Holiday houses in Sebago

Lovely Lakefront Cottage - Book Your Fall GetAway!

Whether you’re craving a peaceful retreat or a winter adventure, this lakefront cottage has everything you need to create unforgettable memories. Cozy up by the fire, snowshoe the lake, or simply soak in the serene beauty of the season. Embrace the charm of winter on the lake, the perfect getaway for families, couples, or solo adventurers. Don't wait for summer to fall in love with this hidden gem. NOTE: Winter & Spring guests should be comfortable navigating winter weather/seasonal conditions.

Sebago Lake waterfront Cottage

This 3 acre Sebago Lake property has an adorable 2 bed/1 bath cottage. It's a perfect family destination for swimming, boating, and fishing. Perfectly located for a day trip to Portland, Old Orchard Beach, Kennebunkport, Freeport, Kittery and North Conway, NH. Wake up to the beautiful sunrise with a cup of coffee or watch the sunset from the front porch. The cottage has a full kitchen, laundry, and two TV areas. In the winter snowmobile, snowshoe, ice skate, or cross-country ski in the area

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!

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.

The Great Escape - Picturesque Sebago Lake

Experience an intimate home with stunning Sebago Lake views. This inviting retreat features 4 bedrooms and 8 beds, ensuring a restful stay for up to 12 guests. The enormous kitchen island is perfect for gathering, whether preparing a family feast or enjoying casual conversations. Snuggle up by the propane fireplace in the living area, or spend evenings around the outdoor firepit, making s’mores under the stars. The breathtaking lake views create a serene backdrop for your vacation.

Private 4-Season Home – Quiet Side of Sebago Lake

Close to wedding venues! Guests have the entire first floor, deck/grill/fire pit, yard & private entrance. 4 Season contemporary home built in the 80’s. Open plan. 5 minutes from: Autumn Lane Estate Camp O-AT-KA Nason’s Beach Boat launch Sandwich Shop 10 minutes from: Garden Gate at Haley Farm Naples Sebago Lake State Park Restaurants Entertainment shopping Churches Seaplane rides Boat rentals 30/60 min: Stone Barn Leaf Peeping Skiing/Snowboarding Outlet Shopping N Conway NH

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.

Best Ski & Lake House

Spectacular, expansive, state-of-the-art log cabin—your ultimate four-season escape. Winter ski trips (just 25 minutes to Pleasant Mountain, formerly Shawnee Peak), summer fun (beaches & watersports galore), & 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 lasting memories!

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: 8/30-9/3 *** 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.

Beautiful Lakefront View, on Sebago Lake

Relax with the whole family at this peaceful place to stay. Enjoy spending all day at the beach with direct access from the house or cozy up with a book or play games at the fireplace. This home is a comfortable relaxed environment for your family and friends. It's a cozy rustic feel on the inside with three bedrooms, a bathroom, living room and family room. It also has a bonus area in the basement that is unfinished to hang out straight from the lake.

Luxury Barn Retreat-Hot Tub, Firepit & Lake Access

Follow us @anchorunwind Discover our retreat, designed for families and couples to escape the city and reconnect with nature. Enjoy nearby trails, winter skiing, or paddle boarding right from our private dock—this getaway has it all. Our cozy lake barn offers a peaceful escape, with the soothing sounds of a stream between Trickey Pond and Sebago Cove as your backdrop. The home sleeps up to 6 adults and 2 children comfortably.