Holiday houses in Long Lake

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.

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.

5 out of 5 average rating, 5 reviews

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

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!

4.94 out of 5 average rating, 272 reviews

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

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

4.94 out of 5 average rating, 697 reviews

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

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.

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.

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)

The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.

4.98 out of 5 average rating, 176 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

5 out of 5 average rating, 16 reviews

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

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

4.95 out of 5 average rating, 174 reviews

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

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.

4.96 out of 5 average rating, 67 reviews

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

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.

4.98 out of 5 average rating, 144 reviews

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

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

4.97 out of 5 average rating, 118 reviews

A cozy fire pit area is situated near the water's edge, surrounded by tall trees. Adjacently, five colorful adirondack chairs offer seating for gatherings. A serene view of the lake and a private dock can be seen in the background, providing a tranquil backdrop.

Chalet in Naples

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

The log cabin's exterior is highlighted by wood siding and a green metal roof. Surrounded by trees, the spacious yard features a playground and a wooden deck leading to an entryway. Steps lead up to a multi-level porch with outdoor seating and mountain views.