Holiday rentals in Long Lake

The Pot Shed at Round House Farm

Immerse yourself in the beauty of Maine from the comfort of our two story cottage finished in reclaimed wood and furnishings inspired by the French countryside. The Pot Shed, formerly my grandmother’s garden shop, is a historic building reimagined as a guest house on our backyard horse farm. The screen porch and deck alongside our woodland paddock, with attached outdoor hot shower and outhouse with composting toilet, make it the perfect place to get back to nature. Base your next adventure here!

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

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.

Barn on Pleasant- Walk to Highland Beach

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well-maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this summer walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring.

Beautiful Two Bedroom Overlooking Long Lake #2

Gorgeous renovated two bedroom overlooking Long Lake. Fantastic views from each room! Watch the morning sunrise from your bed or take in the view from the peninsula with private sandy shallow entry beach. Open concept modern kitchen and living room make a great space for couples, friends or families. Go explore by kayak, read under a tree and smores by the firepit! Enjoy the huge lawn with a game of volleyball or soccer. Use of boat slip upon request and availability. Connects to Sebago!

Newly Built Studio Apartment

This studio apartment is a part of a newly constructed Carolina Barn home. Located on the first level adjacent to the 2-bay garage, the apartment has it's own private patio entrance which bestows a designated gas grill for your use. The secluded property is adjoining miles of walking paths for hiking and mountain biking. A grocery store, pharmacy, restaurants and the Naples Causeway and Boardwalk are only a half mile away. The apartment is completely furnished with utilities included.

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.

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)

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!

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

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.

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.