Ashburn Winter Rental
Cabin
10.0(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $310/Night
7 Nights - US $2,172
Apartment
9.8(21 Reviews)
1 Bedroom
1 Bath
2 Guests
1001.04 ft²
Hot Tub
Parking
Air Conditioner
Internet
US $105/Night
7 Nights - US $738
Ski Chalet
10.0(9 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
Private Pool
Skiing- Fireplace/Heating
Pool
US $335/Night
7 Nights - US $2,346
Apartment
8.0(1 Review)
1 Bedroom
1 Bath
4 Guests
505.9 ft²
Spa- Skiing
- Balcony/Terrace
View
US $119/Night
7 Nights - US $832
House
10.0(2 Reviews)
1 Bedroom
1 Bath
1 Guest
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $70/Night
7 Nights - US $489
Apartment
9.6(18 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $100/Night
7 Nights - US $697
House
9.6(13 Reviews)
1 Bedroom
1 Bath
2 Guests
227 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $97/Night
7 Nights - US $678
House
8.8(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $172/Night
7 Nights - US $1,204
Apartment
10.0(6 Reviews)
1 Bedroom
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $735/Night
7 Nights - US $5,147
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $614/Night
7 Nights - US $4,300
House
10.0(1 Review)
5 Bedrooms
4 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $602/Night
7 Nights - US $4,215
House
9.2(22 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $282/Night
7 Nights - US $1,974
Why Choose Rent By Owner for your Ashburn 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 Ashburn
How to Book Your Ashburn 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 Ashburn
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
Ashburn Winter Rental Frequently Asked Questions
1. What are the top Winter Rentals in Ashburn?
There are a lot of options in Ashburn. If you plan on staying in the Ashburn area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Ashburn:
- Cozy Cabin in the Woods
- Stylish Retreat in North Oshawa
- Cozy 4-Bedroom Home with Large Yard in Whitby
- French Chateau and Country Homestead
- Entire Home in Whitby
- Farm stay in Port Perry Ontario
- New luxury 3 +1 bedroom townhome in Whitby
- Charming 3-Br Home in Oshawa N.
- Fun on Our Family Farm. Visit Horses and Goats. 100 Acres to Explore.
- New condo with sunset views!
2. How many Winter Rentals are available in Ashburn?
Currently, the total number of properties listed by RBO in 2026 is over 34 in the Ashburn area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Ashburn.
More Rentals You May Like Near Ashburn
House
9.2(22 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $232/Night
7 Nights - US $1,621
House
9.2(17 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $252/Night
7 Nights - US $1,763
House
9.2(16 Reviews)
6 Bedrooms
5 Baths
20 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,742/Night
7 Nights - US $12,192
House
4 Bedrooms
3 Baths
8 Guests
3600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $589/Night
7 Nights - US $4,126
House
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $206/Night
7 Nights - US $1,440
House
9.6(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $76/Night
7 Nights - US $532
Apartment
4.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $114/Night
7 Nights - US $798
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $117/Night
7 Nights - US $819
Villa
10.0(1 Review)
5 Bedrooms
4 Baths
16 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $701/Night
7 Nights - US $4,907
House
5 Bedrooms
6 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $1,010/Night
7 Nights - US $7,069
House
4 Bedrooms
4 Baths
16 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $727/Night
7 Nights - US $5,088
House
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $445/Night
7 Nights - US $3,115
