Bailey Winter Rental
New
Cabin
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Kitchen
Air Conditioner
Internet
R3,086/Night
7 Nights - R21,599
House
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
2195.84 ft²
Balcony/Terrace
Pet Friendly
Parking
Child Friendly
R4,575/Night
7 Nights - R32,026
New
Cabin
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
R3,033/Night
7 Nights - R21,227
Bed & Breakfast
9.9(20 Reviews)
9 Bedrooms
9 Baths
22 Guests
715.8 ft²
Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
R2,263/Night
7 Nights - R15,843
House
9.4(15 Reviews)
4 Bedrooms
3 Baths
16 Guests
Private Pool- Hot Tub
- Fireplace/Heating
Pool
R13,604/Night
7 Nights - R95,237
Ski Chalet
6.5(2 Reviews)
5 Bedrooms
4 Baths
14 Guests
5500.36 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
R6,768/Night
7 Nights - R47,384
House
8.8(18 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R10,125/Night
7 Nights - R70,874
Other
10.0(3 Reviews)
3 Bedrooms
3 Baths
10 Guests
269.1 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
R2,878/Night
7 Nights - R20,144
Cabin
10.0(27 Reviews)
1 Bedroom
1 Bath
5 Guests
640 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R1,991/Night
7 Nights - R13,936
Cabin
10.0(20 Reviews)
1 Bedroom
1 Bath
4 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,072/Night
7 Nights - R21,502
House
9.8(13 Reviews)
5 Bedrooms
4 Baths
14 Guests
5500 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,289/Night
7 Nights - R44,022
House
9.4(6 Reviews)
4 Bedrooms
3 Baths
15 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,588/Night
7 Nights - R46,123
Why Choose Rent By Owner for your Bailey Winter Rental?
What makes our Winter Rental 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 Bailey
How to Book Your Bailey Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. 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 Bailey
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental 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
Frequently Asked Questions About Bailey Winter Rentals
1. What are the top Winter Rentals in Bailey?
There are a lot of options in Bailey. If you plan on staying in the Bailey area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Bailey:
2. How many Winter Rentals are available in Bailey?
Currently, the total number of properties listed by RBO in 2026 is over 25 in the Bailey area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Bailey.
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9.0(2 Reviews)
2 Bedrooms
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6 Guests
1260 ft²
- Fireplace/Heating
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House
6 Bedrooms
7 Baths
18 Guests
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- Fireplace/Heating
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RV Rental
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4 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
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House
2 Bedrooms
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6 Guests
1167 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,747/Night
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New
House
5 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
R11,789/Night
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New
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1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
R3,195/Night
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House
9.8(40 Reviews)
5 Bedrooms
3 Baths
12 Guests
3900 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R11,053/Night
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House
10.0(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Air Conditioner
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- Child Friendly
Laundry
R3,513/Night
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House
8.6(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
1850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
R7,673/Night
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New
House
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
R4,632/Night
7 Nights - R32,430
Cabin
1 Bedroom
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
R3,098/Night
7 Nights - R21,679
