
Hotels in Grey Highlands
Find and book unique hotels on Airbnb
Top-rated hotels in Grey Highlands
Guests agree: these hotels are highly rated for location, cleanliness, and more.

Motel 400 & Suites Single Kitchenette Unit D
Motel 400 & Suites is located just outside Cookstown Ontario. Our units have been newly renovated and furnished offering modern efficiency options for long term stays. This motel room has a double bed, full bathroom, and the added convenience of a fridge, microwave, electric single burner hotplate and coffee machine. Enjoy easy access to Hwy 400 and Hwy 89. We are neighbours to Tangers Outlet Mall, A&W and Petro Canada. We are central to Innisfil, Barrie, Alliston, Bradford and Newmarket

Cozy Queen Room Boutique Motel Near Blue Mountain
The Single Queen Room at Penny’s Motel & Après is a relaxed, design-forward stay—run by a real hospitality team, not a private home. Expect a plush queen bed with premium linens, a modern ensuite bathroom, and thoughtful details throughout. Guests have access to our sauna and on-site Après bar, making it easy to unwind without leaving the property. Just minutes from Blue Mountain Village and downtown Thornbury, Penny’s offers the ease of a hotel with the soul of a boutique motel.

Midtown Sleeps 10 + 2 Patios + Free Parking
Experience the perfect group getaway in our newly renovated, 3-bedroom/3-bathroom retreat. Designed for up to 10 guests, this stylish sanctuary blends high-end comfort with city convenience. Space to Breathe: 3 full bathrooms mean no morning queues. Chef’s Dream: Fully equipped kitchen for gourmet family meals. Prime Perks: Free parking & blazing-fast Wi-Fi. Ideal Location: A quiet neighborhood vibe just minutes from the Toronto pulse. Book your premium stay today!

1BR Beach Suite • 5-Min Walk to Beach • BBQ
Steps from the Sand! Enjoy our 1-bedroom, 1-bath apartment-style suite at Sharodon Sands. Just a 5-min walk to Wasaga’s Beach Area 1. Perfect for couples or small families! The Space: ✔ 1 Private Bedroom + 1 Full Bathroom ✔ Full Kitchen & Dining Area ✔ Living Room with Futon ✔ Free Wi-Fi & On-site Parking ✔ Shared Backyard: BBQs, Fire pits, Gazebos & Playground Multiple units available—message for group bookings. Note: Kids under 5 count as infants.

2B2Bath w/ Laundry + Free Parking!
2 bedroom, 2 bath Apartment with full kitchen, sofa, tv, Free WIFI, laundry, fireplace. Apartment is located a few steps below entry and also has 1 step between the living room and the kitchen. Each bedroom has one Queen sized bed. Master bathroom has 2 sinks. Located in the downtown heritage district of Meaford,within walking distance of the waterfront, shops, restaurants and historical sites. FREE parking on the premises, 1/ booking.

Luxury Inn Collingwood Double Queen 2
We invite you to enjoy wonderful hospitality in the heart of Collingwood, located along the beautiful shores of Georgian Bay & the wonderful peaks of Blue Mountain. We are a short 50 km away from Barrie and 150 km from Toronto. We are open 24 hours a day all year round to offer you quality accommodation during all seasons. At Luxury Inn we offer clean and well maintained quality rooms with many features for all of our guests.

King bed, Luxurious Resort Suite with Kitchenette
Escape, your four-season sanctuary in Horseshoe Valley. This spacious suite features a private balcony and Kitchenettes. Enjoy premium resort amenities including an indoor pool, hot tub, and fitness center. We are perfectly situated a short walk from the restorative Vettä Nordic Spa and minutes from top-tier skiing, golfing, and mountain biking at Horseshoe Resort. The ultimate blend of adventure and relaxation.

Signature King Room in Collingwood Boutique Hotel
A historic century home turned boutique hotel in Downtown Collingwood featuring a Thermal Cycle and Wine Bar. Meticulously restored for nature-filled getaways. Paying homage to the hotel’s 100-year history and the beauty of the Blue Mountains, our rooms blend old and new with moody ensuites, vintage loungers, walk-in tile showers, Malin & Geotz bath products, bespoke furniture and restored original flooring.

Monte Carlo Inn Brampton Suites
Our non smoking one king room offers a comfortable stay with wifi, LCD TV, and a work desk with ergonomic chair. The room includes a refrigerator, microwave, coffeemaker, in room safe, and Chromecast streaming technology. Guests can enjoy air conditioning, a bathtub with shower, fireplace, and a relaxing sitting area. Added comforts include free local calls, newspaper, and a complimentary breakfast.

