Best Vacation Homes in Simcoe
Cottage
10.0(70 Reviews)
2 Bedrooms
2 Baths
6 Guests
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $283/Night
7 Nights - US $1,978
Bed & Breakfast
9.4(36 Reviews)
2 Bedrooms
2 Baths
4 Guests
252.95 ft²
- Fireplace/Heating
- Balcony/Terrace
View
Parking
US $114/Night
7 Nights - US $796
Bed & Breakfast
9.4(121 Reviews)
1 Bedroom
1 Bath
Hot Tub- Fireplace/Heating
Pool- Balcony/Terrace
US $311/Night
7 Nights - US $2,178
House
10.0(20 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
Kitchen
US $198/Night
7 Nights - US $1,388
Apartment
9.4(6 Reviews)
4 Bedrooms
3 Baths
9 Guests
925.69 ft²
- Fireplace/Heating
- Parking
Air Conditioner
Internet
US $309/Night
7 Nights - US $2,161
House
10.0(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $199/Night
7 Nights - US $1,393
Apartment
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $211/Night
7 Nights - US $1,476
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $178/Night
7 Nights - US $1,248
Simcoe Luxury Rentals
Other
9 Bedrooms
5 Baths
18 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $2,208/Night
7 Nights - US $15,456
House
10.0(17 Reviews)
5 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $673/Night
7 Nights - US $4,708
House
10.0(1 Review)
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $416/Night
7 Nights - US $2,913
Cottage
10.0(16 Reviews)
4 Bedrooms
1 Bath
6 Guests
1150 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $394/Night
7 Nights - US $2,758
House
9.6(15 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $390/Night
7 Nights - US $2,727
Condo
9.6(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $374/Night
7 Nights - US $2,615
House
9.0(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $338/Night
7 Nights - US $2,369
House
10.0(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $294/Night
7 Nights - US $2,056
Simcoe Pet Friendly Vacation Rentals
Apartment
7.6(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $269/Night
7 Nights - US $1,881
Hotel
7.3(386 Reviews)
5 Baths
247.57 ft²
- Fireplace/Heating
Breakfast- Pet Friendly
- Parking
US $96/Night
7 Nights - US $672
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $139/Night
7 Nights - US $973
House
10.0(12 Reviews)
3 Bedrooms
1 Bath
6 Guests
1700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $242/Night
7 Nights - US $1,697
House
9.8(27 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $265/Night
7 Nights - US $1,858
House
9.0(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $191/Night
7 Nights - US $1,334
House
4 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $238/Night
7 Nights - US $1,663
Cabin
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Internet
Bedding/Linens
US $128/Night
7 Nights - US $897
Simcoe Large Vacation Homes
House
2.0(1 Review)
4 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $221/Night
7 Nights - US $1,549
Apartment
8.4(51 Reviews)
6 Bedrooms
4 Baths
16 Guests
785.76 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $177/Night
7 Nights - US $1,236
Apartment
10.0(4 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $559/Night
7 Nights - US $3,911
Other
8.9(56 Reviews)
10 Bedrooms
7 Baths
29 Guests
195.29 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $143/Night
7 Nights - US $1,001
House
4.8(5 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $609/Night
7 Nights - US $4,262
House
2.0(2 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $537/Night
7 Nights - US $3,761
House
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $478/Night
7 Nights - US $3,344
House
6 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $450/Night
7 Nights - US $3,150
Why Choose Rent By Owner for your Simcoe 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 Simcoe
When should you plan your Vacation Rentals stay?
Choosing the right time to visit ensures you make the most of your stay in this destination, allowing you to experience its natural beauty and local charm at their best while enjoying a seamless booking process for your ideal vacation rentals.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination experiences its peak tourist season as travelers flock here to enjoy outdoor activities and pleasant weather.
Average Temperature Daytime: Photosynthesis-filled days with temperatures around 25°C to 30°C - Nighttime: Enjoyably mild evenings averaging 15°C to 20°C
Fall (September to November)
Autumn attracts visitors seeking vibrant foliage and a peaceful ambiance, making it one of the most desirable times for vacation rentals in the area.
Average Temperature Daytime: Cooler days with temperatures ranging from 15°C to 20°C - Nighttime: Chilly nights dropping to around 5°C to 10°C
Off-Season Highlights
Winter (December to February)
The cold winter months see fewer visitors, offering a quiet retreat for those looking to enjoy indoor comforts or winter scenery away from crowds.
Average Temperature Daytime: Cold days with temperatures often below freezing, around -5°C to 0°C - Nighttime: Evenings with temperatures dropping well below freezing, around -10°C to -15°C
Spring (March to May)
Early spring is a quieter time before the summer rush begins, ideal for experiencing the region's natural beauty with fewer tourists around.
Average Temperature Daytime: Mild days with temperatures between 8°C to 15°C - Nighttime: Cool nights ranging from 0°C to 5°C
Weekly Weather Forecast for Simcoe
How to Book Your Simcoe 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 Simcoe
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 outdoor dining with a private patio or deck area, perfect for relaxing in the region's pleasant climate.
- Take advantage of a spacious backyard or garden, ideal for outdoor activities and family gatherings.
- Make the most of a barbecue grill to prepare grilled meals while soaking up the fresh air here in this destination.
- Relax by a private or shared outdoor fireplace or fire pit, great for cozy evenings outdoors.
- Benefit from access to scenic walking trails or lush landscaped grounds surrounding your stay.
- Utilize outdoor recreational facilities such as a swimming pool or sports court available on some properties.
- Experience outdoor water features like ponds, fountains, or nearby lakes that enhance the tranquil atmosphere here in the region.
Top Attractions Around Simcoe
What attractions are nearby?
