
Holiday houses in Ring Island
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Top-rated holiday rentals in Ring Island
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LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Sebago Waterfront with beach, kayaks, + amenities
Escape to this charming waterfront home on Sebago Lake and enjoy the tranquility of Maine's Camp Life. The sandy beach and cove are perfect for swimming, kayaking, and fishing and the 2 decks and back yard are great for grilling dinner and taking in the views by the fire. With comfortable accommodations for up to 6 adults (or 8 guests with children), this cozy retreat offers everything you need for a memorable lakeside vacation! *Please note that bed sheets + towels are guests' responsibility.

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.

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.

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.

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!

Serenity - Stunning Sebago Lake scenery
Discover a cozy, pet-friendly lakefront retreat in Casco, on beautiful Sebago Lake! This charming home offers 50 feet of pristine lakeshore with amazing views of the sparkling water and surrounding natural beauty. With 5 bedrooms and 10 beds, it sleeps up to 12 guests, ideal for family gatherings or group getaways. Enjoy a welcoming open living area, a wood-burning fireplace, a game room, and 3 full bathrooms. Outside, gather around the firepit for memorable evenings. Book your stay today!

Relax by a Quiet Lake
Charming lakeside cottage only 29' from the waterline, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews, log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

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!

4 Bedroom Lake House w/ Sandy Beach & Dock
Welcome to your lakeside paradise! This comfortable 4 Bedroom Lakehouse in Maine boasts breathtaking views of a serene, tranquil lake that will leave you feeling relaxed and rejuvenated. With a big yard that offers plenty of room to roam, you'll be able to spend hours outside enjoying all that nature has to offer. Whether you're taking a dip in the refreshing waters of the sandy beach or lounging on the swimming dock, you'll feel like you're living in your own private oasis.

Songo Lock Cabins #2 (Located at Historic Site)
2026 special: After booking your 5 or more nights, message me and I will add your free night. Cabins on the water, Songo Lock Cabins are located at the Historical Songo Locks. The cabins are over 100 years old and date back to the early 1900's. The cabins are on the water and have their own dock. The Songo Locks is hand operated and opens to allow boats into the lock, the water lowers the boats down and then opens so they can continue down river into Sebago Lake.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.
Popular amenities for Ring Island holiday rentals
Other great holiday rentals in Ring Island

Vista Apartment-Private Beach-Pets Welcome

Cheerful Home for your Maine Getaway

Kettle Cove Cottage

The Sea Breeze-Downtown Bridgton

PetFriendly-HotTub, LakeFront, Padboards & Kayaks

Trickey Moose Family Retreat | Firepit Wood Stove

Sebago Lake Winter House • Near Windham • Family

Lovely Lakefront Cottage - Book Your Fall GetAway!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Jersey City Holiday rentals
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Sunday River Resort
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Mount Washington Cog Railway
- King Pine Ski Area
- Cranmore Mountain Resort
- East End Beach
- Willard Beach
- Diana's Baths
- Gooch's Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Gunstock Mountain Resort
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Palace Playland
- Conway Scenic Railroad




