Holiday rentals with a home theatre 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

Coastal Escape | Hot Tub Fire Pit Chef Kitchen

Welcome to your modern brand new custom built Coastal Escape! Relax in the private hot tub, gather at the fire pit, and cook like a pro in the fully equipped chef’s kitchen. Bedrooms: Four restful rooms with fresh linens and blackout shades. Outdoor perks: Spacious yard, grill, and Adirondack seating. SuperFast Fiber Optics Wi-Fi & Smart TVs Home Theater Washer/dryer Self-check-in Minutes to Portland’s Old Port, beaches, breweries, and hiking trails. Book now for year-round Maine adventure!

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!

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!

Zen Dog-Friendly Home near Beach with Bikes & Gym

Cute pet-friendly home with spacious deck and backyard near the beach. Backyard has lots of wildflowers and fruit trees, and an enclosed area so your dog can wander in and out of house safely. There's a nice side street for walking which connects to the Rachel Carson National Wildlife Refuge trail through woods and marsh to Bayview Beach. We have three bikes including a cargo bike for the 6 minute bike ride to the beach. We also have some games, beach toys, dog toys, crate, and beach blankets

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.

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.