Vacation rentals in Lily Oak

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Top-rated vacation rentals in Lily Oak

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Guest favorite

Guest suite in Chatsworth

4.85 out of 5 average rating, 349 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

Mar 12 – 19

G$22,341 GYD per night

Guest favorite

Guest suite in Kimberley

4.93 out of 5 average rating, 540 reviews

The Post Office Motel & Spa in the ❤️ of Kimberley

One-of-a-kind relaxation escape located in the charming village of Kimberley! Just 1.5hrs North of Toronto, 20 min to Blue Mtn skiing, mtn top skating and the Village. The Kimberley downtown is something from the movies. Imagine getting out of your car and walking straight into the scene of a warm and cozy snow globe. You can watch the seasons come & go while taking in the valley views. Head outside to enjoy marshmallows by the fire, amidst this whimsical fortress. Bruce Trail access @ the door

Dec 31 – Jan 7

G$36,893 GYD per night

Guest favorite

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

Jul 6 – 13

G$27,879 GYD per night

Guest favorite

Guest suite in Meaford

4.98 out of 5 average rating, 174 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!

Sep 16 – 23

G$25,024 GYD per night

Guest favorite

Guest suite in Kimberley

4.96 out of 5 average rating, 177 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.

Jul 9 – 16

G$15,524 GYD per night

Guest favorite

Cabin in Kimberley

4.99 out of 5 average rating, 358 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.

Oct 4 – 11

G$39,558 GYD per night

Guest favorite

Guest suite in Neustadt

4.98 out of 5 average rating, 242 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.

Jun 16 – 23

G$18,661 GYD per night

Superhost

Tiny home in Meaford

4.85 out of 5 average rating, 255 reviews

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared pool available for the summer months with possibilities of covid restrictions. INTERNET just upgraded!

Oct 29 – Nov 5

G$21,001 GYD per night

Guest favorite

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.

Jul 8 – 15

G$26,161 GYD per night

Guest favorite

Guesthouse in Neustadt

4.92 out of 5 average rating, 303 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!

Apr 11 – 18

G$11,335 GYD per night

Guest favorite

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.

Mar 12 – 19

G$35,789 GYD per night

Guest favorite

Guest suite in Holland Centre

4.97 out of 5 average rating, 193 reviews

Dragonfly Hollow bnb

Nature lovers, Come experience the natural beauty of the Grey-Bruce region. Our home is in a very quite natural setting surrounded by trees. In summer explore the many lakes, beach or waterfalls . Hike the Bruce trail, or one of many others; good for ATVing, Scenic Motorcycle Routes. Fall is especially beautiful, the hills and valleys fill with vibrant colours. In winter, enjoy cross-country, downhill skiing, snowboarding, skidooing. Blue Mountain only a Scenic 40 mins away.

Mar 12 – 19

G$17,424 GYD per night