Best Vacation Homes in Grey County
1250 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Skiing
- Fireplace/Heating
R5,296/Night
For 7 Nights R37,070
10.76 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Parking
- Air Conditioner
- Internet
R1,608/Night
For 7 Nights R11,249
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Hot Tub
- Pool
- Parking
R3,651/Night
For 7 Nights R25,559
868 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Skiing
- Fireplace/Heating
R2,915/Night
For 7 Nights R20,401
2098.96 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Ski Chalet
- Parking
- Air Conditioner
- Internet
R2,672/Night
For 7 Nights R18,699
200 ft²
4 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R1,805/Night
For 7 Nights R12,640
500 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Pool
R3,043/Night
For 7 Nights R21,302
1296 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R3,550/Night
For 7 Nights R24,855
Grey County Luxury Rentals
35 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Hot Tub
- Spa
- Fireplace/Heating
R75,461/Night
For 7 Nights R528,226
7500 ft²
10 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
R71,328/Night
For 7 Nights R499,294
R61,564/Night
For 7 Nights R430,951
8 Guests
3 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Skiing
- Fireplace/Heating
R53,987/Night
For 7 Nights R377,917
5920.15 ft²
22 Guests
10 Bedrooms
5 Bathrooms
Family Friendly
Ski Chalet
- Hot Tub
- Spa
- Skiing
R45,322/Night
For 7 Nights R317,253
16 Guests
7 Bedrooms
4 Bathrooms
Family Friendly
Ski Chalet
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R43,318/Night
For 7 Nights R303,221
16 Guests
16 Bedrooms
14 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
R40,379/Night
For 7 Nights R282,656
2653.31 ft²
11 Bathrooms
Free Cancellation
Hotel
- Balcony/Terrace
- View
- Air Conditioner
R37,153/Night
For 7 Nights R260,061
Grey County Pet Friendly Vacation Rentals
7 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Spa
- Fireplace/Heating
- Balcony/Terrace
R3,200/Night
For 7 Nights R22,399
3003.13 ft²
11 Guests
1 Bedroom
3 Bathrooms
Family Friendly
Ski Chalet
- Fireplace/Heating
- Balcony/Terrace
- View
R9,630/Night
For 7 Nights R67,410
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cabin
- Oceanfront
- Fireplace/Heating
- Pool
R5,041/Night
For 7 Nights R35,285
1200 ft²
6 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,667/Night
For 7 Nights R25,674
1496.18 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Spa
- Skiing
- Fireplace/Heating
R3,018/Night
For 7 Nights R21,122
1250 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R5,465/Night
For 7 Nights R38,249
754 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,640/Night
For 7 Nights R32,485
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
R4,946/Night
For 7 Nights R34,614
Grey County Large Vacation Homes
9 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Spa
R7,953/Night
For 7 Nights R55,670
2045.14 ft²
12 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- View
R16,198/Night
For 7 Nights R113,387
R9,231/Night
For 7 Nights R64,610
1500 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,076/Night
For 7 Nights R42,538
1700.7 ft²
10 Guests
1 Bedroom
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Parking
- Air Conditioner
R6,024/Night
For 7 Nights R42,162
3000 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
Ski Chalet
- Oceanfront
- Hot Tub
- Fireplace/Heating
R6,153/Night
For 7 Nights R43,062
3500 ft²
16 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Spa
- Fireplace/Heating
R9,554/Night
For 7 Nights R66,886
4000 ft²
14 Guests
7 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R16,677/Night
For 7 Nights R116,743
Why Choose Rent By Owner for your Grey County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Grey County
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination can enhance your experience, as seasonal variations in the region offer unique opportunities for exploring and relaxing during your stay.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather that is perfect for outdoor activities and exploring the scenic landscapes. It's an ideal time when the region attracts visitors seeking sunny days and vibrant local events.
Average Temperature Daytime: around 25°C - Nighttime: around 15°C
Fall (September to November)
Autumn is a popular season here for its stunning foliage and pleasant weather, making it a favorite among travelers looking to enjoy the colorful scenery and peaceful atmosphere before winter sets in.
