Holiday houses in Ring Island

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Top-rated holiday rentals in Ring Island

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Guest favourite
The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.
Home in Naples
4.99 out of 5 average rating, 172 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

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.

Top Guest favourite
A beautifully crafted treehouse is illuminated at night, highlighting its wooden exterior and spiral staircase. Soft lights strung in the surrounding trees create a warm ambiance, inviting serenity and connection with nature.
Treehouse in Sanford
4.95 out of 5 average rating, 231 reviews

Luxury Year-round Treehouse with private hot tub

Cliff House 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.

Top Guest favourite
Home in Casco
5 out of 5 average rating, 37 reviews

New House on Big Sebago w/ Private Water Frontage!

Relax and unwind among the sounds of loons in modern comfort & luxury at 2024 built "FryLa Vu" on Big Sebago Lake in Casco Maine. 3 levels of serene living spaces + 50' of sand & pebble lakefront is yours to enjoy. Sit back & enjoy the peace & take in the wildlife and iconic Maine views of the Birch Islands, or spend the day swimming or exploring from your own private beach & dock. Evenings enjoy leisurely meals and stargazing with s'mores around the fire pit. It's vacation time - Maine Style!

Top Guest favourite
A vibrant garden features clusters of purple flowers in full bloom, enhancing the greenery of the lawn. A gazebo is visible in the background, alongside the tranquil lake, which reflects the clear blue sky. Tall trees provide shade, adding to the serene environment.
Home in Gray
5 out of 5 average rating, 13 reviews

Coveside on Little Sebago

Welcome to our lakefront home on Little Sebago Lake in Gray, Maine. Have morning coffee on the patio while listening to wildlife. Kids enjoy the beach with shallow water entry, while boaters appreciate the deeper water at the dock! Westerly view of glorious sunsets. Gardens, wildlife, great star viewing! 7 day minimum in the summer. 4 mi. from Gray Exit #63 of the Maine Turnpike I-95. 2 hrs from Boston. 30 min to Portland or Oxford Casino, 60 min to Shawnee Peak, 74 min to Sunday River.

Top Guest favourite
An outdoor deck is furnished with a large table and several wooden chairs, providing ample seating. A large umbrella offers shade, while a view of the serene lake and lush greenery enhances the tranquil setting.
Cottage in Casco
4.98 out of 5 average rating, 58 reviews

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!

Top Guest favourite
The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.
Cottage in Pownal
4.99 out of 5 average rating, 448 reviews

Dreamy Post&Beam Hideaway Near Portland & Freeport

Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Guest favourite
A light-filled sunroom features large windows offering views of the lake. Two patterned armchairs sit beside a small table, while a comfortable sofa is positioned against the back wall. A soft rug lies on polished wooden flooring, enhancing the space's welcoming ambiance.
Home in Harrison
5 out of 5 average rating, 43 reviews

Beautiful Two Bedroom Overlooking Long Lake #2

Gorgeous renovated two bedroom overlooking Long Lake. Fantastic views from each room! Watch the morning sunrise from your bed or take in the view from the peninsula with private sandy shallow entry beach. Open concept modern kitchen and living room make a great space for couples, friends or families. Go explore by kayak, read under a tree and smores by the firepit! Enjoy the huge lawn with a game of volleyball or soccer. Use of boat slip upon request and availability. Connects to Sebago!

Top Guest favourite
The kitchen features a spacious island with seating for four and a modern design. Recessed lighting complements bright fixtures above the island. Countertops are finished in dark stone, and stainless steel appliances are visible, enhancing the inviting kitchen space.
Home in Gray
4.98 out of 5 average rating, 82 reviews

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.

Top Guest favourite
The kitchen features modern white cabinetry and stainless steel appliances, including a refrigerator and microwave. A dining table with four chairs is positioned near the window, allowing natural light to illuminate the space. A cozy living area is visible in the background.
Guesthouse in Naples
4.96 out of 5 average rating, 202 reviews

Downtown Naples guesthouse. Steps from causeway

In the heart of Naples you will find this large 2 bedroom carriage house newly constructed in 2018, only steps away from the lakes, causeway, restaurants, grocery store and marinas. Each large bedroom has a queen bed, the kitchen is fully equipped, the television has Roku for cable access or streaming channels. There is a large deck overlooking a vacant lot. WIFI is included. Oxford Casino, Shawnee Peak, and Fryeburg Fairgrounds are all within half hour drive.

Guest favourite
A two-story cabin is surrounded by snow-covered trees, showcasing a green metal roof and warm wood siding. Large windows offer views of the winter scenery. A wooden deck with a railing extends from the main level, inviting outdoor relaxation in the serene setting.
Home in Bridgton
4.97 out of 5 average rating, 135 reviews

Fish Tales Cabin

Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.

Top Guest favourite
A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.
Home in Bridgton
4.98 out of 5 average rating, 163 reviews

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.

Top Guest favourite
A stylish bathroom is showcased with wooden paneling, featuring a deep claw-foot tub and a round shower enclosure. Modern fixtures, a circular mirror, and decorative plants provide a fresh ambiance. A wooden bath tray rests on the tub, enhancing functionality and comfort.
Cabin in Newfield
4.96 out of 5 average rating, 166 reviews

The NEST Haven awaits you.

You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.

Popular amenities for Ring Island holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Casco
  6. Ring Island