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Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Trickey Moose Family Retreat | Fire Pit Kayaks

Enjoy 4 seasons of fun with shared access to Trickey Pond and use of 2 kayaks, large deck, fire pit, gas grille, backyard, wood stove, air hockey, ping pong table, close to skiing, snowmobile trails, boating, hiking & much more. *** Last Minute Special - 6/5 & 6/6 Early Summer Getaway Weekend *** Beautiful open concept house with loft and cathedral ceilings is perfect for large families with a well appointed kitchen, fast Wi-Fi, laptop friendly workspace, central AC, jacuzzi, free parking.

Lake front home on Little Sebago

Relax with up to 8 guests at this peaceful water front cottage. Located on the water, just steps away from Little Sebago’s Upper bay/middle lake area. Enjoy the loons. Sit by the camp fire and roast marshmallows. Take the kayaks out for a paddle or just relax. by the dock. This lake front property offers outdoor space for everyone. ADA compliant ramp in garage and larger doors 1st flr 10 mins from Windham 15 mins from 95 exit in gray 20 mins from Naples (long lake) 40 mins from Portland

Dockside Dreams

Welcome to Dockside Dreams, your year-round retreat on the shores of Sebago Lake. This thoughtfully updated Maine cottage is a perfect blend of rustic charm and modern convenience. Inside, you'll find warm wood finishes, exposed beams, and an open-concept layout that creates a cozy yet spacious feel. Large windows and sliding doors bring in beautiful natural light and open to a lakeside deck, offering sweeping views of Sebago Lake with your own dock for boating, swimming, and waterfront fun!

Lake House with a View!

Lovely 3 bedroom/2.5 bathroom lakefront house! Watchic Lake is a perfect family destination for swimming, boating, and fishing. Perfectly located for a day trip to Portland, Old Orchard Beach, Kennebunkport, Freeport, Kittery, Wells Beach, and North Conway, NH outlets. Beautiful views of the lake from each room, w/full kitchen, laundry, 3 TVs. As our guest, you will have access to a private boat launch. In the winter snowmobile, snowshoe, ice skates, or cross-country ski on the frozen lake.

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!

Sebago Lake | Walk to Beach | Sleeps 6

Welcome to Pebble & Pine. A Guest Favorite on two private lots near Sebago Lake — an 8-minute walk to Long Beach's sandy shoreline. A beautifully designed, modern lake house that lives up to its photos. Built for families of 4–6 and couples who want lake-house ease without the compromise. Coffee on the covered patio. Kayaks, beach wagon, and fire pit ready to go. A big private backyard the kids can run in. Spotless, peaceful, well-stocked — the kind of home you walk into and exhale.

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

Spacious Lakehouse +Private Dock+Firepit+Kayaks

Welcome to Salmon Point Lodge on beautiful Panther Pond in Raymond, Maine! Nestled on 3 serene acres shared with the friendly owners, this spacious 2,800 sq. ft. home offers the perfect mix of rustic charm and modern comfort. Whether you’re looking for a peaceful getaway or an outdoor adventure, this property has it all including: -Private Dock -Fire Pit -Complementary Kayaks -BBQ Grill -Indoor Fireplace -Ping Pong Table & Board Games -Washer & Dryer -Fully Equipped Kitchen

Paradise in the Lakes Region

Spectacular, expansive, state-of-the-art log cabin—your ultimate four-season escape. Summer fun (beaches & watersports galore), winter ski trips (just 25 minutes to Pleasant Mountain, formerly Shawnee Peak), & unforgettable year-round gatherings. Chef’s kitchen with two ovens, dining for eight + bar seating, sleeps up to 12 (with 2 king beds), two living rooms, and abundant outdoor dining & lounge space, including a playground - designed to make every moment a memory!

Maine Vacation Home on the Water

Create memories with family and friends at this well loved waterfront home with plenty of fun to be had whether you’re spending the day floating down the lazy ‘river’, swimming at the small association beach, kayaking on the pond or enjoying meals and games inside. Downtown Windham is minutes away (there is some traffic noise at the property) and has nice shopping and sweet restaurants while Portland is just 16 miles with everything Maine’s largest city has to offer.

Sebago Lake Retreat | Views, Fire Pit, Family Fun

Charming 3BR Lakeview Cottage on Sebago Lake Escape to this cozy 3-bedroom, 1-bath retreat with tranquil views of Sebago Lake. Watch stunning sunsets from the deck, gather around the fire pit under the stars, or relax inside the fully equipped, family-friendly cottage. Whether you’re a couple looking for a quiet getaway or a family ready to unplug and recharge, this peaceful spot has everything you need — including Wi-Fi and a Smart TV for added comfort.