Vacation rentals with a home theater in Boothbay Harbor

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!

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.

The Hill's on Buttonwood

We are out of the baby stage and ready to share our home while away. Our home is a great house for entertaining or just relaxing without feeling cramped. There are places for everyone, from the heated pool, the patio, or outdoor activities, to the many living/sitting rooms, gym or theater/game room. Located just minutes from the airport and minutes from downtown in the historic Stroudwater district or Portland. Sitting on nearly an acre on a small cul-de-sac of similar stately homes.

Barrel Sauna, Hot Tub & Movie Theater. 5 King Beds

This luxurious and spacious cabin is family-friendly, sleeps up to 14 guests & is located by the idyllic South Pond near Bryant Pond in Woodstock, Maine. Complete with a premium hot tub, movie theater, game room, and brand new Barrel sauna! Experience an unforgettable getaway filled with both adventure & relaxation with your family and friends only 10 minutes from downtown Bethel. Twenty minutes to Sunday River and five minutes to Mt Abram, this ski cabin is an ideal winter retreat.

Scenic View! Hottub! Dog Friendly! FirePit!Theatre

Escape to our serene 4-bedroom retreat in Woodstock, ME with stunning lake views! Perfect for families and groups, with a cozy indoor fireplace, a large entertainment space with a TV, arcade & board games, and more! Unwind in the hot tub or gather around the fire pit while taking in the lake views. Just minutes from local hiking trails & skiing, it's the ideal base for your next adventure! •Mount Abram Ski resort~7 min •Sunday River Ski Resort~ 20 min •Grafton Notch State Park~ 30 min

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.

Nordic House | Glamping Cabin w Private Hot Tub

Nordic House Glamping is an immersive natural escape into the woods and water of Maine. The property consists of three cabins that were carefully crafted and placed on 14 acres of pristine wilderness, providing adventures a serene base camp to escape from steel walls and the stress of everyday life. Entering the Nordic House grounds offers guests an unparalleled experience through supportive natural restoration.

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

This modern 4-bedroom retreat offers a private lake escape with resort-style features just steps from the water. From a saltwater hot tub under the stars to a theater-style game room and a fully equipped home gym, every space is designed for comfort, style, and play. With exclusive lake access, premium amenities, and a quiet neighborhood setting, it's the perfect getaway for families, couples, or small groups.