Vacation rentals in Sebago

5.0 out of 5 average rating, 98 reviews

A serene lakeside scene is presented with two dark green Adirondack chairs positioned around a fire pit on a grassy area. A wooden dock extends into the lake, with a small boat resting beside it, surrounded by trees that frame the tranquil view.

Cottage in Raymond

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.

A fire pit area is surrounded by colorful Adirondack chairs on a gravel path. Large natural stones are placed near the pit. In the background, a cedar-shingled cottage is elevated with a spacious deck and features a green roof amidst a wooded setting.

4.98 out of 5 average rating, 188 reviews

Kayak to the Causeway-50s cottage with modern vibe

Find out why the Maine life is the best life at Moonstone Cottage. Play on the shores of Long Lake, stroll the Naples Causeway, eat your way around Portland, and hike the mountains of western Maine before coming home to relax around the fire pit, lounge on the deck, and get a feel for the way life should be. Kayaks are waiting for you on the private association beach, or rent a boat from the marina to explore 40 miles of open water. Restaurants, live music, and the market are a short walk away.

4.98 out of 5 average rating, 42 reviews

A fire pit is surrounded by six bright red Adirondack chairs, inviting relaxation. The cottage's exterior features large windows and a covered porch, surrounded by lush greenery. Flames dance in the center, creating a warm focal point in the outdoor space.

Cottage in Sebago

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

5.0 out of 5 average rating, 27 reviews

Tri-Lake Escape: Brandy Pond

Tri-Lake Escape offers the ultimate waterfront getaway with direct access to Brandy Pond, Long Lake, and Sebago Lake. This charming retreat is perfect for families, couples, and outdoor enthusiasts looking to relax and explore. Enjoy stunning lake views, a private dock, and endless activities, including swimming, boating, fishing, and kayaking. Unwind on the spacious deck, gather around the fire pit, or take a short drive to downtown Naples for dining, shopping, and local attractions.

4.98 out of 5 average rating, 200 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!

4.99 out of 5 average rating, 85 reviews

Home in Sebago

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

4.96 out of 5 average rating, 124 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 living area features high, wooden ceilings with exposed beams and large windows, allowing natural light to flood the space. A stone fireplace serves as a focal point, while a cozy seating area is complemented by a dining table surrounded by red chairs.

4.94 out of 5 average rating, 140 reviews

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!

5.0 out of 5 average rating, 11 reviews

Home in Standish

Offshore Pines - New house w. Sebago Lake access

Offshore Pines is a newly built luxury retreat near Sebago Lake, completed in March 2026. This 3-bedroom, 2.5-bath home sits on over an acre in a peaceful setting with private beach access just a short walk away, featuring a sandy shoreline, dock, and mooring. Enjoy kayaks and paddle boards, a spacious deck, fire pit, and modern designer décor—perfect for lake vacations, family getaways, and relaxing Maine escapes close to trails, fishing, and hunting

Superhost

The exterior of the lake house is showcased, featuring modern architecture with large windows and a wraparound deck. Surrounded by trees, the structure contrasts with the natural landscape. A hot tub is located on the patio, inviting relaxation amidst the serene environment.

Cabin in Naples

HotTub, Game Room, LakeFront,Paddleboards & Kayaks

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 house 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.

4.9 out of 5 average rating, 90 reviews

4.91 out of 5 average rating, 77 reviews

Trickey Moose Family Retreat | Fire Pit Woodstove

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. 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.

4.95 out of 5 average rating, 64 reviews

Cabin in Sebago

Quiet, Cozy Cabin Tucked in the Woods

Escape to a peaceful, secluded cabin perfect for relaxing with family and friends. Just 1/4 mile from Camp Micah, enjoy scenic hiking with Bald Pate Mountain’s trail right across the street. Visit nearby farms and orchards, or take a quick 15-minute drive to Sebago Lake and Naples. In winter, Pleasant Mountain skiing is only 20 minutes away. The perfect year-round Maine getaway for adventure or pure tranquility.

Popular amenities for Sebago vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Sebago

5.0 out of 5 average rating, 36 reviews

Home in Raymond

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

4.93 out of 5 average rating, 100 reviews

The cottage is illuminated softly against the night sky, showcasing a large front deck with rocking chairs. The main entrance is framed by bright windows, adding warmth to the exterior. Surrounding trees create a serene atmosphere, enhancing the peaceful setting.

Home in Standish

Sebago Lake, ME *Lakeside*Hot Tub* just renovated

4.94 out of 5 average rating, 35 reviews

A spacious living area features light wood-paneled ceilings and hardwood flooring. A comfortable gray couch is positioned over a decorative area rug. Nearby, a dining table and kitchen are visible, providing a modern and open layout. A staircase leads to the upper level.

Home in Sebago

Sebago Lake | Foliage & Fire Pit | Walk to Beach

Superhost

The cabin exterior features a triangular roof and wooden siding, softly illuminated by string lights. A spacious deck with seating is accessible from the entrance, surrounded by trees that create a natural setting. Stairs lead to a lower level, enhancing access.

Cabin in Naples

All Points’ End (HOUSE)

4.84 out of 5 average rating, 68 reviews

4.91 out of 5 average rating, 67 reviews

A charming home nestled among trees, with a spacious deck extending from the front. Large windows offer views of the serene surroundings, while a pathway leads from the house to the water's edge. The exterior features a mix of natural elements and a carefully maintained yard.

Cottage in Raymond

The Great Escape - Picturesque Sebago Lake

Superhost

An open living area features large windows that provide natural light and a view of the waterfront. A wooden dining table is positioned near the window, while a comfortable seating area includes a sofa and armchair, set against a stone fireplace.

Cabin in Naples

Cabin on the Cove

4.83 out of 5 average rating, 53 reviews

4.88 out of 5 average rating, 16 reviews

Modern lakefront home on Sebago Lake in Maine