Lake side cabin rentals in Flagstaff Lake

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Top-rated vacation rentals in Flagstaff Lake

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Top guest favorite

Home in Stratton

4.97 out of 5 average rating, 112 reviews

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled in a quiet private neighborhood, yet close to area restaurants & amenities, this is the perfect house for the outdoor enthusiast. The open floor plan, comfortable & clean space, & entertainment system are ideal for relaxing after a full day. Kayaks are available for use on Flagstaff lake. Close to hiking & biking trails, 7 mi to Sugarloaf Mountain , 1.5 mi to public boat launch. You will have a fire-pit, outdoor dining area, deck, propane Weber grill, & covered porch. Stratton/Eustis, ME

Top guest favorite

Condo in Carrabassett Valley

4.97 out of 5 average rating, 67 reviews

2BR, 2BA Sugarloaf Mountain Ski-in Ski-out condo

Second-level Sugarloaf Mountain condo getaway! Master bedroom w/ queen bed; upper level open loft bedroom sleeps up to 4 in 1 twin-sized bunk beds + 2 twins; 2 full baths; gas-fireplace; laundry; granite kitchen countertops; & private balcony. Extremely convenient 1-min walk to Snubber chairlift, 30-sec walk to shuttle stop, & easy trail access to Sugarloaf Outdoor Center. Year-round activities: alpine skiing, x-country skiing, snow shoeing, fat biking, mountain biking, golf, hiking, & more!

Guest favorite

Cottage in Embden

4.81 out of 5 average rating, 103 reviews

Gorgeous lakefront, sunsets, kayaks, fire pit

Enjoy breathtaking sunset views from this cozy, quiet waterfront home. Relax and play at our serene lake house, 40 feet from the water. Embden is the 3rd cleanest lake in Maine and our lot is wooded for nice privacy. Fire pit, lounge chairs and hammock at the water's edge. Kayak, paddleboard, swim, yard games, fish or relax! Great golf close by! In the winter warm up by the fire after playing outside (sugarloaf 35 mins) ski, snowmobile, ice fish for salmon! Our driveway accommodates trailers.

Guest favorite

Home in Carrabassett Valley

5 out of 5 average rating, 16 reviews

Mountainside - Ski In/Out Condo

You'll be close to everything in this modern condo. Top of Mountainside Road - walk 1 min to the trail & ski down to Whiffletree lift. Easy to stop for lunch or quick warm up. Après - stroll down to the Village for food & fun! 3 bedrooms (2 queen beds & 4 bunks) Open Kitchen, living & dining room w/ fireplace. Large mudroom for all your gear. Deck overlooking Bigelow Range. Last 6+ years 4.9 star reviews & managed by rental agent. Now Book direct with owner, a Sugarloafer since 1977!

Guest favorite

Home in Carrabassett Valley

4.92 out of 5 average rating, 37 reviews

A Perfect Home For Family Summer Vacations!

This expansive and family-oriented home is situated on Sugarloaf, offering 5 bedrooms, 4.5 bathrooms, two spacious living areas, and a generously sized kitchen and dining space. Located on the Winter shuttle route and within close proximity to hiking/biking trails, the Carrabassett River and golf course! Enjoy the gas fireplace after a day on the slopes or a game of ping pong with the family! Nestled in the mountains, this exquisite home presents an ideal setting for your upcoming vacation.

Top guest favorite

Guest suite in Hanover

4.94 out of 5 average rating, 62 reviews

Mystery Mountain View Near many outdoor activities

Put up your feet at this 900 sqft rental unit with 1 large bedroom, full kitchen, media room, sitting room, full bath, dining area, and dart board. Private entrance, daylight basement in lower level of our home. There is a key code box to obtain access, and guest parking. 15 minutes to Sunday River and Black Mountain and 20 minutes to Mt. Abram ski resorts. Swimming access at Howard Pond. Skiers, riders, hikers, kayakers, and outdoor enthusiasts would love this location anytime of the year.

Superhost

Cabin in Rangeley

4.77 out of 5 average rating, 47 reviews

Waterfront Cabin on Rangeley Lake!

True Lyons Cabin 1. Two bedroom, plus sleeping loft, right on Rangeley Lake! Comfy beds and new furnishings! Wonderful little wood stove for those cold nights! 150’ beach with large dock right out front! Large fire pit. Gorgeous views all day long and amazing sunsets! Walking distance to the LOON LODGE & FARM HOUSE Downtown Rangeley 1.5miles away. One bedroom has a queen bed and other has two twins. Loft has full bed. Great WiFi! Brand new Air Conditioning system in entire cabin!

Superhost

Apartment in Eustis

4.9 out of 5 average rating, 129 reviews

Western mountain Retreat, Minutes to Sugarloaf

Perfectly located 7 miles north of Sugarloaf ski resort, and 27miles east to saddleback ski resort. Snowmobile and ATV trail access, right behind the building! Within minutes of great hiking trails including part of the Appalachian Trail, Also some of the best Hunting and Fishing in New England. Our place is within walking distance to the beautiful, and historical Flagstaff Lake, downtown Stratton, the local town park, local restaurants, and a convenience store/Gas station right next door!

Superhost

Apartment in Carrabassett Valley

4.67 out of 5 average rating, 6 reviews

Centrally located 1 bedroom condo on mountain!

This one bedroom condo boasts a prime location at the heart of Sugarloaf. Situated along the shuttle route, it's only a brief walk from the Snubber Midstation lift. Walk to the Shipyard Brew Haus for a refreshing drink, or access the Sugarloaf Fitness Center located across the street, for an additional fee. The condo itself includes a fully equipped kitchen, a cozy living room with a gas fireplace and pull out couch, a full bathroom, and a washer/dryer for your convenience.

Superhost

Cabin in Phillips

4.82 out of 5 average rating, 17 reviews

Cub Cabin- a Peaceful Paradise at Fox Carlton Pond

Welcome to Fox Carlton Pond! Settle into our Cub Cabin surrounded by the beauty of nature at a peaceful resort on our 5 acre private pond alongside the Sandy River. Our Cub Cabin is furnished with a bunk bed (see photos) with a double mattress on the bottom bunk that sleeps 2 and a single mattress on top bunk that sleeps 1. Enjoy walking trails, lawn games, fire pit, pickle ball, use of canoes, kayaks, peddle boat and docks for exploring, fishing and swimming.

Guest favorite

Cabin in Greenville

4.91 out of 5 average rating, 11 reviews

The Bunkhouse *Waterfront* Sleeps 17

Welcome to The Bunk House on Moosehead Lake – an inviting retreat crafted for ultimate enjoyment! Boasting four bedrooms with accommodations for up to seventeen guests and an extra bunk bed on the first floor, this charming property is ideal for larger families or groups seeking a shared space. Nestled on 32 private acres with waterfront views and direct access to the lake, it provides a perfect setting for togetherness under one roof.

Guest favorite

Home in Greenville

5 out of 5 average rating, 6 reviews

Maine Point Rentals- Maple St.

Your family will be close to everything when you stay at this centrally-located place. Walking distance to public beaches, playground and boat launch. Only 6.6miles to Big Moose Mountain Ski area. Conveniently leave right from this house on your ATV and snowmobiles, trails are less than a half of a mile away.