Holiday rentals with a home theatre in Kennebec River

Damariscotta Lakefront 3BR+

PLEASE REACH OUT IF YOUR DATES IN MAY & JUNE NOT AVAILABLE. We want to host you during this gorgeous time of year & may have more flexibility. This tastefully updated family cottage w/ private dock on Damariscotta Lake was built for year round enjoyment. Nestled in a cove w/ resident beaver, spring peepers, late summer bullfrogs, and frequent visits by bald eagles, osprey, owls & loons, this is a phenomenal retreat for nature lovers & anglers. Sleeps 3 couples or 2 families with kids & friends.

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Modern lakefront log cabin with sunset views.

3 bedroom- 1 king, 1 queen, one double Oversized couch-single Pullout Queen in media room Single futon media roo 2 full bath log cabin. Outdoor shower AC **Fitness room** Media Room*** Hot Tub- Brand new...amazing jets! located on 6 acres private land with 200+ feet of lake frontage. **New dock** 4 kayaks 2 Paddle-boards Exclusive design propane heat with Jotul "wood burning stove look" radiant floor heat in bathroom edge-less shower hiking, fishing, snowmobiling **PETS** $50/night ea

Lakefront Retreat, Boating, Groups & Dogs Welcome!

A Beautiful Home on pristine Flying Lake, Amazing Views, a Private Boat Dock & Lounge Area, Perfect for a family/friends getaway! Located on 200+ ft of PRIVATE, pristine Lakefront property with Kayaks, a Hot Tub, Theatre Room, Two Kitchens, and so much more! 2026: Sleeps 18-20, assuming mostly 2/bed, Tiny House Optional in Summer, Outdoor Hot Tub, Jetted Spa, Theatre Room, Fire Pit, 26 Acres *AWD in winter months. Plenty of parking, snowmobiling & ITS Trails, Lake front parking, Ice fishing

Chic Greenwood Chalet

You'll feel right at home when you walk through the doors of this Greenwood vacation rental. The 3-bedroom, 2.5-bath chalet-style house features 2,100 square feet of sleek living space complete with tasteful decor, 2 living areas, and a spacious wraparound deck with views of Mt. Abram and Mt. Washington. Overlooking the South Pond and surrounded by trees, this home offers families and groups plenty of outdoor recreation opportunities from boating and watersports to hiking, biking, and skiing!

Pine&Eagle Family&Dog Friendly Lake Sebago Access

Welcome to the Pine & Eagle, your relaxing retreat in Sebago. As you step into this charming property you will be greeted by beautiful views of the glistening lake waters that will instantly soothe your soul. This cozy retreat is perfect for the whole family, including the dogs. Grab a book and relax on the front porch by day and enjoy an outdoor movie with the family by night. 3 min to Nason's Beach 10 min Naples Causeway 10 min to Sebago State Park 15 min Point Sebago Golf Course

Hot Tub | Game Room | Dog-Friendly | Sleeps 14

Planning a ski trip, mountain biking weekend, or relaxing getaway? The Retreat by Just Happy Homes is meticulously crafted to offer an exceptional experience for family and friends seeking both outdoor adventure and relaxation. New construction, 5 bed/3.5 bath mountain home, 12 min to Sunday River, 7 min to Mt. Abram, and 5 min to downtown Bethel. Enjoy a private hot tub, huge game room, stocked kitchen, kid-friendly supplies, dog-friendly hospitality, and peaceful wooded views.

A+ View Relax Hike & Fish * w/SpaTub/Sauna

On Rt. 4 w/ stunning 280º west sky views of pristine Rangeley lake. 78 ft. deck. 2 mi to town. Hear the loons at dusk & dawn. Deer run thru yard & eagles over house. June /Jul - Lupines & Poppies Jul/Aug blueberries, apples in Fall. Open kitchen/living area. Fish, hiking trails, downhill/X- country skiing, snowmobile, fat bikes, 4 waterfalls, bowling, billiards, leisure walking in town. Rangeley Fitness Ctr w/Indoor Pool/Gym/Yoga. FREE AV Charging in town. Movie theatre.

Upta Camp

Take it easy at this unique and tranquil getaway. Take a hike down one of the trails out back, or swim in the cool clear water of the spring fed pond off the back porch. Cozy up during a storm by the fire with a good book, or wet a line on a clear morning off the back steps and catch supper! It’s all in one comfy cabin property to get away from it all. Only a few miles to Dover-Foxcroft, or Sebec Lake. Far enough away to get away, but close enough to the amenities and sights.

Epic Views, 9Mi SR, GameRm

Welcome to Starlight Chalet, our newly built vacation home nestled in the breathtaking landscapes of Maine, just 15 minutes away from the renowned Sunday River Ski Resort. This five-bedroom retreat is designed with a unique blend of modern elegance and spacious comfort, featuring stunning interiors that create the perfect setting for both relaxation and adventure. Experience the magic of the mountains at Starlight Chalet, where unforgettable memories await!

Charming, Family-Friendly Historical In Town Home

STR26-48 Sadler House is an in-town historic home located just blocks from Main Street. We have made it truly convenient for families, with flexible sleeping arrangements in three cozy upstairs bedrooms, two full baths, a fully equipped kitchen, large dining table, living room, and sun room. Walk to shops, restaurants, museums and the harbor in minutes. Our house is the perfect home base for exploring all that the beautiful midcoast has to offer.

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.