Holiday rentals in Long Lake

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Top-rated holiday rentals in Long Lake

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Guest favourite
The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.
Home in Naples
4.99 out of 5 average rating, 174 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Guest favourite
A tranquil lakeside retreat is set against a backdrop of lush trees. The house features a light-colored exterior, surrounded by a well-maintained lawn and rocky shoreline. Reflections of the greenery are visible on the calm water, creating a serene atmosphere.
Home in Naples
4.92 out of 5 average rating, 52 reviews

Long Lake Waterfront Home

Private, quiet and peaceful. This 2 bedroom home has all the amenities for a perfect getaway. Enjoy morning coffee in the enclosed porch overlooking Long Lake to boating on 10 plus miles to roasting marshmallows in the fire pit. Each bedroom has a queen bed, a trundle bed in one bedroom and a full-size futon is in the enclosed porch. Also each bedroom has its own private bathroom with a shower. Enjoy the convenience of a washer and dryer, full kitchen, gas grill, Wi-Fi and streaming TV service.

Guest favourite
The exterior of the newly constructed lake house is showcased, featuring a spacious wooden deck supported by sturdy beams. Snow covers the ground, while tall trees surround the home, indicating a tranquil setting. Large windows reflect natural light, offering glimpses of the serene environment.
Home in Bridgton
5 out of 5 average rating, 5 reviews

Long Lake-Lake Front | 1.6 Acre Peninsula

Attention Boaters & Skiers! Stunning , 4-bedroom, 2-bathroom new construction lake house on Long Lake. Set on a private 1.6-acre peninsula with 670 feet of waterfront, panoramic lake views and direct access to Long Lake, Brandy Pond, and Big Sebago Lake from your private dock. 15 minutes to Pleasant Mountain; Nearby Gunstock & Wildcat!! Full kitchen, Blackstone grill,fire , and a bar/game room. Nestled in a private yet close to downtown Bridgton and Harrison. High-end finishes throughout!

Top guest favourite
A spacious great room features vaulted wooden ceilings and is adorned with large arched windows, allowing natural light to fill the space. A cozy seating area with plush sofas is complemented by a stone fireplace, creating an inviting environment. The kitchen area is visible in the background.
Cabin in Bridgton
4.94 out of 5 average rating, 272 reviews

Cozy Cabin, Close to everything

Charming Cabin located on a dead end road in a wooded setting. Ideal for four season activities. Walk to Long Lake for a swim or 15 minute drive to ski slopes, 30 miles to North Conway, 60 minutes to Portland or just walk the town of Bridgton to visit the restaurants and antique shops. If you like to snowmobile the (ITS) trail is 200 feet outside the back door. The Perfect vacation spot. The house has Wi-Fi (GIG Access) which is plenty of bandwidth for work or play. Please read House Rules

Top guest favourite
A cabin is positioned near the sandy shore of Long Lake, surrounded by tall pine trees. The sunrise casts a soft glow over the water, highlighting the cabin's exterior. A small dock is visible in the background, with the lake offering an unobstructed view.
Cabin in Naples
5 out of 5 average rating, 17 reviews

Cabin at Sunshine on Long Lake

You can't get any closer to Long Lake! The Cabin at Sunshine is a few short steps to the sandy bottom of this crystal clear lake. The Cabin at Sunshine was recently remodeled to give the home a relaxed, lake feeling with unobstructed views of Long Lake. All new mattresses and appliances throughout the cabin. A new Webber grill is outside for those days when you want to spend every second outside. Walk into Naples for ice cream, cocktails, shopping, entertainment, boat rentals, and dinner.

