Holiday rentals in Ring Island

Point Sebago Resort - Star Gazer (Single)

Point Sebago's Stargazer is truly 'Glamping' - also knows as glamorous camping in style - it captures the glam by bridging the outdoors with memorable luxury. This is most certainly camping without the 'roughing' part. It has been designed for that more luxurious experience. It is fully furnished with a double bed, and a single pull out, linens, pillows and blankets, a coffee maker, coffee mugs, microwave, small refrigerator, and a sink. Each unit will have heat, air conditioner and a bathroom.

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Fully Updated Lake View Home on Thomas Pond

Full of light and thoughtful touches, this lake view home on Thomas Pond is perfect for your Sebago Lake getaway. Spend your evenings relaxing or entertaining on the spacious deck and days on the water. Enjoy boating, fishing, swimming and kayaking with access to two association beaches and a boat launch across the street. Perfect for family fun and couples' retreats, this home is a fantastic home base to explore the Lake Region. Minutes to North Windham shopping and 30 minutes to Shawnee Peak.

Tiny House retreat with sauna and lake access

Our Lakeland Retreat is a 2-bedroom tiny home, with an outdoor sauna, deck and gas BBQ. Just a 2 minute walk brings you to a boat ramp with access to a quiet lake, great for using our kayaks. Inside, features a master bedroom with a queen bed and a loft with 1 Queen bed and 1 full bed, ideal for a small group or family. The tiny home features A/C, a full bathroom, full kitchen, dining area and living room with a fireplace and TV with complimentary Netflix. We are just minutes to all amenities.

Prime Sebago Lakefront House

The Sebago Breeze Lake House has it all. 185' of private, direct waterfront including a sandy beach with firepit, built-in grill and spacious level lot for all the summer activities. Tie your boat to the giant dock or mooring and enjoy the lake from your own swim float. The calm waters around Dingley Islands lie just offshore. Inside you will enjoy all the updates, 4 bedrooms, 3.5 baths, two separate rec spaces and an airy, screened porch, perfect no mater the weather. The Way Life Should Be!

Kettle Cove Beach Access Sebago Lake

Welcome to Kettle Cove Cabin! Located just steps from beautiful Lake Sebago, our charming cabin offers a serene escape from the hustle and bustle of everyday life. With its rustic charm and modern comforts, this retreat is designed to provide you with a home away from home. Spend your day on the lake and watch the sunset by the fire as you make memories that will last forever. 2 min-Point Sebago Golf Course 8 min-Sebago Lake State Park 10 min-Naples Causeway 12 min-Seacoast Adventure

Sebago Lake family friendly escape w dock, dogs ok

Unwind at our family and pet-friendly Cottage on Sebago Lake located in Kettle Cove, steps away from a neighborhood beach, shared dock, boat launch, and own slip. Enjoy modern comforts, including air conditioning. Grill outdoors and make s’mores by the fire pit in the summer or cozy up inside by the gas fireplace in the winter after skiing, snowmobiling, snow tubing, or ice fishing. Just under 45 minutes to Portland Jet Port, North Conway and minutes away from Point Sebago golf course.

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!

NEWLY Remodeled Waterfront Home on Sebago Lake

NEW for 2026- Escape to this newly renovated waterfront home on Sebago Lake. Enjoy stunning sunrise views of the big bay with the calm protection of the cove. The walk-in sandy beach is perfect for swimming, kayaking, and fishing. The backyard offers outdoor dining, a grill, and a fire pit for evenings by the water. With comfortable accommodations for up to 10 adults, and whole house AC, this cozy retreat provides everything you need for a relaxing and unforgettable lakeside getaway.

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

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

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.