favourite

A rustic cabin with a sloped roof is framed by snow-covered trees. Two snowmobiles are parked in front, with a snow-covered pathway leading to the cabin's entrance. Large windows are adorned with light curtains, providing a cozy appearance in the winter landscape.

Cabin in Freeman Township

4.97 out of 5 average rating, 203 reviews

Trailside Cabin

Airbnb has implemented a new Fee Adjustment, but we're still at our same low price per night!Come & play in the beautiful mountains of western Maine! Cozy, rustic cabin for two. Enjoy miles of multi use trails right off the front steps! If you decide to venture away from the cabin, Rangeley's Saddleback Mt & Sugarloaf USA are both 35 miles away & the college town of Farmington is just 15 minutes south. Our cell service is terrific, but there's no tv or wifi...come to the woods & unplug!

PetsOutdoor spacesNearby

Guest favourite

A tranquil outdoor space features a wooden pergola with seating and a grill, situated beside a hot tub. The fenced backyard is surrounded by tall trees, and the charming house is accentuated by a beautiful sunset sky.

Cabin in Kingfield

4.99 out of 5 average rating, 141 reviews

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.

WalkabilityOutdoor spacesIndoor spaces

Guest favourite

A cozy living area features natural wood walls and a wooden floor. Multiple seating options, including chairs and a plush lounge cushion, are arranged around a coffee table. A propane stove stands next to the entrance, and natural light fills the space through large windows.

Chalet in Carrabassett Valley

4.89 out of 5 average rating, 140 reviews

Welcome to our Shackteau! Close to loaf + trail!

Unique ski chalet five minutes from Sugarloaf access road, with snowshoe / XC ski trail from the property that connects to valley trail system. Cozy, all-wood interior with funky bunk bed tower, homey propane stove, and den with bar and large TV. Equally well-suited for families, friends, and responsible mountain enthusiasts! We love our shackteau and know you will, too! We received negative feedback on our last cleaner so we have a new AWESOME cleaner :)

PetsAccuracyHeating

Top Guest favourite

A charming exterior of The River House is depicted with its wooden siding and multiple windows. Colorful Adirondack chairs are arranged in the foreground, complemented by the spacious lawn. Tall trees surround the property, and a deck provides access to the inviting outdoor space.

Home in West Forks

4.98 out of 5 average rating, 141 reviews

River House in West Forks trail access ITS 86 & 87

The River House is located in downtown West Forks near Berry's Store. Close to whitewater rafting, hiking trails, & fishing. Big backyard great for lawn games, fire pit for nightly campfires. Plenty of room for ATV trailer parking and a huge backyard right on the Dead River. Intersection of ITS 86 and 87 across the street, easy trail access. Six restaurants within five miles, also accessible by trails. All new bedding, mattresses, appliances, and furniture.

PetsWalkabilityCheck-in

Top Guest favourite

A log cabin with a welcoming design features four prominent gabled windows on the upper level. The earthy tones of the wood blend harmoniously with the surrounding greenery. A wooden walkway leads from the lakeside, enhancing accessibility to the cabin's entrance.

Cabin in Weld

4.95 out of 5 average rating, 141 reviews

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.

WalkabilityPetsQuiet

Guest favourite

A serene riverbank is framed by lush green trees and foliage. Clear water reflects the surrounding nature, with smooth stones scattered along the shore. Gentle ripples indicate flowing water, creating a tranquil atmosphere for outdoor activities.

Home in Carrabassett Valley

4.92 out of 5 average rating, 132 reviews

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

Quiet get away for the family on the river. Hear the sound of the flowing water right outside the windows. 4 Bedroom, 1 Bath, mudroom, radiant floor heat and propane gas stove, full kitchen, with deck and grill. Only a mile from Sugarloaf mountain and the Outdoor center and 24 miles from Flagstaff Lake. Activities include: cross country skiing, skate skiing, downhill skiing, skating and mountain biking, hiking, fishing and golfing.

PetsOutdoor spacesCheck-in

Top Guest favourite

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, 115 reviews

Flagstaff Oasis Endless Sunsets

Flagstaff Oasis is your winter retreat just 10 minutes from Sugarloaf! Ski all day, then come back and warm up by the fireplace. 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!

Outdoor spacesPetsAmenities

Guest favourite

A hot tub is seen in the foreground, bubbling with illuminated water. In the background, a darkened outdoor space features a structured seating area with white Adirondack chairs and a fire pit softly glowing, surrounded by greenery and garden lanterns.

Cabin in Eustis

4.87 out of 5 average rating, 217 reviews

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

Cozy camp located in the heart of the Western Maine Mountains. Enjoy relaxing in the hot tub after a long day of skiing, snowmobiling or whatever sport your into. Snowmobile and ATV right from the cabin. Short drive to Sugarloaf Mountain/Bigelow Mountains Hiking Trails/Local Restaurants/Kayaks available on request 2 days before arrival. Outdoor firepit & lawn furniture. Outdoor patio table. Corn hole & other outside games.

PetsWalkabilityParking