Chalet holiday rentals in Owls Head

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

Modern A-Frame Chalet | Near Acadia - 2BR/2BA

Emerald Pines Chalet sits on Mount Desert Island's Quietside — favored by locals and repeat visitors who know where to go. You're under 5 minutes from trailheads including Beech Mountain, Acadia Mountain, and Flying Mountain, with a short drive to Jordan Pond and Cadillac Mountain. Two bedrooms, two full baths, fully equipped kitchen, and an open living area with high ceilings and forest views. New in 2026: mini-split AC in both bedrooms. Under a mile to Southwest Harbor village.

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 - 2 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!

Mainely Green Lake Superior Recreational Retreat

This gracious three bedroom two bathroom home is the perfect getaway to relax and experience Maine. Our home is located in a secluded area where you right away feel that you are entering a calm and peaceful place. We have tried to make our home as cozy and family friendly as possible. Cozy up by the fireplace and have a wonderful time. In the summer you can enjoy swimming in the lake, hiking, biking, fishing, outdoor bbq, outdoor fire pit and much more.

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.

Poseidon House- Elevated Above the Shore of Southe

Sitting atop a hillside , at the end of a quaint, wooded road you will find Poseidon House. This modern and clean cottage has an elevated perch above the shore of Southeast Harbor in the Penobscot Bay.

Rocky Haven: Tranquil Lakeside Cottage Near Acadia

Rocky Haven: A Lakefront Home close to Bar Harbor and Acadia.