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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.

Unique Church Stay • Sebago Lake • Pool • Fire Pit

Stay in a beautifully renovated 125 year old church near Sebago Lake. Holy Shiitake House is a one of a kind retreat where historic charm meets modern comfort, creating a unique getaway perfect for families, friends, & group trips. Relax in the open living space, gather around the fire pit under the stars, or spend the day exploring nearby Sebago Lake, hiking trails, and local beaches. This Casa Collective retreat blends cozy character with thoughtful amenities for the perfect Maine escape.

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.

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.

This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

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.

Mary J. Eastburn House-Eastburn Suite

City of Portland Reg. No. : STHR-002888-2021 Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Luxe Architectural Gem near Portland/Lakes

Welcome to our stunning 3-bedroom contemporary home located between Sebago Lake and the Portland Old Port. Luxurious amenities like soaking tubs, waterfall showers, and an office for two with Starlink. Radiant heating and private well water make it eco-friendly. Relax on the deck with outdoor fireplace and Weber grill, and take in breathtaking natural beauty of the private 8 acre lot. Close to the Maine coast, and White Mountains, it's the perfect getaway.

Waterfront, Wood stove & Private beach, Solo Stove

Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

Sebago Lake Retreat | Views, Fire Pit, Family Fun

Charming Lakeside Cottage on Sebago Lake Three bedrooms, one bath, and unobstructed views of Sebago Lake. The deck is the centerpiece — built for morning coffee and evening sunsets over the water. When the sun goes down, the fire pit takes over. Inside, the cottage is fully equipped and comfortable. Smart TV, Wi-Fi, and everything you need for a relaxed stay with a partner or the whole family. Sebago Lake is out the door. The rest is up to you.