Cottage vacation rentals in Lion's Head

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Top-rated cottage rentals in Lion's Head

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Guest favorite

Cottage in Meaford

4.93 out of 5 average rating, 168 reviews

Cosy and modern cottage on beautiful Georgian Bay

Enjoy panoramic views of Georgian Bay from this charming modern cottage on Paynter's Bay. Only eight minutes from Owen Sound, our cottage also borders on the quiet and beautiful Hibou Conservation Area where you can enjoy birding, hikes in forest and shoreline, and a great sandy beach and modern playground for the kids. Cuddle up next to the gorgeous modern Morso woodstove. Adventure awaits you with lots of skiing, biking, snowmobiling and the waterfall wonders of the Niagara Escarpment nearby.

Guest favorite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 231 reviews

Charming riverside cottage, walk to beach

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Guest favorite

Cottage in Northern Bruce Peninsula

4.94 out of 5 average rating, 195 reviews

Glamping Cabin Nature Retreat

License #STA-2024-59 4 PEOPLE MAXIMUM. Best suited for Families and Couples. Quiet Neighbourhood- no parties/loud noise This cute &cozy “glamping” cottage is located in beautiful Miller Lake and within walking distance to Lake Huron access. Sleeping 4 people this small space comes with all the comforts needed for an amazing, quiet and cozy holiday! Unwind and decompress from the stresses of busy lives with the sounds of nature and the simpler joys of life at this “unplugged” cottage

Superhost

Cottage in Tobermory

4.88 out of 5 average rating, 112 reviews

7BR near Tobermory w/Golf Sim, Game Room & Hot Tub

Escape to a world of peace and tranquility at our private and secluded farmhouse-style cottage located in Wiarton. Surrounded by lush trees, this cottage offers the perfect retreat for families or friends. It's the ideal place for making memories. Great entertainment space, hot tub, NEW GOLF SIMULATOR and a cozy fireplace to gather around. On warm nights, relax on the large patio deck and gaze at the stars. This is a place you won't forget and will want to return to again and again.

Guest favorite

Cottage in Tobermory

4.88 out of 5 average rating, 128 reviews

Whispering Cedars

Our cottage is located on Larry's Lake in Dorcas Bay. The cottage is quiet, private, on a shallow inland lake with dock. Relax in the evening by the fire pit and enjoy the beautiful sunsets from our westerly view. The Bruce Peninsula is renown for it's unique orchids and 1000 year old dwarf cedars. We hope that you enjoy our cottage's beautiful surroundings. You are located 15 minutes from downtown Tobermory and all amenities as well as minutes from entrance to both National Parks.

Guest favorite

Cottage in Lion's Head

4.91 out of 5 average rating, 146 reviews

Myles Bay Cottage

Beautiful, quiet, private setting steps from the water and gorgeous sandy beach. Cottage is located near Lions Head ON on Myles/Stokes Bay. Boat launch close by (free government dock) one concession south, Lions Head Marina on east side of peninsula, or gradual entry steps away is good for canoe, kayak, or jet ski entry. Nicely finished interior for all your vacation needs. Available for full weeks, Sat-Sat, July & August (check in/out day is Saturday). Permit: STA-2024-283

Guest favorite

Cottage in Flesherton

4.94 out of 5 average rating, 138 reviews

All-Season Cottage on the Lake

An entire cottage all to yourself right on the water of Lake Eugenia in the Grey Highlands. This fully furnished 3-bedroom cottage is equipped with a brand-new kitchen, appliances, wood burning stove, furnace and water heater. You'll also have FREE access to unlimited WiFi, so you can work or stay in touch, when needed. Our cottage is suitable for a great get-away with any group, family or friends who are looking for a peaceful and enjoyable holiday from their busy lives.

Guest favorite

Cottage in Lion's Head

4.87 out of 5 average rating, 101 reviews

Cape Chin Cottage

A cute 2 bedroom cottage on the shores of Georgian Bay awaits you. Explore The Bruce Peninsula while staying at this cosy beach front property. Cottage has 2 decks for your relaxation and getaway from city life. Close to the Bruce Peninsula National Park, Tobermory and Lions Head. Please note that only accepting one week rentals for July and August. Saturday to Saturday rentals only. Weekends with minimum 3 night stay for June, September and October.

Guest favorite

Cottage in Grey Highlands

4.92 out of 5 average rating, 157 reviews

Hilltop garden cottage

enjoy a relaxing stay at a rustic family cottage with open concept for entertaining.relax in front of the fireplace with a glass of wine.Enjoy a morning coffee on the upper deck with a views of the gardens and lower deck for your family dinner in a peaceful setting . 2 minute walk to the lake at beach and boat launch or enjoy the many hiking trails including the Bruce trail with stunning views of Beaver Valley with local water falls.

Superhost

Cottage in Tobermory

4.95 out of 5 average rating, 120 reviews

The Kickback (Private Beach)

Booking 2025! Scenic, tranquil waterfront cottage located on the shores of Lake Huron near Tobermory. Unique property features a mix of sand & rock & over 120 ft of shoreline. 7-10 minutes to town & popular attractions: Bruce Peninsula National Park (Grotto), Little Cove, Singing Sands & Flower Pot (by boat). 2 night off-season min 7 night (Friday check-ins) high-season end of June to early Sept Max occupancy 6 (4 adults 2 kids)

Superhost

Cottage in Tiny

4.86 out of 5 average rating, 219 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

THIS IS NOT a waterfront cottage, but it includes a separate PRIVATE gated beach LAKEFRONT property for your EXCLUSIVE USE! Our private two-acre gated beach at Marks Point, the western tip of Thunder Beach, is ten minutes by car from the cottage. The second beach option (public) is the unsurpassed 3km sand Thunder Beach, 5 minutes by foot! The cottage is on our private 100 acres.

Superhost

Cottage in Lafontaine

4.83 out of 5 average rating, 237 reviews

Beach house (with pool open May-Oct)

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay! Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.