Average Temperature Daytime: around 17°C - Nighttime: around 8°C
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures and quieter surroundings, offering opportunities for cozy stays and winter sports enthusiasts who want to experience the area's snowy beauty with fewer crowds.
Average Temperature Daytime: -3°C - Nighttime: -10°C
Spring (March to May)
Early spring is a tranquil time to visit when the region begins to wake from winter dormancy. Expect mild weather and less congestion, ideal for those seeking a peaceful retreat and natural renewal.
Average Temperature Daytime: around 10°C - Nighttime: around 2°C
Weekly Weather Forecast for Grey County
How to Book Your Grey County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Grey County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space with a patio or deck for relaxing and entertaining.
- Take advantage of a well-maintained BBQ grill to host outdoor meals amid scenic surroundings.
- Make the most of a spacious yard or garden area perfect for outdoor activities or family gatherings.
- Relax in a private hot tub or sauna, ideal for unwinding after exploring the region.
- Benefit from direct access to hiking trails or scenic lookout points nearby.
- Utilize outdoor fire pits for cozy evenings under the stars, common in many area properties.
- Enjoy outdoor sports amenities such as volleyball courts or space for lawn games, suitable for all ages.
Top Attractions Around Grey County
What attractions are nearby?
While staying here, you'll find a variety of outdoor activities nearby, from scenic hiking trails and picturesque parks to peaceful lakes perfect for fishing or kayaking, offering an authentic experience of what the region has to offer.
Family Activities
- Tom Thomson Art Gallery: Immerse your family in local culture and creativity at this inspiring gallery, which showcases regional artwork and engaging exhibitions suitable for all ages.
- Evergreen Outdoor Education Centre: Explore outdoor adventures and hands-on nature programs designed to foster learning and fun for children and parents alike amidst the scenic surroundings.
- Grey County Discovery Walks: Embark on family-friendly trails that wind through the area’s natural beauty, offering opportunities for wildlife viewing and exploring local flora and fauna.
- Chatsworth Heritage District: Step back in time by wandering through this historic district with charming buildings and educational displays perfect for discovering the region's past together.
Adult Activities
- Hiking and Nature Walks: Explore the scenic trails and outdoor adventures that showcase the natural beauty of this region, perfect for outdoor enthusiasts seeking a peaceful retreat.
- Golfing Experiences: Enjoy a round of golf at some of the area’s premier courses, where lush landscapes and well-maintained fairways offer a relaxing day on the greens.
- Wine and Culinary Tours: Indulge in local wine tastings and culinary experiences that highlight regional flavors, ideal for those looking to savor the area's gastronomic delights.
- Art Galleries and Cultural Events: Discover vibrant art scenes and cultural festivals that celebrate the creative spirit of the destination, providing enriching entertainment for visitors.
Other Places to Stay in Grey County, ON
Owen Sound
Swiss Meadows
The Blue Mountains
Craigleith
Chatsworth
Grey Highlands
Meaford
Flesherton
Kemble
Thornbury
Markdale
Georgian Bluffs
Grey County Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Trails and Natural Beauty: Take advantage of this area's scenic trails and outdoor spaces to fully immerse yourself in the region's natural charm.
- Visit Seasonal Events and Festivals: Check out local happenings that celebrate the region’s unique culture and community spirit during your stay.
- Plan Your Activities in Advance: Book outdoor tours, guided experiences, or cultural visits early to ensure a smooth and memorable trip here.
- Choose Comfortable and Well-Reviewed Vacation Rentals: Select accommodations with positive feedback to enjoy a relaxing retreat that complements your exploration of the area.
Transportation Options
- Grey County Transit Service: This regional transit option offers flexible bus routes to help you explore the area comfortably during your stay.
- Ontario Northland Motor Coach: A reliable bus service connecting you to nearby cities and amenities within this region of Ontario.
- Car Rentals at local airports: Renting a vehicle from nearby airports provides the convenience of exploring the area's scenic sights at your own pace.
