Vacation rentals with a home theater in Boothbay

Entire Home 5 mins from Downtown

5 minute walk to downtown. 5 beds (2 queens, 2 doubles, one large daybed) 3 bedrooms, 2.5 baths, home theater with blackout shades, built in bar, large yard and driveway, detached home gym with full weight sets and built in audio, and laundry room. This 3 story home is a 5 minute walk to downtown and local beaches and has air conditioning and heat in every room. Comes with a beach cart filled with chairs, umbrella, towels and all you’ll need for your trip to the sandy shores of OOB. Pet Friendly

#1 View in Maine, Theater, HTub, Xbox, Golf, Lake

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!

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.

Charming, Family-Friendly Historical In Town Home

STR25-25 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. Ask us about free delivery from Ruckus Donuts!

Luxe Eco Studio near Back Cove

2 miles from downtown, perfect for a couple or family looking for a restorative getaway. The owners, architect and landscaper, spent the last three years designing and building this light-filled spacious suite to meet the needs of the most discerning guest. Settle in with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep water soaking tub and heated slate floors are just a few amenities that will ensure a memorable Maine vacation!

Lakeside Airstream Amore

The iconic Airstream has always been a symbol of adventure. We are so happy to be able to share ours with you! Nestled into a sun dappled clearing in the woods on a 2 acre private lot with 200 feet of water frontage, our Airstream will enchant you to leave the modern world behind for a moment, unplug, and be immersed in the nature that surrounds you. The call of the loon, the hoot of the owl, the cool Maine breezes through the hemlock and birch trees. Come and stay and simply rejuvenate.

Authentic Maine Harbor 5 Bedroom Home

Situated in the authentic commercial lobstering village of Bremen this 3 bedroom home with an added 2 bedroom boat house is in the heart of Midcoast Maine. This home sits atop 3 private waterfront acres with decks & overlooks Muscongus Bay, sun and moon rises. Has a private float and kayaks to explore the dozens of uninhabited islands and beaches. Close to the quaint harbors of Boothbay and Damariscotta. Nearby nature trails and hot tub. Experience the gem of Maine's Midcoast region.

Luxury Lake House w/ Home Theater, Hot Tub & Gym

This modern 4-bedroom home offers a private lake escape with resort-style amenities, just steps from the water. You'll enjoy exclusive lake access, a saltwater hot tub, and a movie theater-style game room. Key Amenities: • Private lake access • 4 bedrooms + queen air mattress • 2 kayaks + 2 paddleboards w/ life vests • Outdoor saltwater hot tub • Game room w/ big screen + theater seating • Home gym • Fully equipped kitchen • Outdoor fire pit • Quiet neighborhood • Free on-site parking