Chalet vacation rentals in Owls Head

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

Cozy lakeside chalet

Immaculate, cozy and quaint lake side chalet with dock and beach on pristine George’s Pond. Enjoy beautiful sunrises and kayaking on the clean, clear water of the 360 acre pond known for its variety of fish. Comes fully furnished and equipped with all the normal amenities, including a gas grill, large fire pit, 4 kayaks, paddles and jackets to explore the lake. Only 23 miles to Acadia and Bar Harbor, and conveniently located 15 minutes to Ellsworth, and 5 minutes to a small trading post store.

Romantic and Relaxing Waterfront Getaway

Majestic, luxurious chalet overlooking Toddy Pond. Are you looking for the perfect place to share a peaceful and romantic vacation with your loved one? Search no more! Our chalet has everything you need to enjoy a wonderful, relaxing time with each other. Forget the day to day hassles of life. Come and enjoy your own private retreat with all the amenities and comforts of a 5-star hotel but still with the feel of a Maine waterfront camp. We are 10 minutes from a Supermarket & Restaurants

The Guzzle

Bring the whole family to this great place with lots of room for fun. With our chalet style house you will have plenty of space for entertaining. We are located on a dead end road perfect for walks with the family with breathtaking views of the sunset all summer. The hot tub located on the front porch is perfect for stargazing at night! The house is located 23 miles from Ellsworth, 10 miles from Winter Harbor which is home to the ferry terminal that will take you to Bar Harbor for the day!

Acadia area waterfront Chalet on 12 secluded acres

With unobstructed views of Flanders Bay and the islands and mountains beyond, our quaint Chalet sits nestled on 12 acres of unspoiled nature. The three bedroom, knotty pine, pet-friendly Chalet stands just 400 ft. from our beach; you’ll enjoy direct walking access to the Flanders Bay shoreline. Enjoy a scenic 40 minute drive to Acadia National Park and Bar Harbor or just kick back for a peaceful afternoon soaking in the views from the deck or exploring the natural surroundings.

Visit Beautiful Home on Snow Pond

Belgrade Lakes, Maine's premiere lakes region. Beautiful, four season home on 9 mile long, Messalonskee Lake also known as, Snow Pond. Come to experience life the way it should be. Sunrise view, from master bedroom and lakeside deck surrounded by undeveloped wooded shoreline. Swim, canoe and kayak from private dock. Loons, eagles, osprey, and beavers can be your neighbors for a relaxing week at the lake. Open concept kitchen dinning and living room.

Bayfront-kayaks-firepit-grill-king beds-sunsets

Welcome to your Union River Bay Waterfront Retreat, nestled on a picturesque cove. Enjoy relaxing on the back deck, where you can lounge in the hammock or enjoy meals all while taking in the stunning bay views. As the day winds down the back deck and waterfront offer a prime spot to watch the spectacular sunset. A short drive to Acadia and Bar Harbor all while being close to amenities: Walmart, grocery store, restaurants 5-10 minutes away in Ellsworth

Great Timbers Retreat Minutes from Schoodic Park

This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

NEW *Maine Gem* | Sunsets, Hot Tub, Walk to Town!

Step into serenity at this brand-new, contemporary retreat on the shores of Wilson Lake. Tranquil Waters features panoramic lake views, a private hot tub, and a wraparound deck perfect for morning coffee or stargazing. Whether you're unwinding after a day of skiing, paddling, or exploring, this home offers the ideal blend of comfort, style, and nature—perfect for a relaxing getaway in any season.