Holiday houses in Little Sebago Lake

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.

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

Waterfront Access w Kayaks, Private Deck, Firepit

Escape to this spacious, serene cabin with modern amenities on Little Sebago Lake. Includes 4 bedrooms, 7 beds & 2 living room areas. Enjoy a luxe retreat into nature with Kayaks, Paddle Boards, a Firepit, BBQ grill, and a spacious private deck with a table and seating. Just steps away from two waterfront access points. Massive windows in the living / dining room bring in lots of natural light. Fully-equipped kitchen plus a dining room table to enjoy a shared meal after a day of adventuring.

Edgewater Retreat - Lakefront w/Sauna & EV Charger

Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.

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!

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

Lakehouse with Private Beach on Little Sebago

Relax with the whole Lakehouse on Little Sebago Lake with Private Beach, Dock, Kayaks and a Firepit. This lakefront rental property offers the perfect retreat for relaxation and outdoor adventure. Enjoy stunning lake views from nearly every room, and spend your days swimming, boating, or fishing right from your doorstep. The home features a fully equipped kitchen, two cozy living rooms, each with a fireplace, and indoor and outdoor dining areas. Ideal for creating lasting memories.

cozy 3 bedroom ranch with deck and screen porch

Discover Maine in this spacious and serene space. Located within 5 miles to Gray turnpike or Windham shopping. On top of Adams hill one mile to Little Sebago lake. Recreational Trails on property for hiking, skiing, biking and 4 wheeling. It is advised to check ATV clubs and snowmobile clubs before deciding to come just for those activities, Ocean beaches, Old Port shopping dining and lake access near by. Great central location looking for space while visiting friends or family.

Sail Loft the perfect location!

Sail⛵️Loft, Sunny and cozy two bad one bath loft. Situated on a 2 plus acre property. that host a large deck, grill and outdoor seating. You have water access just across the road.located on Whittemore Cove one of the largest coves in Jordan Bay/ Big Sebago A very desirable place to be😊. You have use of sandy beach, large dock, canoe, kayaks. Pets considered June-September $1,575 weekly Saturday to Saturday. ( Ask about 9 month winter rental )

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Welcome to Salmon Point Cottage a 1,000 sq. ft. cabin on stunning Panther Pond. Deck sits less than 10’ from the water with direct dock access. Open concept living with high-end kitchen. Cozy up by the gas stove. Swim, kayak, or relax by the firepit—your private lakeside retreat awaits. This property has it all including: -Private Dock -Fire Pit -Complementary Kayaks -BBQ Grill -Gas burning fireplace -Washer & Dryer -Fully Equipped Kitchen

Coveside on Little Sebago

Stay at our lakefront home on Little Sebago Lake in Gray, Maine. Enjoy coffee on the patio, a beach with shallow entry for kids, and deep water at the dock for boating. View sunsets, gardens, wildlife, and stars. Summer rentals require a 7-day minimum. Located 4 miles from Gray Exit #63 of I-95, it's 2 hours from Boston, 30 minutes from Portland or Oxford Casino, 1 hour from Shawnee Peak, and 74 minutes from Sunday River.

La Casita: Little Sebago Lake with hot tub!

Welcome to La Casita on Little Sebago Lake. Escape to this newly built, modern-style retreat where the lake takes center stage. Thoughtfully designed to bring the outdoors in, La Casita features soaring 16-foot ceilings, a large bi-folding door, and panoramic views of Little Sebago Lake. Step out onto the expansive 28-foot deck and let your worries drift away as the sun dips below the treeline.