House vacation rentals in Boothbay

Maine Cottage/Your Year-Round Destination

The Stowaway sits on 5.5 private acres atop a hill with breathtaking waterviews from every level. This pet-friendly, 3 story home offers 4 bedrooms, 3 baths & sleeps 8. Perfect for family getaways, milestone celebrations or relaxing escapes, the cottage combines comfort & style! The carriage house sleeps 4 more & together the property can host events of 50-150 guests (event fee $9000). Explore Maine's beauty year-round from summer by the sea, to colorful fall foliage, to snowy winter holidays.

Modern Coastal Bungalow • 3BR/2BA • Walk to Town!

Unwind in this serene, renovated 3BR/2BA bungalow in Boothbay Harbor—just a short walk to town. Designed for rest and relaxation, this retreat offers coastal-inspired interiors, spa-like baths, an outdoor shower, and water views overlooking Mill Cove. (there are water views, but no direct water access). Curl up with a book, stroll to the harbor, or simply slow down and breathe. Every detail helps you relax, recharge, and enjoy the quiet beauty of the Maine coast. The perfect getaway awaits you!

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Five Islands Waterfront Retreat

Your ultimate Maine vacation home: Five Islands charm, modern comfort & ocean views. Escape to Five Islands, in our newly renovated home. Designed for relaxation, this property boasts a custom kitchen, expansive deck, air conditioning, and panoramic views of Five Islands. Enjoy unparalleled convenience: 30 second stroll puts you at Maine's iconic Lobster Shack, a public dock, kayak rentals, and a general store. Perfect for families, couples, or anyone seeking a Maine coastal experience.

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

The Happy Harbor House! Walk to town!

The Happy Harbor House - your ultimate harbor retreat! Newly renovated in the coastal design style, located on one level, with all the modern amenities you could hope for. This 3 bedroom 2 bathroom house is an oasis for families, friends or couples looking for a fun & cheerful stay. Although not on the water, you'll be a 2 minute walk to the head of the harbor, Opera House & 3 waterfront restaurants. And a mere 5 minute walk to shops & waterfront attractions in charming Boothbay Harbor.

Mainelandia! Stunning New Waterfront Home!

Welcome to Mainelandia, a stunning new home nestled on the edge of Pleasant Cove. This stylish cottage beautifully blends modern aesthetics with the natural charm of coastal Maine, offering a serene and secluded retreat. Enjoy water and woodland views throughout, along with all-new furniture and cozy beds with luxurious linens. Our tidal dock provides access to Pleasant Cove, which is a great spot for kayaking. Just 5 miles from downtown BBH, Mainelandia is your ideal Maine getaway.

Renovated home with amazing waterfront views

Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). We accept either one dog or one cat.

Pinkham Cove - Water Front Cottage

Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

137 Shore Road Ocean Point view now with WiFi

Beautiful sunny home with beautiful view and spectacular sunsets. Ocean is just a stones throw away. Walking distance to fine dining at the Ocean Point Inn. A small beach is a mile down the road. Water access along ocean point road just a short walk away. Only 10 minutes from beautiful Boothbay Harbor. Also available for rent on the same property is a 2 bedroom unit that can sleep five. Check our listing at 141 shore road, East Boothbay (Ocean Point)

Cozy Midcoast Island Cottage

Unplug, unwind, and experience the true essence of Midcoast Maine. Nestled in the quiet woods of historic Westport Island, our cozy cottage offers a peaceful sanctuary surrounded by tidal inlets, towering pines, and abundant wildlife. Enjoy complete privacy with easy bridge access to the mainland. The perfect balance of seclusion and coastal convenience. Midcoast Maine harbors, lighthouses, beaches, and local seafood spots are just a short drive away.

Perched atop the Coast of the Atlantic Ocean

Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.