- Private Shuttle Services: Personalized shuttle options are available for seamless travel between key locations and your vacation rentals in the area.
Local Customs Options
- Indigenous Heritage: Respect the rich Indigenous history of the region, which is celebrated through local storytelling and cultural events that offer deep insight into the area's original inhabitants.
- Traditional Harvest Festivals: Participate in seasonal festivals that showcase locally grown produce and handmade crafts, reflecting the area's agricultural roots and community spirit.
- Local Artisan Crafts: Appreciate the unique craftsmanship by exploring markets and shops that feature handcrafted goods, highlighting the artistic talents of this destination's residents.
- Respect for Nature and Outdoor Customs: Embrace environmentally conscious practices while enjoying outdoor activities, as the area encourages preservation and respect for its natural landscapes.
Frequently Asked Questions About Grey County?
1. What are the top vacation rentals in Grey County?
There are a lot of options in Grey County. If you plan on staying in the Grey County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Grey County:
- Chalet Styled Townhome, Very Clean, Great Condition.
- Fabulous 2 Level, 2 Bedroom Condo on Blue Mountain! Over 250 5 Star Reviews!
- Pet friendly, ground floor condo, steps to the Village
- Lakefront Spectacle In Beaver Valley/Lake Eugenia
- Luxury Log Home, Southern Georgian Bay - Explore Blue Mountain to Tobermory
- Mountain retreat with a balcony, grill, fireplace & tennis access - walk to lift
- “The Loons” Waterfront Cottage with Private Beach on Georgian Bay! Pet friendly
- Small family? Nature lover? Birder? Writer? Hiker? Stargazer? WELCOME!
- Blue Mountain Executive Home - Collingwood
- Mountainside Studio Bliss: Steps to Slopes, Renovated, Pool, 2 Hot Tubs, Tennis
2. How many vacation rentals have private pools in Grey County?
There are 51 vacation rentals with private pools near Grey County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Grey County are best for families?
If you are looking for a family-friendly vacation home in Grey County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Grey County:
4. How many Rentbyowner vacation rentals are available in Grey County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1693 in the Grey County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Grey County.
5. What is the cancellation policy for vacation rentals in Grey County, Ontario?
Cancellation policies vary by property owner within the area. It is essential to review the specific listing details or contact the host directly to understand the terms related to cancellations and potential refunds.
6. How do I ensure my reservation in this destination is secure?
To secure your booking, you should complete the reservation process through the listing platform and verify that all payment details are correctly entered. Confirming the reservation with the host can also provide added assurance.
7. Are there any additional fees I should be aware of when booking a property here?
Additional fees such as cleaning charges, service fees, or security deposits may apply and are typically listed on the property’s page. Always review the booking details carefully or reach out to the owner for clarification.
8. What amenities are usually included in vacation rentals in this region?
Most properties offer amenities like Wi-Fi, full kitchens, linens, and parking. For specifics, consult the individual listing to ensure it meets your needs during your stay in this part of the region.
9. How close are vacation rentals here to popular attractions and outdoor activities?
Many rentals are conveniently located near key outdoor pursuits and local attractions. Check the property description for distance information and proximity to the sites you wish to explore during your visit.
Grey County Top Rated Vacation Rentals
1700 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
R4,877/Night
For 7 Nights R34,139
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Skiing
- Fireplace/Heating
R3,858/Night
For 7 Nights R27,000
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pool
- Kitchen
R3,506/Night
For 7 Nights R24,544
2400 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Private Pool
- Hot Tub
- Spa
R7,635/Night
For 7 Nights R53,443
7 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Private Pool
- Fireplace/Heating
- Pool
R6,071/Night
For 7 Nights R42,506
3600 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Ski Chalet
- Oceanfront
- Hot Tub
- Skiing
R2,838/Night
For 7 Nights R19,861
1647 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Spa
- Skiing
R5,358/Night
For 7 Nights R37,495
1500 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Skiing
R6,308/Night
For 7 Nights R44,159
