Holiday rentals with a home cinema in Boothbay Harbor

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!

Waterfront,Hot tub,Private dock,Freshly renovated

Welcome to the freshly renovated Cabin on a Moose Pond!Nestled near the hills of Pleasant Mountain.Enjoy a day at the lake fishing,swimming,skiing,hiking or snowmobiling. In the evening,relax in the new hot tub,watch a movie on the home theater or challenge friends to video games.End your day by the campfire making s’mores by the pond. Spend a lazy day on the hammock or take a day trip to explore regional attractions in beautiful ME and NH. For your safety, the area is under video surveillance.

Coastal Vibes in Boothbay Harbor

Fabulous and rare opportunity to enjoy both waterfront & in-town living in this custom home on Mills Cove. The property offers classic design with a blend of contemporary stylings. Enjoy the broad westerly views across the water and amazing sunsets. All rooms are light-filled w/ large windows and open concept floor plan. Equipped a with tidal dock and float. An original 2-story boat house has been retrofitted for the the ultimate unique theater experience. Just a short stroll to downtown!

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 **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 each

The Retreat | Hot Tub | Game Room | Sleeps 14

Welcome to The Retreat - a Just Happy Homes property! Nestled at the end of a private road and surrounded by beautiful wooded views, this new custom-built home blends coziness and amenities in a chic modern rustic design, just 12 min to Sunday River, 7 min to Mt Abram, and 5 min to downtown Bethel. This 5-bed, 3.5-bath home is meticulously crafted to offer an exceptional experience for family and friends seeking both adventure and relaxation. Create unforgettable memories at The Retreat!

Lakefront Gem with Breathtaking Island Views

You didn’t know you needed this- until you arrived. A modern studio tucked right on the water’s edge, where nothing is between you and the lake but loons, sunlight, and a whole lot of time to just be. Private dock (float, fish, float again) Spa-style indoor + outdoor showers (yes, both. Why not?) Outdoor movie night under a blanket of stars Pet-friendly Swimming, stargazing, and stories you’ll be telling next year Just a short drive from town or Acadia — if you ever want to leave.

Luxury Retreat In Back Cove | 10 Min to Downtown

Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!

Robinhood Cove home - Georgetown

Welcome to your Maine coastal escape in Georgetown! This spacious 6BR, 2BA home sits directly on Robinhood Cove with a wraparound porch and seasonal dock for kayaking, paddleboarding, or relaxing by the water. Inside, enjoy a full kitchen, dining room, two living rooms, and a kids’ room/office. Outside, gather around the firepit, grill on the BBQ, or unwind by the cove—all just 5 minutes from Reid State Park and the charm of Georgetown’s classic MidCoast beauty.

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.

Lookout on Waters Edge with sweeping ocean views

Sweeping ocean views overlooking the Breakwater Lighthouse and Rockland Harbor. 4 bedroom, 2.5 bathroom. Primary bedroom with en suite on first floor, second floor has 3 bedrooms, which includes a studio suite with additional kitchen, bathroom, and living space. Comfortable, quiet, welcoming with stunning views. Ocean access and close to downtown Rockland.