Chalet holiday rentals in Owls Head

Oceanfront, waterview, Birch chalet at Shore Haven

Birch chalet is perched on a bluff overlooking Frenchman Bay on 7 acres with 650 feet of shoreline. Commanding views of the bay and steps to the shore. It is a cozy, comfy chalet with a large deck, a wall of windows facing the bay, and an open concept a living/dining/kitchen area. All MDI attractions are easily within reach. It is appointed with all the amenities you need for a relaxing, enjoyable retreat on Mt. Desert Island. Well equipped kitchen area, Wifi, land line, Sonos system. 934 sq ft

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, and paddle board 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

Oceanfront Retreat 3 miles to Acadia National Park

A lovely 2 BR waterfront cottage near Bar Harbor that sleeps 6 is in a wonderful park-like, oceanfront location with a large lawn area and a spectacular wide, flat beach; Cole Cottage (and sister Cross Carriage House) are in a unique and beautiful place to really experience Mt. Desert Island's natural environment. The property is only three miles from the main entrance to Acadia National Park. (the 2 BR carriage house is optionally-available to rent. Together the two units sleep up to 10).

Bright Quietside Chalet Near Acadia

Emerald Pines Chalet sits on Mount Desert Island’s Quietside, known for its quieter pace and easy access to Acadia. Under 5 minutes from Beech Mountain, Acadia Mountain, and Flying Mountain trailheads, with Jordan Pond and Cadillac Mountain a short drive away. Two bedrooms, two full baths, fully equipped kitchen, and a bright open living space with high ceilings and forest views. New in 2026: mini-split AC in both bedrooms. Less than a mile to Southwest Harbor village and restaurants.

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

Welcome to your Union River Bay Waterfront retreat, nestled on a picturesque cove. - 3 Bed 2 Bath - Bar Harbor - 30 min - Acadia - 25 min - Kayaks - 3 singles, 1 double - Back deck with Bay views and Sunset views - Back deck with dining table, 2 rocking chairs - Waterfront Access and Seating - Firepit - Propane Grill - Hammock - Indoor propane fireplace - Well stocked kitchen - Schoodic Peninsula - 45 min - Walmart, groceries, restaurants 5-10 minutes away in Ellsworth

Sunset Chalet Lakefront Hot Tub Game Room

Tucked along the peaceful shore of Belgrade Stream, Sunset Chalet is a private, waterfront escape designed for cozy connection and quiet joy. With a hot tub beneath the trees, a warm fire flickering inside, and a playful game room downstairs, it’s the perfect space to unwind and make memories. Whether you’re celebrating a honeymoon, anniversary, or enjoying a relaxed family getaway, Sunset Chalet offers a setting that feels both special and deeply comforting.

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.

Private Retreat w/Lodge, In-Law, Fire Pit & Beach!

Our cozy property offers a spacious peaceful retreat including a lodge, in-law apartment and a cabin with stunning views from the beach! Enjoy modern amenities including a large equipped kitchen, on site laundry, comfortable living spaces, indoor fireplaces, a relaxing outdoor patio and a large fire pit area. Perfect for a weekend getaway or extended stay, Pleasant View Vacations is your home away from home. Book now for a memorable vacation experience!

Seascape- Contemporary oceanfront home located on

Seascape is a contemporary oceanfront home located on the banks of Penobscot Bay in scenic North Deer Isle. This A-frame house boasts a wall of large, west-facing windows that flood the space with natural light, highlighting the home’s original design and craftsmanship. Enjoy the stunning views from many of the home's interior spaces, the seaside yard, or the wraparound deck while vacationing at Seascape.

Charming home near ocean & close to Camden/Belfast

Cozy coastal home within walking distance of Ducktrap Beach in Lincolnville. Enjoy a relaxing stay at our house situated on 5 private acres of wooded trails, 1/3 mile from a public beach. Private location with spacious deck and open yard, bordered by a meandering stream, beautiful Maine pine trees, wild flowers and ferns. 15 minutes to Camden or Belfast & 1.5 hours to Acadia National Park.

Private Seaside Chalet in Deer Isle

Galileo Getaway is a three bedroom, two bathroom chalet style home situated on 5.5 acres of well groomed property. Galileo provides a spacious, open concept floor plan which leaves the kitchen, dining room and living area open to one another making coming together for family time, easy and comfortable.