Vacation rentals in Lily Oak

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Top-rated vacation rentals in Lily Oak

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Guest favorite
Home in Meaford
4.87 out of 5 average rating, 532 reviews

Beach House Hideaway by Post Office Motel *HOT TUB

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Top guest favorite
A spacious glamping tent is set on a wooden platform surrounded by trees. The tent features an open entrance and is complemented by outdoor seating with two blue chairs. Natural light illuminates the interior, creating a welcoming environment.
Place to stay in Holland Centre
4.99 out of 5 average rating, 146 reviews

Greyridge Glamping "Paradise Island " Retreat

Grey Ridge Glamping "Paradise island" is a unique small island surrounded by clear running water from our beautiful stream. There are winding paths & bridges that lead to tent. Featuring a King Size bed, seasonal propane heater, wing-back chairs ,solar lighting and cell phone chg. station. Outdoor washroom facilities in its own enclosed structure. As well an “open to the sky” cedar lined hot water shower. Cooking station with wash and Prep areas. Perfectly suited for a couples private getaway!

Guest favorite
A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.
Dome in Utopia
4.95 out of 5 average rating, 272 reviews

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Top guest favorite
A modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.
Cottage in Southgate
4.99 out of 5 average rating, 176 reviews

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Top guest favorite
Two glasses of rosé wine sit on a decorative table, capturing sunlight against a backdrop of rolling hills. The landscape features vibrant autumn foliage in shades of orange and yellow, with a clear blue sky and wispy clouds visible above.
Place to stay in Chatsworth
5 out of 5 average rating, 130 reviews

Secluded Cabin overlooking Valley.

Our comfy one-room cabin sits on the edge of 40 wooded acres, overlooking a pastoral valley. Enjoy a relaxing breakfast (included) on the deck while taking in the countryside view, and in the evening, lose yourself in the deep, dark, star-studded sapphire sky. A great home base as you experience the area - hiking beaches, waterfalls, cideries, vineyards and wineries. See more things to do at visitgrey. ca. Or stay put and enjoy your secluded getaway. Read a book, take a hike, or have a nap.

Guest favorite
A charming A-frame cabin stands amidst lush green trees, with expansive glass doors opening to a wooden deck. Comfortable seating arrangements are present, complemented by planters filled with blooming flowers, creating a serene and inviting outdoor space.
Place to stay in Southgate
4.99 out of 5 average rating, 284 reviews

Aframe cabin by babbling brook with sauna & hottub

Cabin partially OFF GRID in winter months (Nov 1-May 7) No running water/shower/indoor bathroom at this time. Water is provided with water dispenser/maintained outhouse *Wood hot tub replaced in 2025 with nordic spa *Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road *Wood stove remains off-limits during the summer season (June-September). Wood & kindling provided for fall/winter use *No firewood provided for firepit/guests to pick up

Top guest favorite
The entrance of a yurt is featured, showcasing a wooden deck with a decorative orange door. The circular structure is surrounded by lush greenery, highlighting the natural setting. Soft light filters through the trees, creating a peaceful outdoor environment.
Yurt in Meaford
4.99 out of 5 average rating, 194 reviews

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Top guest favorite
A tranquil cabin is nestled among tall trees in a lush forest. A clear path, lined with smooth stones, leads to the cabin's entrance, which features a welcoming front porch. Sunlight filters through the trees, illuminating the natural surroundings.
Cabin in Kimberley
4.98 out of 5 average rating, 417 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.

Top guest favorite
A rustic wooden bridge spans a gently flowing stream, surrounded by lush greenery and tall trees. A manicured lawn is visible in the background, featuring multiple seating options. The water reflects the natural landscape, enhancing the serene ambiance of the setting.
Cabin in Kimberley
4.99 out of 5 average rating, 96 reviews

Private Luxury Creekside Cabin with Sauna

Exclusive luxury retreat! Creekside Cabin is the perfect couples escape to nature! This newly renovated gem is nestled in the forest calling you to unwind, refresh and to rejuvenate. Creekside is a fully licensed private property will instantly welcome you with peaceful sounds of cascading streams and waterfalls. Surrounding the beautiful pond, the forest setting is home to an array of wildlife including spotted deer, blue heron and even the beautiful snowy owl casually passing through.

Top guest favorite
Chalet in Berkeley
5 out of 5 average rating, 67 reviews

Elderado A-Frame Chalet | 25-Acres & Soaker Tub

Welcome to Elderado’s 3-bedroom, 2 bathroom A-frame retreat in Berkeley, Ontario. Located in the heart of Grey Country and central to many wonderful attractions. This getaway offers you access to many wonderful activities while maintaining a quiet and peaceful vacation spot. There’s something to do all four seasons of the year! After your summer outing, curl up in a loft chair with a good book. After your winter skiing adventure, turn on the two fireplaces or relax in the soaker tub.

Top guest favorite
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 396 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Guest favorite
The exterior of the shipping container features a welcoming entrance with a solid door and two windows. A small wooden deck is present, leading to a picnic table beside a gas grill. Potted flowers add a touch of color to the outdoor space.
Shipping container in Berkeley
4.93 out of 5 average rating, 107 reviews

Shipping container getaway in small country town

Walnut Grove is a 20-foot shipping container that has been lovingly assembled to showcase the restful, unhurried country life of small town Berkeley. Located two hours north of Toronto, this tiny home has plenty of natural light and all the amenities for a modern glamping experience. An ideal space for couples to unwind and explore the local lakes, rivers, waterfalls, and hiking trails (feel free to borrow our complimentary canoe!). Wi-Fi, fire pit, and free parking are available.

Popular amenities for Lily Oak vacation rentals

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