King Deluxe | Georgian Bay | Wasaga Beach
A comfortable Collingwood retreat with year-round fun close by. Take a short drive to Blue Mountain for skiing, mountain biking, and rock climbing, or head to Wasaga Beach for freshwater shoreline time. Back at the hotel, unwind with the heated indoor pool, stay active with the fitness center and tennis court, and keep plans easy with bike rentals on-site.

Adventure Getaway w/ Heated Pool & Scenic Trails
Located steps from Blue Mountain Village, this serene retreat blends relaxation and adventure. Explore Craigleith Provincial Park’s scenic trails or Collingwood’s vibrant charm just minutes away. Ideal for families and couples, enjoy a seasonal heated outdoor pool, cozy fireplaces, balconies, plus nearby skiing, fishing, and year-round outdoor fun.

King Suite
For your comfort, suites feature king size beds, custom made cherry furniture, marble washroom floors, bathtub with shower, 40" LCD and complimentary highspeed wireless internet. Your comfort is our top priority.
Popular amenities for Grey Highlands hotels
Family-friendly hotels

The Gerrard | Match Stay w Private Patio

2BR Suite #3 | King + Queen | Danforth Music Hall

⭐️Muskoka Nights Motel⭐️ 6

Upscale Yorkville Condo Hotel Room, Toronto

Modern Suite near Woodbine Beach and Downtown

Cozy Basement Suite with Parking, Steps to Transit

2BR Suite #2 | King + Queen | Danforth Music Hall

Casa Hotels | Modern Family Suite w/ Patio
Hotels with a pool

Pet-Friendly Suite w/ Kitchen Near Attractions

Georgian Bay | 1BR Queen | Blue Mountain

Georgian Bay | 2BR Suite | Indoor Pool

Charming Suite Perfect for Nature Lovers Near Park

Village Escape: Modern Room, Kitchen, Balcony

Georgian Bay | 2 Queen | Wasaga Beach

#4 Resort , lake view, pool, hot tub, sauna, pets,

Adventure Nearby: Family Room + Fireplace
Hotels with a patio

Hip Motel Room 2 Queen Beds | Near Blue Mountain

Beach Club Motel - King Room

Wasaga Riverdocks Suites 2Bed

Studio Suite 2 Apartment + Free Parking!

Studio Suite 4 Apartment + Free Parking!

King suite, Luxurious Resort with Kitchenette

Hilton Grand Vacations Club Blue Mountain Canada

Studio Suite 3 Apartment + Free Parking!
Quick stats about hotels in Grey Highlands

Total vacation rentals
Explore 20 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at G$14,642 GYD per night before taxes and fees

Verified guest reviews
Over 10 verified reviews to help you choose

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Grey Highlands vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Grey Highlands rentals

4.6 Average rating
Grey Highlands stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Northeast Ohio Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Cleveland Vacation rentals
- Central New York Vacation rentals
- Family-friendly rentals Grey Highlands
- Chalet rentals Grey Highlands
- Townhouse rentals Grey Highlands
- Loft rentals Grey Highlands
- Rentals with a washer and dryer Grey Highlands
- Cottage rentals Grey Highlands
- Waterfront rentals Grey Highlands
- Rentals with outdoor seating Grey Highlands
- Condo rentals Grey Highlands
- Rentals with a fire pit Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Apartment rentals Grey Highlands
- Cabin rentals Grey Highlands
- Rentals with breakfast Grey Highlands
- House rentals Grey Highlands
- Bed and breakfasts Grey Highlands
- Rentals with lake access Grey Highlands
- Rentals with beach access Grey Highlands
- Rentals with a fireplace Grey Highlands
- Pet-friendly rentals Grey Highlands
- Rentals with a patio Grey Highlands
- Rentals with an EV charger Grey Highlands
- Fitness-friendly rentals Grey Highlands
- Private suite rentals Grey Highlands
- Rentals with pools Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with a kayak Grey Highlands
- Smoking-friendly rentals Grey Highlands
- Rentals with a sauna Grey Highlands
- Rentals with a hot tub Grey Highlands
- Guesthouse rentals Grey Highlands
- Hotel rooms Grey County
- Hotel rooms Ontario
- Hotel rooms Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Cobble Beach Golf Resort Community
- Sauble Falls Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Sauble Beach
- Awenda Provincial Park
- Wasaga Beach Area
- Inglis Falls
- Elora Gorge
- Forks of the Credit Provincial Park
- Caledon Ski Club LTD
- Mono Cliffs Provincial Park
- Harrison Park
- Elora Quarry Conservation Area
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area