In this destination, you can explore a variety of outdoor activities and local attractions that showcase the natural beauty and charm of the region, making your stay both relaxing and engaging.
Family Activities
- Simcoe County Museum: Explore the rich local history and interactive exhibits that make this museum a favorite family destination in the area.
- Silverthorn Conservation Area: Enjoy outdoor activities like hiking and picnicking amidst scenic natural beauty suitable for all ages here in the region.
- Woodstock Kansas Memorial Park: Spend a relaxing day at this spacious park, perfect for playground fun, family gatherings, and enjoying the great outdoors.
- Lake Errock Beach: Experience a day of swimming, sandcastle building, and water play at this popular lakeside spot in the vicinity.
Adult Activities
- Exploring the Norfolk County Fair and Horse Show: Experience local traditions and entertainment at this renowned event, perfect for immersing yourself in the area's vibrant community spirit.
- Paddling on Lake Erie: Enjoy a tranquil day of kayaking or paddleboarding along the lake’s scenic shores, offering a refreshing way to connect with nature here.
- Visiting the Simcoe Museum and Heritage Centre: Discover the region’s rich history through engaging exhibits and preserved historic sites, ideal for history enthusiasts staying nearby.
- Enjoying outdoor activities at Campden Park: Spend your leisure time hiking, picnicking, or relaxing amidst lush greenery in this popular local park.
Other Places to Stay in Simcoe, ON
Hay Creek Conservation Area
Wooden Bear L Winery
Vittoria
Eva Brook Donly Museum & Archives
Norfolk Arts Centre
Wagon Wheel Produce & Corn Maze
War Memorial Carillon Tower
Simcoe Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar to coincide your stay with local festivals or markets, enriching your experience in this charming destination.
- Explore Natural Settings: Take advantage of nearby parks and scenic areas to enjoy the region’s natural beauty, making outdoor adventures a highlight of your visit.
- Choose Strategic Accommodations: Book your vacation rentals close to key attractions or convenient transport options to maximize your time exploring here.
- Engage with the Community: Support local businesses and dine at regional eateries to gain an authentic perspective of the region's culture and hospitality.
Transportation Options
- Simcoe Transit System: This local bus service offers convenient and affordable transportation options within the area, making it easy to explore your surroundings.
- Ontario Highway 3: Serving as a major route, this highway provides quick connectivity to neighboring towns and regions for day trips or wider exploration.
- Regional Taxi Services: Reliable taxi options are available to help you navigate here comfortably, especially if you prefer door-to-door transportation.
- Car Rental Agencies: Several car rental providers operate nearby, giving you the flexibility to explore at your own pace with a private vehicle.
Local Customs Options
- Traditional Folk Music: You can experience the local charm through traditional folk music performances that celebrate the area's cultural heritage.
- Community Festivals: Participating in community festivals offers a glimpse into the region’s customs and provides an authentic local experience.
- Local Cuisine: Enjoying regional dishes prepared with fresh, local ingredients allows you to savor the unique flavors of this destination.
- Artisan Craftsmanship: Discovering handmade crafts and artwork highlights the region’s rich artisanal traditions and support local artisans during your stay.
Simcoe Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Simcoe?
There are a lot of options in Simcoe. If you plan on staying in the Simcoe area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Simcoe:
- Modern Cottage on the Lake - Amazing Views!
- ForTwo guest house a place to relax, enjoy nature, beaches, trails, wineries.
- Vacation Home | Salt Water Pool | Sauna | Beach Town | Golf Club
- - Hillside Shores Cottage – Scenic Decks, Cozy Vibes & Private Owned Beach
- Cozy Home near the Beach, with Hiking & Biking Trails, Wineries & Ziplinesnn
- NEW! Luxury 3BR - 5 minutes to Port Dover Beach
- Bright, clean, central to downtown Dover. Short walk to shops, pier and beach.
- NEW! Luxury 1BR - 5 minutes to Port Dover Beach
- Private, Peaceful Country Escape with pond, firepit, BBQ and outdoor space
- Near Port Dover/Turkey Point Furnished 5BR House
2. Which vacation homes in Simcoe are best for families?
If you are looking for a family-friendly vacation home in Simcoe, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Simcoe:
3. How many Rentbyowner vacation rentals are available in Simcoe?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 85 in the Simcoe 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 Simcoe.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property, so it’s important to review the specific listing details. You can find the cancellation terms in the booking description or contact the owner directly for clarification.
5. Are there any additional fees or charges I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees, service charges, or local taxes are often outlined in the listing details. Be sure to review these before confirming your reservation to avoid surprises.
6. How do I ensure the vacation rental meets my safety and cleanliness standards?
Property descriptions typically include information on cleanliness and safety measures. It's also helpful to read guest reviews and reach out to the owner if you have specific concerns about health protocols or security features.
7. What amenities are usually included in vacation rentals in this region?
Most listings detail the available amenities, such as Wi-Fi, kitchen facilities, parking, and outdoor spaces. Confirm these features in the listing to ensure the property matches your needs for a comfortable stay.
8. What is the best way to contact the property owner if I have questions before booking?
You can use the messaging feature provided on the booking platform to reach out directly to the owner. This allows you to ask questions about the property, availability, and any special requests before finalizing your reservation.
Simcoe Top Rated Vacation Rentals
Hotel
8.3(167 Reviews)
9 Baths
333.68 ft²
Private Pool- Fireplace/Heating
- Pool
- Kitchen
US $117/Night
7 Nights - US $817
US $100/Night
7 Nights - US $701
US $110/Night
7 Nights - US $771
Hotel
7.4(185 Reviews)
1 Bath
220.66 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $105/Night
7 Nights - US $738
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $315/Night
7 Nights - US $2,204
