House holiday rentals in Boothbay Harbor

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.

Value · Family · Condition

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!

Location · Value · Laundry

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.

Family · Location · Layout

Boothbay Harbor Cape | Walk to Town | Harbor View

Enjoy a relaxing coastal getaway in this charming Cape-style home on the east side of Boothbay Harbor. Walk to town for dining, shops, and waterfront fun, then unwind on the sunny enclosed porch with harbor views. This home features an upstairs king bedroom, a family-friendly second bedroom, two baths, a well-equipped kitchen, A/C, and parking. With cozy interiors, outdoor space, and thoughtful amenities, it’s the perfect base for a Maine escape. Professionally managed by Rocky Coast Rentals.

Location · Family · View

Modern home on Southport Island

Modern 3 bed, 3 bath home sleeps 6 comfortably. Water views of Decker Cove from all bedrooms, easy walking distance to Robinson's Wharf & Restaurant. Luxury indoor/outdoor space with fire pit, gas grill, hard top gazebo, and 40 foot Farmers porch overlooking Decker Cove. Bring a boat and launch at the public launch 1/2 mile away! Central Air Conditioning, Radiant Heat, Gas Fireplace, Open Concept Living Dining and Kitchen with gas range, dishwasher, built in microwave and coffee station.

Family · Location · Quiet

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.

Location · Family · Comfort

Gorgeous Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Location · Value · Sleep quality

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.

Value · Family · Bathroom

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!!

Location · Family · Pets

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)

Value · Location · Nearby

In Town Splendor at Castle Rock, Brunswick

Castle Rock is a captivating 3-bedroom, 3-bath family retreat offering waterfront views and convenient in-town living. Immerse yourself in the charm of Brunswick’s scenic surroundings with a 3-mile paved bike path along the Androscoggin river, where eagles soar and sturgeon jump. In a short walk into town, you’ll find all of the restaurants and the activities associated with a college town, with the prestigious Bowdoin College just a mile away.

Family · Location · Bathroom

Tranquil Woodland Retreat + Private Beach Access

SPECIAL - Book during November & December and receive 2 FREE tickets to Gardens Aglow!!! Escape to this tranquil forest cabin near Boothbay Harbor! Nestled in the peaceful Sprucewold community, this cozy retreat sleeps 5 and offers private beach access, a king suite, full kitchen, games, and a forest-view deck with grill. Just 1 mile to downtown shops, seafood, and harbor walks. The perfect mix of coastal charm and woodland serenity awaits!

Family · Location · Beach