Simcoe Holiday Homes
House
1 Bedroom
1 Bath
2 Guests
Oceanfront
Ocean View
Balcony/Terrace
View
US $189/Night
7 Nights - US $1,323
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(123 Reviews)
1 Bedroom
1 Bath
Hot Tub- Fireplace/Heating
Pool- Balcony/Terrace
US $308/Night
7 Nights - US $2,159
RV Rental
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $188/Night
7 Nights - US $1,317
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
9.6(15 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Balcony/Terrace
Kitchen- Parking
- Air Conditioner
US $458/Night
7 Nights - US $3,208
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
Cottage
10.0(72 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $349/Night
7 Nights - US $2,442
Apartment
5 Bedrooms
3 Baths
12 Guests
3003.13 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
US $197/Night
7 Nights - US $1,379
Cottage
10.0(22 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $103/Night
7 Nights - US $721
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
10.0(21 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $191/Night
7 Nights - US $1,334
Why Choose Rent By Owner for your Simcoe Holiday Homes?
What makes our Holiday Homes 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.
Weekly Weather Forecast for Simcoe
How to Book Your Simcoe Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. 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 Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes 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
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
Frequently Asked Questions About Simcoe Holiday Rentals
1. What are the top Holiday Homes 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 Holiday Homes in Simcoe:
- Fairview Inn
- Best Western Little River Inn
- Comfort Inn
- 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 & Ziplines
- NEW! Luxury 3BR - 5 minutes to Port Dover Beach
- Cottage with Pool, Dock and close to Sandy Beach
- Cozy Coastal Apartment
- Near Port Dover/Turkey Point Furnished 5BR House
2. How many Holiday Homes are available in Simcoe?
Currently, the total number of properties listed by RBO in 2026 is over 84 in the Simcoe area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Simcoe.
More Rentals You May Like Near Simcoe
Hotel
8.3(167 Reviews)
9 Baths
333.68 ft²
Private Pool- Fireplace/Heating
- Pool
- Kitchen
US $117/Night
7 Nights - US $817
House
10.0(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $195/Night
7 Nights - US $1,362
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 $168/Night
7 Nights - US $1,178
Cottage
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $168/Night
7 Nights - US $1,178
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
House
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $239/Night
7 Nights - US $1,674
Condo
9.8(12 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $188/Night
7 Nights - US $1,313
Cottage
9.6(11 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $206/Night
7 Nights - US $1,441
Condo
9.6(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $252/Night
7 Nights - US $1,761
Condo
9.6(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
753 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $234/Night
7 Nights - US $1,636
House
9.6(5 Reviews)
1 Bedroom
2 Baths
2 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $171/Night
7 Nights - US $1,196
