
Chalet vacation rentals in Owls Head
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Top-rated chalet rentals in Owls Head
Guests agree: these chalets are highly rated for location, cleanliness, and more.

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. The home features 3 bedrooms and 2 bathrooms. The main level is spacious, with the living

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, 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).

Oceanfront water view Spruce chalet at Shore Haven
Spruce chalet is sited on 7 acres and 700 feet of shoreline perched on a bluff overlooking Frenchman Bay with commanding views. Steps to the shore. It is a cozy, comfy, woodsy chalet with a large deck, a wall of windows facing the bay and an open concept a living/dining/kitchen area. All Mt. Desert Island attractions are easily within reach. It includes all the amenities you need for a relaxing, enjoyable retreat on MDI. Well equipped kitchen area, Wifi, land line, Sonos system. 934 sq ft

Waterfront - Bella Vista Villa
Looking to get away from your everyday hustle and bustle??? Look no further. Named “Peace be with you” by one of our guests, this is a wonderful place to disconnect and refresh while enjoying the sounds of Loons. Swimming, boating, windsurfing, water-skiing, tubing, sunning, hot-tubbing, fishing, or simply cruising around the lake exploring all it has to offer. October holds some of the most beautiful foliage outside of the white mountains and November is a hunter's paradise.

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

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.

Walk to Town | Luxury Modern Lakefront Oasis | UMF
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.
Popular amenities for Owls Head chalet rentals
Family-friendly chalet rentals

Charming home near ocean & close to Camden/Belfast

Sea-Scape - Contemporary Home on Penobscot Bay

Sunset Chalet Lakefront Hot Tub Game Room

Mainely Green Lake Superior Recreational Retreat

Bohemian Rhapsody

Oceanfront Retreat 3 miles to Acadia National Park

Walk to Town | Luxury Modern Lakefront Oasis | UMF

Piece of Heaven on the Water!
Luxury chalet rentals

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

Oceanfront, waterview, Birch chalet at Shore Haven

Oceanfront water view Spruce chalet at Shore Haven

Oceanfront Retreat 3 miles to Acadia National Park
Lakefront chalet rentals

Waterfront - Bella Vista Villa

Walk to Town | Luxury Modern Lakefront Oasis | UMF

Cozy lakeside chalet

Sunset Chalet Lakefront Hot Tub Game Room

Romantic and Relaxing Waterfront Getaway

Mainely Green Lake Superior Recreational Retreat

Bohemian Rhapsody

Visit Beautiful Home on Snow Pond
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- Chalet rentals Maine
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- Acadia National Park
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Hunnewell Beach
- Sandy Point Beach
- Bear Island Beach
- Maine Maritime Museum
- Sand Beach
- Lighthouse Beach
- Kebo Valley Golf Club
- Pebbly Beach
- Brunswick Golf Club
- Wadsworth Cove Beach
- Farnsworth Art Museum
- The Camden Snow Bowl
- Spragues Beach
- Narrow Place Beach
- Three Island Beach
- Driftwood Beach