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Sunset Chalet | Lakefront • Hot Tub • Game Room

Tucked along the quiet shores of Belgrade Stream and Messalonskee Lake, Sunset Chalet is a cozy waterfront hideaway designed for connection, comfort, and joy. Whether you’re sipping morning coffee on the deck, unwinding in your private hot tub, or making memories in the game room downstairs, this is a place to slow down, breathe deeply, and just be. Built for couples, small families, or anyone seeking a four-season retreat, Sunset Chalet is where nature meets nostalgia—and every stay becomes a

Rustic Chic Maine Cabin @Diagonair

Woodsy cabin retreat is a favorite of couples visiting Maine for the first time. * Pet-friendly Maine cabin with luxurious appointments on 12 acres of woods and blueberry fields * One hour to Acadia National Park; 15 minutes to shopping, hiking, swimming * Open-plan kitchen/sitting room with new appliances and sleek gas fireplace * Large screened porch, rocking chairs, chaise * Loft bedroom with full bed, fluffy pillows, new linens * WIFI, streaming Roku TV, gas grill, stocked bar * EV charger

Lovely 3Bdrm Home w/ AC & BBQ 10min to DT Portland

Enjoy your visit to Portland at our beautiful, newly renovated home, equipped with everything for a perfect, stress-free stay! This spacious, stylish house has lots of natural light, a fully-fenced backyard with a firepit and BBQ, laundry, a full kitchen, and a double farmer’s porch! There is a desk and wifi, perfect for guests working from home! Get to downtown Portland in 10 minutes, where you will find coffee shops, great bars and restaurants, museums, shopping, and plenty more to explore!

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). Starting January 2025 we will no longer allow pets.

Rockwood fireplace/jacuzzi cottage w/ bay views

Penbay views out to the islands and set on the side of Mt Battie next to Camden Hills State Park, this fireplace/jacuzzi cottage is the perfect stay for a long weekend year round! You'll have a private entrance and easy access to town which is only half a mile away. Hike right from the cottage to the summit of Mt Battie or Mt Megunticook using the Sagamore Farm trail behind the property. Enjoy the distant Penobscot Bay views and watch the schooners sail by the Fox Island Thoroughfare.

Falmouth 3br near Town landing

Enjoy the rocky coast of Maine with lobster rolls on Town Landing pier. Watch the Lobster fishers work and buy fresh lobster right off the boat. With Portland Maine’s iconic Foodie city with artisan brewers and fun dining and night life just down the road. (6.6 miles) Our classic New England Cape home is the perfect place to meet family and cook and eat around the counter in our amateur chef’s kitchen. Crack some fresh Lobster from Shaws on Rt One they are happy to cook them for you.

Naughty Dog Private Island Log Cabin

Be all alone on this remote island with 1400 acres of Annabessacook Lake as your backyard. It's the Micro Island featured in Jon B. 2022 videos. Enjoy pristine surroundings, a rustic, off-the-grid log cabin, with solar lighting and a hot shower. Swimming, boating, fishing, birding, and relaxing by the fire - do it all (or not). Prepare for adventure! Pack light: Bring your vacay clothes, pups, favorite food, & be ready for a blissful, private island.

Kate-Ah-Den Cabin, a soul soothing escape.

Secluded & artistically built - a cozy cabin on top of Hampshire Hill. Relax and enjoy the views, take time to hear yourself think, or go explore 75 acres of private woods w 2 miles of private trails. 10 minutes from downtown Belgrade Lakes & public beaches on Long Pond & Great Pond. Close to Kennebec trails, snowmobile trails, Farmington & Augusta. 1 hr south of ski resorts. Great for stopping for 1 night or for taking a week to escape from the world.

Lakeside Retreat House: Fire pit + Lake + float

Welcome to our Lakeside Retreat House, located just an hour away from the breathtaking Acadia National Park and conveniently close to the bustling Bangor area. This family-friendly house offers a peaceful getaway for nature lovers, providing a serene lakeside setting for a memorable vacation and a rejuvenating retreat. Its central location gives you easy access to nearby outdoor adventures. Ice Fishing and snowmobiles are a must in the winter!