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Meadowcroft Farm: Private & Sunny Loft Apartment

Totally private and convenient to backroad or coastal adventure. Your perch at a working hillside sheep farm and Seacolors Yarnery. Easy east/west access and paved road. Farm vacation, without getting dirty, unless you want to... Create your own itinerary, dark skies, incredible sunsets. Questions about fiber farming? Tagalong and ask away! Called Cuckoos Nest for the two who’ve flown. Can you find the nests? Self contained with modern kitchen and bath. A great place to make memories.

Downtown Apt - 3 Beds, 1.5 Baths, River View

Charming upper duplex with private entrance, 1.5 baths, granite countertops, and wide wood floors. Features a fully stocked kitchen, dining area, and desk space—ideal for short or extended stays. Relax in the cozy living room with fireplace or deck with grill & views of the Kennebec River and park. Coffee & tea provided. Guests have access to year round hot tub next door. Just 2 blocks from downtown Hallowell’s pubs & restaurants. Bicycles/kayaks available in season for stays of 2+ nights.

Peace in Pemaquid - Ocean Sunsets & Stargazing

This spacious but cozy, inexplicably peaceful home is a quick jaunt from Pemaquid Beach and the Pemaquid Point Lighthouse. The windows overlook Pemaquid Harbor to the west, which means glorious sunsets over the ocean. The surrounding area has countless options for swimming, hiking, kayaking, and exquisite Maine cuisine, not to mention local art galleries and shops. This charming updated home features a furnished screened porch for bug-free relaxing and a backyard that's ideal for stargazing.

East Boothbay Guest Suite on Little River.

This unit is a separate guest suite in the basement of my home. You have a private entrance with parking right near the entrance. Kitchenette has microwave, full sink, toaster oven, hot plate, crock pot, fridge, coffee maker, dishes, and ample counter space/cabinets, and gas grill (NO STOVE). Property is in a quiet neighborhood on Little River, with kayak access at the community dock. It's a quiet neighborhood in East Boothbay but near everything the Boothbay Region has to offer!

Historic Home by 1774 Inn w/ EV Charger

A year round retreat in this beautifully restored late-nineteenth century home with the convenience of twenty-first century living. Located across the street from The 1774 Inn wedding venue. Perfect retreat for your wedding guests. Just a few minutes drive to Popham Beach and conveniently located across the street from the 1774 Inn. A short walk brings you to Center Pond, a time honored swimming spot. Eco-conscious travelers will love the complimentary Level 2 EV Charging Station.

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.

Cozy log cabin on private pond, near Reid St Park!

Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!

Relax in this 3BR “Gem of a Stay” •Pool •Grill

Feels like home from the moment you arrive—clean, cozy, and thoughtfully prepared for a relaxing stay. Enjoy a spotless space with everything you need, plus extra touches guests consistently rave about. Unwind in a peaceful setting and take advantage of the heated pool, BBQ grill, and outdoor space perfect for families after a day exploring the area. Nestled on a three-acre lot in a quiet neighborhood, this apartment is attached to the host’s home near the town of Gardiner.

Hallowell Hilltop Home with Hot Tub & Sauna

Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Captain Fuller House: Boat Builders Retreat - Main

Wake up to sweeping views of Linekin Bay at this pet-friendly coastal retreat . Nestled in a quiet neighborhood, the home sleeps 6–8 guests with three bedrooms and two full bathrooms, perfect for families or small groups. Enjoy peaceful waterfront scenery, fresh ocean air, and easy access to Boothbay Harbor. Modern comforts include an on-site EV charger, while classic Maine charm makes it an ideal place to relax, recharge, and enjoy life by the bay—paws included.

Farnham Point Retreat

New modern apartment over garage. Brand new patio and fire Pit area. Nestled in the woods. 10 minutes from downtown scenic Boothbay Harbor and Botanical Gardens. Near Carriage House Restaurant. Near Ocean Point. Large walk-in closet. Two large flat screen TVs. BBQ Grill, Fire Pit, and outdoor Dining area with table and chairs. Corn hole and ring toss games. Firewood in the shed for guests. Outlet for EV charger available for small fee, upon request.

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.