Holiday rentals in Lily Oak

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Top-rated holiday rentals in Lily Oak

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Guest favourite

Guest suite in Kimberley

4.93 out of 5 average rating, 543 reviews

The Post Office Motel & Spa in the ❤️ of Kimberley

*Hot Tub coming May 8/2024* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

Guest favourite

Guest suite in Chatsworth

4.85 out of 5 average rating, 350 reviews

Settler's Loft in Log Home

This charming original log home is set amongst rock fences and mature maples on 80 acres of reforested farmland. This two-storey suite sleeps up to 5 guests, has 2 bedrooms, 4-piece bathroom, kitchenette, living area, deck, & private balcony. Trails for exploring, campfire ring, and large grassy area for outdoor games. Brand new AC system. Very close to OFSC snowmobile trails. (Note - barn access is for weddings only) NO pets >> 40 minute drive to Blue Mountain; 30 minutes to Lake Huron beaches

Guest favourite

Tent in Chatsworth

4.99 out of 5 average rating, 101 reviews

Beautiful private glamping escape in the country!

Beautiful glamping escape in the country! Welcome to your own private retreat nestled against the Niagra Escarpment. Your campsite is located on a 100 acre wooded property and is a nature lover’s paradise. Walking trails are located throughout the property and the Bruce hiking trail is nearby. Our property is conveniently located to access all of the activities and sites that this area has to offer-Georgian bay, numerous waterfalls, the Grotto and Collingwood. NEW-OUTDOOR HOT WATER SHOWER

Guest favourite

Bungalow in Georgian Bluffs

4.98 out of 5 average rating, 101 reviews

A Naturalist's Paradise - Shepard Lake waterfront

Located on a tranquil, private, inland lake on the base of the Bruce Peninsula. Spacious apartment (lower level of bungalow-one unit, no shared spaces), perfect getaway for outdoor enthusiasts. Very private location with secluded sitting area, yard & dock. Boats are exclusive for your use. Enjoy fishing/bird watching. Close to hiking trails, golf courses & beautiful beaches for swimming just minutes away. Relax on the dock, read, BBQ & enjoy campfires. See our "host guidebook" in the ad.

Guest favourite

Guest suite in Meaford

4.98 out of 5 average rating, 175 reviews

Quiet Country Setting near Walters Falls & Meaford

Enjoy a quiet country retreat in a recently-constructed suite on a working farm. You'll enjoy beautiful valley views and bright starry night skies from your private deck, equipped with two deck chairs and a gas grill. Inside, you'll have a fully-equipped kitchenette, comfortable sitting area with sofa-bed, and queen-sized bedroom Situated within 5 minutes of Walter's Falls, our suite is centrally located for day trips to Blue Mountain, Tobermory, Sauble Beach, Lion's Head and much more!

Guest favourite

Guest suite in Kimberley

4.96 out of 5 average rating, 178 reviews

"Wine Down" in Scenic Grey Highlands

Join us at “Wine Down”, our beautiful property located on the highlands of the Beaver River Valley, just minutes away from all that Georgian Bay and the Blue Mountains have to offer. It is a very private 1 acre property with an incredible view of water, escarpment and wildlife. Enjoy more than 1,000 sq. ft. of living space including beds for 5, fully equipped kitchen, dining area, living room with large screen TV and full bathroom. Your hosts live on sight in the main level of the house.

Guest favourite

Cabin in Kimberley

4.99 out of 5 average rating, 361 reviews

Kimberley Creek Cabin

Kimberley Creek Cabin is located in Kimberley, Ontario on a 2 1/2 acre lot surrounded by an old growth forest with a stream running through the property. If you are looking to connect with nature and you enjoy upscale facilities, then this special vacation spot gives you the best of both worlds. Nightly rate includes HST. We are close to hiking, cycling, canoeing, golfing, winter sports, spas, art studios, and fine dining, or simply relax by the firepit or on one of two private decks.

Guest favourite

Cabin in Owen Sound

4.97 out of 5 average rating, 227 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

Guest favourite

Guest suite in Neustadt

4.98 out of 5 average rating, 245 reviews

Large Guest suite with sauna, in the country!

Enjoy a relaxing stay in the country just minutes from Hanover. Our farm is situated on 60 acres of organic cropland. The bright, spacious walkout basement with a sauna, and a large private back yard with a patio is yours to enjoy. Hike the trails in Grey county, visit shops in surrounding towns, enjoy a festival, tour the farmers markets or visit the beaches of Lake Huron and Georgian Bay. We are close to snowmobile trails, snowshoeing trails and ATV trails a large tobogganing hill.

Guest favourite

Chalet in Grey Highlands

4.94 out of 5 average rating, 106 reviews

Private 5 Acre Chalet with Bunkie & Sauna

An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

Guest favourite

Cottage in Elmwood

4.97 out of 5 average rating, 109 reviews

Little Red Cabin on the River

Bright and cozy, open concept cabin retreat overlooking Styx river in beautiful West Grey. Relax next to a quiet river on a large lot with elevated deck, natural wood-burning fire pit and BBQ. This all season get away is 2 hours from Toronto, perfect for small families or a small group. Recently updated, this cabin features simple, modern decor with a fully furnished kitchen for home cooked meals and baking. Also now includes WiFi and an outside wood burning, cedar barrel sauna.

Guest favourite

Guest house in Neustadt

4.92 out of 5 average rating, 305 reviews

Bunkie in the Country

Now Open! The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. We have 2 large dogs on site (live in the house). For allergenic reasons and safety of other animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!