Top guest favourite
A spacious living area is highlighted by hardwood floors and tall ceilings with exposed beams. Large windows allow natural light to fill the room, illuminating the comfortable seating, modern coffee table, and decorative lamps. A piece of wall art adds a touch of character.
Loft in Bridgton
4.94 out of 5 average rating, 695 reviews

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

Guest favourite
A wooden dock extends into the calm lake water, flanked by a railing and steps. Surrounding trees provide a natural frame, while a cloudy sky reflects a mix of gray and blue above the water's surface, suggesting a peaceful outdoor setting.
Home in Naples
4.94 out of 5 average rating, 17 reviews

Best Views on Long Lake - 4 Season Home

Now booking fall and winter stays and discounted Friday-Friday weeks for Summer 2026! Enjoy expansive lakefront views from the deck, or swim, kayak, paddle board, fish or boat from the private dock. Catch amazing sunsets from around the campfire, or visit the nearby Naples Causeway. In winter, curl up by the fire or enjoy snowshoeing, ice fishing + ski at Pleasant Mountain. Sleep peacefully in two spacious bedrooms upstairs & kids' room on the ground floor (+ bonus basement/futon space)

Top guest favourite
Home in Naples
5 out of 5 average rating, 16 reviews

Tri-Lake Escape: Brandy Pond

Tri-Lake Escape offers the ultimate waterfront getaway with direct access to Brandy Pond, Long Lake, and Sebago Lake. This charming retreat is perfect for families, couples, and outdoor enthusiasts looking to relax and explore. Enjoy stunning lake views, a private dock, and endless activities, including swimming, boating, fishing, and kayaking. Unwind on the spacious deck, gather around the fire pit, or take a short drive to downtown Naples for dining, shopping, and local attractions.

Top guest favourite
A serene outdoor space features multiple green Adirondack chairs arranged around a fire pit, set on a gravel pathway leading to the lake. Lush greenery and trees provide a natural border, while the calm water and dock create a tranquil lakeside ambiance.
Home in Bridgton
5 out of 5 average rating, 16 reviews

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs

Welcome to Thunder Lodge, your dream getaway on Long Lake in Bridgton. As you step into this unique, family-friendly property you will be greeted by beautiful views of the glistening lake waters that will instantly soothe your soul. Bring your boat or just enjoy all of the amenities provided for you at Thunder Lodge. Make memories that will last forever! 3 min-Bridgton Twin Drive-In 10 min-Naples Causeway 15 min-Point Sebago Golf Course 15 min-Pleasant Mountain 45 min- Portland, ME

Top guest favourite
A cozy interior features natural wood paneling and beams. Two upholstered chairs are positioned near a large window, allowing light to fill the space. A small bookshelf holds several books, while kitchenware is organized on a nearby shelf. A white stove complements the rustic setting.
Cabin in Bridgton
4.95 out of 5 average rating, 174 reviews

Writers Cabin in the Woods with Sauna!

Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Top guest favourite
A fire pit area is surrounded by several white chairs, facing the lake. The sun sets on the horizon, casting warm tones across the water. Trees with autumn foliage frame the scene, enhancing the natural setting.
Home in Harrison
4.96 out of 5 average rating, 67 reviews

Lakehouse only 70 feet from water!

Spectacular sunsets from our dock and waterviews from every window in the home. Spacious open floor plan, perfect for gathering. 70 feet from Long Lake shore. Large kitchen and living room. Exceptionally clean and comfortable home nestled in the woods.Lower level provides privacy with the master bedroom, full bath, game table and tv. Upstairs bedrooms have AC. Lower level walks out to the fire pit area and spacious dock with views of Mt Washington. Kayaks and paddleboat included.

Top guest favourite
A wooden dock extends into the calm waters of Crystal Lake, framed by lush green trees on the opposite shore. The sun is setting behind the hills, casting gentle reflections on the water's surface, creating a serene atmosphere.
Cabin in Harrison
4.98 out of 5 average rating, 144 reviews

Get away at Crystal Lake

Escape the lake region crowds on the calm water of Crystal Lake. Watch the sunset from the private waterfront/dock, kayak to take tour of the lake. Steps away from the center of Harrison and 2 boat launches, and only a short drive from downtown Bridgton. If you'd like a hike or bike instead, it's also a short drive to the mountains. Relax lakeside while your family enjoys the small beach, 2 kayaks, dock, or simply float about with a drink in hand. Note: waterfront across street

Popular amenities for Long Lake holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Long Lake