Holiday rentals with a home cinema in Boothbay

Lilacs and Sea Breezes

Our house sits just above the water with views of the bay and surrounding islands. This second and third floor apartment has all the amenities and a cup of coffee to enjoy on a deck overlooking the ocean. The best place to take in the vibrant sunrise! Below the deck there is a vernal pond with frogs, cattails and lily pads, wild flowers and the blooming Lilacs. A large garden of raised beds. Come fall in love with Belfast! Look at Belfast on YouTube: search “What is going on in Belfast, Maine”

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!

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

STR24-11 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!

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.

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.

Lakefront w/ Dock, Kayaks, Trails, Tubing, HotTub

Lakefront w/ your own Private Dock & Beach, Boating, Tubing, Have a family getaway! An Eagle's View, & The Loons” on 200+ ft of PRIVATE, pristine Lakefront property! 2024: Sleeps 16-18, (2025, 2 more Tiny Houses) w/ 2pp/bed, crib, Outdoor 4 Season Hot Tub, Master Jetted Spa, Theatre Room, 2 Fire Pits, 26 Acres *AWD in winter months*. Plenty of parking, camping, 7 Kayaks Lake Mat & More! LakeFront, Family, Views, Boating, Snowmobiles, Fishing, ITS, Dogs, Hiking, Tubing, Weddings

Fun and Sun Cozy Cabin-short walk to beach

Your much needed getaway awaits in this newly renovated cabin, centrally located near the beach, restaurants and Pier with Maine's best amusements. This cozy cabin is perfect for those looking to spend peaceful and lovely time near the white sand beach of Old Orchard. Located on a dead-end street with a hiking and biking trail entrance to the Maine countryside. You'll be comfortable too, comfy bed, A/C, wifi and smart TV, fully equipped kitchen and small outdoor space.