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House holiday rentals in Flagstaff Lake

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Top-rated house rentals in Flagstaff Lake

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Top guest favourite
A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.
Home in Augusta
4.96 out of 5 average rating, 210 reviews

Lakefront: Private Hot Tub, Sauna & Free Massages!

Make memories at our updated, 2500 sq. ft., lakefront home. Use our kayaks, canoes & peddle boats for the family! Great fishing - 648 acre lake. We offer many outside games, range of indoor games & arcade systems. Amazing 4-seasons room with outdoor dining setup viewing the lake. Enjoy our new hot tub, and grilling deck right outside master bedroom. Lavish soaking tub in master bath. Only 4 minutes to golf, 10 minutes to capital city, Augusta, and 45 minutes to skiing as well as Atlantic Ocean!

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, 158 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!!!

Top guest favourite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.96 out of 5 average rating, 294 reviews

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.

Top guest favourite
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, 117 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 favourite
The exterior of the home features a welcoming covered porch with white railings. A flag is displayed, and the house is bordered by lush greenery. A gravel area can be seen alongside, leading to a patio set behind the house.
Home in Berlin
4.97 out of 5 average rating, 104 reviews

Great location/King bed/Firepit/Jericho Rd Retreat

Calling all outdoor enthusiasts and adventure seekers! Explore the beautiful North Country of New Hampshire from our conveniently located, renovated home in Berlin. Located 1.5 miles from Jericho Mountain State Park, it's the perfect base camp for your adventure. ATV/UTV right from the house, or trailer your snowmobiles right down the road. After your day of fun, head back to relax and unwind, play some games, prepare a meal, or sit by the fire pit and simply soak in the atmosphere.

Top guest favourite
An open kitchen area showcases wooden cabinetry and modern stainless steel appliances. A spacious countertop is lined with cookware, while a cozy dining area with a large table can be seen at the far end. Natural light enters through multiple windows, enhancing the warm, inviting atmosphere.
Home in Stratton
4.98 out of 5 average rating, 124 reviews

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled among the trees in a quiet, private neighborhood great for walking, 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. Close to hiking & biking trails, 7 mi to Sugarloaf, 1.5 mi to Flagstaff Lake, 20 min drive to Rangeley. Outdoor dining area, grill, firepit, deck, & covered porch. The perfect spot to launch your outdoor adventures from!

Top guest favourite
An open-concept living area features a spacious sectional sofa, a coffee table, and a large smart TV mounted on the wall. High ceilings with wooden beams enhance the room, while large windows allow natural light to fill the space, creating a welcoming atmosphere.
Home in Rumford
4.98 out of 5 average rating, 110 reviews

River Valley Sunset Retreat Bethel & Newry Skiing

Your adventure begins at River Valley Sunset Retreat. Nestled on 8.75 private acres in Rumford with stunning mountain and sunset views, this spacious rental is your gateway to Western Maine's best. A skier's dream, it's approximately 20 minutes from Sunday River, Black Mountain, and other premier resorts. Step directly onto the property to cast a line into the adjacent Androscoggin River. Discover the ultimate four-season escape tailored for families and outdoor enthusiasts.

Top guest favourite
A stone fire pit sits at the center of the yard, surrounded by four dark wooden chairs. The backdrop features a two-story house with outdoor amenities visible, set against a wooded area and an evening sky.
Home in Bethel
4.97 out of 5 average rating, 112 reviews

Brand New 4BR- fire pit, hot tub, game room.

North Star Hideaway – Cozy Retreat Near Sunday River Escape to North Star Hideaway, a brand-new, 4BR/3.5BA home just 10 minutes from Sunday River! Sleeps 12 with a game room & fire pit. 🛏️ Bedrooms: (4 bedrooms) Upstairs: 2 King suites w/ Smart TVs, mini-split AC & ensuite baths. Downstairs: 1 Queen room, 1 Bunk room (2 sets), plus a bonus room w/ sleeper sofa. 🔥 Fireplace | Starlink Wi-Fi | Xbox Game Room | Ski Mudroom | S’mores Kit Book now for adventure & relaxation!

Top guest favourite
A modern chalet features a spacious wooden deck surrounded by forest greenery. Comfortable outdoor seating arrangements are visible, along with a dining area and a spa. The large windows of the chalet invite natural light, offering a view of the serene landscape.
Home in Audet
4.96 out of 5 average rating, 144 reviews

L'Audettois, in the forest.

🌲 The tranquility of the middle of the forest Relax between the fireplace and the hot tub. Relax in this cozy, peaceful and elegant chalet. 🏡 The village Audet is a country village. The main services are in Lac-Mégantic, 13 km away. 🌄 A region to unplug The Lac-Mégantic region offers several activities, especially outdoor. It is less developed than Magog or Tremblant— and that's perfect! You come here to enjoy nature, recharge your batteries, and slow down.

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, 128 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.

Guest favourite
Home in Moscow
4.87 out of 5 average rating, 219 reviews

Beautiful home on Wyman Lake

This large one bedroom two bath "camp" is located on Wyman Lake directly off Rt. 201, about 8 minutes north of Bingham. This is a wonderful location to unwind and decompress. The perfect place to ice fish with the kids. Watch the flags from the window or while your roasting marshmallows in the fire pit. Bring your snowshoes (or rent ours) and take your dog on an adventure around the lake. The home does have wifi. Sign in details are on the counter.

Top guest favourite
Home in Canton
4.99 out of 5 average rating, 169 reviews

Private Lake House, Firepit & Amazing Sunset Views

Spring & summer at Lakeshore Point, a private lakefront home on Canton Lake in Maine. Privately set at the end of a quiet lane, this updated modern retreat offers 200’ of pristine waterfront and your own private sandy shoreline. Swim, kayak, and paddleboard by day, then gather around the fire pit at sunset. Thoughtfully designed with a full kitchen, WiFi, and outdoor shower, it’s where family adventure meets relaxed lakeside New England charm.

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