Windsor Ski Lift Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Windsor Ski Lift, Ashland, Oregon, USA

10.0 (198 Reviews)
1 Bedroom 4 Guests
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10.0 (5 Reviews)
2 Bedrooms 4 Guests
10.0 (170 Reviews)
1 Bedroom 4 Guests
|
10.0 (2 Reviews)
3 Bedrooms 10 Guests
From ZA R5,318 per night
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10.0 (6 Reviews)
1 Bedroom 2 Guests
From ZA R2,792 per night
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10.0 (2 Reviews)
2 Bedrooms 6 Guests
From ZA R6,768 per night
10.0 (116 Reviews)
2 Bedrooms 4 Guests
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10.0 (1 Review)
3 Bedrooms 8 Guests
From ZA R4,320 per night
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10.0 (1 Review)
1 Bedroom 4 Guests
10.0 (95 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
5 Bedrooms 11 Guests
From ZA R3,450 per night
10.0 (95 Reviews)
2 Bedrooms 4 Guests
|
9.9 (11 Reviews)
6 Bedrooms 24 Guests
10.0 (92 Reviews)
2 Bedrooms 4 Guests
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9.8 (44 Reviews)
5 Bedrooms 10 Guests
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10.0 (81 Reviews)
2 Bedrooms 4 Guests
From ZA R2,116 per night
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9.7 (166 Reviews)
1 Bedroom 2 Guests
From ZA R3,010 per night
10.0 (71 Reviews)
2 Bedrooms 4 Guests
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9.7 (49 Reviews)
7 Bedrooms 14 Guests
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9.7 (3 Reviews)
7 Bedrooms 22 Guests
From ZA R5,181 per night
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9.6 (6 Reviews)
2 Bedrooms 4 Guests
10.0 (51 Reviews)
1 Bedroom 4 Guests
From ZA R6,318 per night
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9.5 (23 Reviews)
3 Bedrooms 6 Guests
10.0 (41 Reviews)
1 Bedroom 4 Guests
From ZA R6,659 per night
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9.5 (4 Reviews)
2 Bedrooms 8 Guests
From ZA R7,976 per night
10.0 (34 Reviews)
2 Bedrooms 4 Guests
From ZA R3,283 per night
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9.3 (3 Reviews)
1 Bedroom 3 Guests
10.0 (29 Reviews)
2 Bedrooms 7 Guests
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9.2 (43 Reviews)
3 Bedrooms 6 Guests
10.0 (23 Reviews)
1 Bedroom 2 Guests
10.0 (18 Reviews)
1 Bedroom 2 Guests
From ZA R1,726 per night
10.0 (18 Reviews)
1 Bedroom 2 Guests
9.8 (88 Reviews)
1 Bedroom 2 Guests
From ZA R3,132 per night
9.2 (8 Reviews)
2 Bedrooms 4 Guests
From ZA R4,681 per night
|
10.0 (6 Reviews)
1 Bedroom 2 Guests
From ZA R3,451 per night
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9.0 (640 Reviews)
34 Bedrooms 25 Guests
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10.0 (1 Review)
1 Bedroom 2 Guests
|
9.0 (8 Reviews)
1 Bedroom 4 Guests
From ZA R8,041 per night
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10.0 (1 Review)
1 Bedroom 2 Guests
9.8 (44 Reviews)
1 Bedroom 3 Guests
|
9.0 (2 Reviews)
1 Bedroom 4 Guests
From ZA R4,906 per night
9.8 (41 Reviews)
2 Bedrooms 6 Guests
Bed & Breakfast
From ZA R3,122 per night
|
8.9 (122 Reviews)
6 Bedrooms 12 Guests
9.8 (39 Reviews)
2 Bedrooms 8 Guests
From ZA R2,873 per night
8.6 (6 Reviews)
1 Bedroom 2 Guests
9.8 (6 Reviews)
2 Bedrooms 4 Guests
|
8.0 (1 Review)
2 Bedrooms 4 Guests
From ZA R4,728 per night
9.8 (6 Reviews)
2 Bedrooms 6 Guests
|
3.0 (1 Review)
2 Bedrooms 5 Guests
From ZA R2,567 per night
|
New
1 Bedroom 3 Guests
From ZA R2,932 per night
9.6 (13 Reviews)
1 Bedroom 4 Guests
From ZA R8,636 per night
New
1 Bedroom 6 Guests
From ZA R4,297 per night
New
1 Bedroom 2 Guests

About Windsor Ski Lift Vacation Rentals

With more than 410 Windsor Ski Lift vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Windsor Ski Lift.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Windsor Ski Lift, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Windsor Ski Lift. Places to stay near Windsor Ski Lift are 669.48 ft² on average, with prices averaging ZA R4,835 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Windsor Ski Lift with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Windsor Ski Lift?

What are the top vacation rentals in Windsor Ski Lift?

How many Rentbyowner vacation rentals are available in Windsor Ski Lift?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 410 in the Windsor Ski Lift 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 Windsor Ski Lift. 

Nearby Neighborhood (4)

Neighborhood Property Count
Historic Downtown District Vacation Rentals in Medford, Oregon 240
Historic Railroad District Vacation Rentals in Medford, Oregon 51
Siskiyou-Hargadine Historic District Vacation Rentals in Medford, Oregon 303
Skidmore Academy Historic District Vacation Rentals in Medford, Oregon 272