Holiday houses in Rob Roy

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Top-rated holiday rentals in Rob Roy

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Top Guest favourite

Tiny home in Kimberley

4.98 out of 5 average rating, 153 reviews

Hand-Crafted Cabin in Stunning Beaver Valley

Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

Top Guest favourite

Barn in Eugenia

4.98 out of 5 average rating, 185 reviews

Blue Barn Bed n Bale / Blue Mountain

2 q beds. Main bunky bed, 1 bedroom (please inform if second bed is needed) A relaxing, peaceful farm stay on a working farm with or without your horses. Bright clean bunky built in 2016 in our 160 year old barn. The space is new, cozy and offers a chance to spend hours of time with your horses or ours. Nothing like having coffee with the horses.We back on to 30,000 acres of trailed crown land and the Kolapore Trails lending itself to horseback riding, hiking, snow shoeing, mountain biking.

Top Guest favourite

Place to stay in Wasaga Beach

5 out of 5 average rating, 309 reviews

Newly Built Woodsy Retreat - Your Perfect Escape

Welcome to Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, Collingwood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Top Guest favourite

Cottage in Southgate

4.98 out of 5 average rating, 114 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.

Guest favourite

Dome in Utopia

4.97 out of 5 average rating, 198 reviews

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, Ontario. 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 (seasonal), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Top Guest favourite

Condo in The Blue Mountains

4.93 out of 5 average rating, 530 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

SHUTTLE, HOT TUB & SEASONAL POOL! 360 degree views! We are a 3-5 minute walk to the Village with stunning views of the golf course and mountain! Perfect place to relax on the balcony or couch after a busy day of soaking up all Blue has to offer! ★Self-Check In, Enhanced Cleaning ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms Pool opening date June 1st 2025! Hot Tub open all year round!

Top Guest favourite

Cabin in Clarksburg

4.96 out of 5 average rating, 103 reviews

Tiny A-Frame near the Bruce Trail

Find yourself nestled among white pine trees just steps off the Bruce Trail! This tiny A-Frame is 100 sq.ft providing enough room for cozy comfort. The cabin is equipped with 2 stackable twin beds converting into a queen bed when desired. Our amenities contain all the essentials, including a BBQ, drinking and dish water, and an outhouse with a composting toilet. Centrally located to Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

Guest favourite

Loft in Collingwood

4.94 out of 5 average rating, 334 reviews

The Klinck House 2| Collingwood +Add on Amenities

1 of two private suites (see our other listing) Between the stunning Blue Mountains and the picturesque Georgian Bay. Each suite features a private balcony, 3pc bathroom, queen sized bed, kitchenette, living space with TV and outdoor spaces Plus, our property borders the scenic Georgian Trail. Unwind with one of our add on on-site amenities such as massage sauna cold plunge yoga and hot tub see additional photos for price list. Minutes to everything the area has to offer.

Top Guest favourite

Tiny home in Arthur

4.96 out of 5 average rating, 278 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 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 favourite

Home in Grey County

4.97 out of 5 average rating, 140 reviews

The Post Office Motel Boutique

Where luxury and style meet relaxation! The Post Office Motel is a boutique experience with all the luxuries of a day at the spa in peacefully designed space intended to send you straight into vacation mode. Step out of your car and right into the cutest hidden gem of a town known as Kimberley. Located steps to TWO undeniable restaurants, run by top chefs; Justin’s Oven & Hearts Tavern. Georgian Trail at your door step, 20 min to Blue Mtn, 15 min to Thornbury

Guest favourite

Apartment in The Blue Mountains

4.96 out of 5 average rating, 274 reviews

Studio at Blue-KingBed/Pool/HotTub/Shuttle

Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *2 Year Round Hot Tubs *Seasonal Pool (open as of May 31st 2025) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

Guest favourite

Guesthouse in Feversham

4.92 out of 5 average rating, 181 reviews

Guesthouse Getaway

This bright 1 bedrm suite sleeps 4 with 2 double beds, a full length couch could sleep a 5th. Just mins to Feversham gorge to hike, the Beaver River to fish & snowmobile trails in winter. The Feversham General Store is close by. Blue Mountain is 20 mins away. 10 mins to Eugenia Lake & Falls. Situated on 5 acres tucked nicely in the trees. 10 minutes to Singhampton Caves. Ski season currently available.