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 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!

Authentic Maine Harbor 5 Bedroom Home

Situated in the authentic commercial lobstering village of Bremen this 3 bedroom home with an added 2 bedroom seasonal boathouse 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.

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.

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!

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)

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.

Luxe Portland Home with Private Hot Tub+Fire Pit

Escape to a brand-new, modern coastal retreat in Portland, ME, comfortably sleeping 10. This luxury home features a gourmet chef's kitchen, a private deck with a fire pit, and a year-round 8-person hot tub under a gazebo roof. Perfect for families and remote work, it offers a serene getaway just minutes from downtown Portland's Old Port vibrant scenes. Enjoy the perfect blend of relaxation and adventure with top-tier amenities and easy access to waterfront, beaches and trails.

Cozy Cabin Getaway-Walk to Beach & Fun!

Craving a break! Your lovely Maine getaway starts here! Tucked away in a nice family neighborhood, this newly renovated, cozy cabin is just a short stroll to Old Orchard Beach’s white sands, iconic pier, restaurants and shops, and family friendly amusements. Inside, you’ll find everything you need: Comfy queen bed Air Conditioning Free Wifi & a smart TV Fully equipped kitchen Perfect for your beach escape. Book your stay today and experience the charm of Old Orchard Beach.

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

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.

Steps from the sandy beach! "Surf's Up"

This 275 sq ft studio condo is 100 yards from the beach in an area that is outside the busiest part of OOB, but yet close enough. The beach is flat and the sand is smooth and your sunrise views are amazing! This unit is side by side with "Seashell" if your family needs a second unit. We also know several unit owners in this building if you have a larger family and want to coordinate your trip.