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

Pristine, Peaceful Kingfield Chalet

Just a short 15-20 minute drive from Sugarloaf and 3 minutes from historic downtown Kingfield, this chalet provides a peaceful, private respite after a busy day on the mountain. Our 2BR, 1BA eco-friendly chalet is tucked back from the road, with distant neighbors and fast WiFi. You can be surrounded by nature but only minutes from lovely restaurants, local shops, grocery store, gas station and tons of trails, rivers & lakes for snowshoeing, XC, snowmobiling, hiking, huts, MTB, kayaking & more.

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

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).

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

Welcome to your Union River Bay Waterfront retreat, nestled on a picturesque cove. - 3 Bed 1 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

Piece of Heaven on the Water!

Relax with the whole family at this peaceful waterfront property. Offers fishing, swimming, kayaking, with barbecue area, fire pit, hammocks, and plenty of seating and decking to spread out on. If you enjoy being surrounded by beauty and nature, this location is ideal. The area is frequently visited by Eagles, deer and loons. This quite neighborhood offers a relaxing place to come and unwind with the family. Both hiking and off road trails located nearby at Bear Mountain.

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.

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.

The Tipsy Moose | Ayuh Lakeside Lodge

Situated in the Belgrade Lakes Region of the Kennebec Highlands, the Lodge sits on 5 wooded acres just across the road from Long Pond. The first floor contains an open kitchen, dining & living area, 2 bedrooms & full bathroom with washer & dryer. The upper level has the master bedroom, full bathroom & a loft that overlooks the living area. A large wooden wraparound deck & detached 2-car garage complete the package.

Sea-Scape - Contemporary Home on Penobscot Bay

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.