Holiday rentals with a home cinema in Boothbay

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.

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!

Captain's House near Henry Allen's Lobster Shack

This spacious, comfortable house is your home away from home to explore the beautiful coast of Maine! Famous Lookout Point is just a stroll down the road - you can swim at the public beach or walk to two small islands. Be sure to stop by Allen’s Seafood market and pick up clams or lobsters for your evening feast. Big rooms, beautiful windows with lots of light, and even a pool table for raucous games in the evening make this a perfect place for family and friend gatherings through the seasons.

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

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

Modern, luxury newly renovated home right in town

Enjoy a stylish experience at this centrally-located house in quiet beautiful neighborhood in the heart of Camden. Newly renovated, air-conditioned in every room, tasteful & modern decors, high end chef kitchen. Leave your car and stroll to downtown attractions: harbor, restaurants and shops. Enjoy comfortable memory foam mattress (2 kings, 1 Queen), luxurious linen beddings, and plush towels. Essentials provided for your comfortable stay (picnic supplies ,paper goods, kitchen staples)

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

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.

The Hurkle Durkle House

The Hurkle Durkle House offers the perfect balance of convenience and comfort making it the ideal 4 bedroom, 2 bath home for both entertaining and relaxing. Whether you spend your days by the pool, at one of the nearby beaches or explore some of the many local breweries and attractions, this home is the perfect escape for families or groups who are in search of a home big enough to spread out but cozy enough to come together.