Ashland Vacation Rentals

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

10.0 (212 Reviews)
1 Bedroom 4 Guests
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10.0 (5 Reviews)
2 Bedrooms 4 Guests
|
10.0 (7 Reviews)
1 Bedroom 2 Guests
10.0 (170 Reviews)
1 Bedroom 4 Guests
From GB £199 per night
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10.0 (7 Reviews)
1 Bedroom 2 Guests
From GB £120 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
|
10.0 (3 Reviews)
1 Bedroom 2 Guests
From GB £290 per night
10.0 (118 Reviews)
2 Bedrooms 4 Guests
|
10.0 (1 Review)
3 Bedrooms 8 Guests
From GB £149 per night
10.0 (104 Reviews)
2 Bedrooms 4 Guests
|
10.0 (1 Review)
1 Bedroom 3 Guests
10.0 (99 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
5 Bedrooms 11 Guests
10.0 (93 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
1 Bedroom 5 Guests
|
10.0 (90 Reviews)
2 Bedrooms 4 Guests
|
9.8 (13 Reviews)
8 Bedrooms 24 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 GB £158 per night
10.0 (72 Reviews)
2 Bedrooms 4 Guests
From GB £222 per night
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9.6 (6 Reviews)
2 Bedrooms 4 Guests
From GB £271 per night
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9.5 (23 Reviews)
3 Bedrooms 6 Guests
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9.2 (43 Reviews)
3 Bedrooms 6 Guests
10.0 (59 Reviews)
1 Bedroom 4 Guests
From GB £286 per night
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9.2 (4 Reviews)
2 Bedrooms 8 Guests
From GB £307 per night
10.0 (57 Reviews)
2 Bedrooms 6 Guests
Bed & Breakfast
From GB £134 per night
|
9.1 (123 Reviews)
6 Bedrooms 12 Guests
From GB £308 per night
10.0 (37 Reviews)
2 Bedrooms 4 Guests
|
9.0 (8 Reviews)
1 Bedroom 4 Guests
10.0 (34 Reviews)
1 Bedroom 2 Guests
From GB £152 per night
|
9.0 (3 Reviews)
4 Bedrooms 12 Guests
10.0 (32 Reviews)
2 Bedrooms 7 Guests
10.0 (25 Reviews)
1 Bedroom 2 Guests
10.0 (18 Reviews)
1 Bedroom 2 Guests
10.0 (14 Reviews)
2 Bedrooms 6 Guests
10.0 (13 Reviews)
1 Bedroom 2 Guests
|
9.0 (2 Reviews)
1 Bedroom 4 Guests
From GB £298 per night
|
10.0 (3 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
2 Bedrooms 6 Guests
From GB £148 per night
|
8.9 (630 Reviews)
34 Bedrooms 25 Guests
Bed & Breakfast
From GB £158 per night
|
9.8 (103 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
2 Bedrooms 6 Guests
From GB £73 per night
8.3 (141 Reviews)
13 Bedrooms 52 Guests
From GB £166 per night
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9.8 (40 Reviews)
1 Bedroom 3 Guests
From GB £262 per night
10.0 (1 Review)
2 Bedrooms 10 Guests
|
8.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (1 Review)
2 Bedrooms 6 Guests
|
3.0 (1 Review)
2 Bedrooms 5 Guests
|
New
4 Bedrooms 13 Guests
From GB £187 per night
10.0 (1 Review)
1 Bedroom 2 Guests
|
New
1 Bedroom 8 Guests
10.0 (1 Review)
2 Bedrooms 6 Guests
From GB £159 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
From GB £371 per night
New
1 Bedroom 6 Guests
From GB £134 per night
10.0 (1 Review)
1 Bedroom 2 Guests
New
1 Bedroom 2 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (15 Reviews)
6 Bedrooms 14 Guests
|
9.7 (53 Reviews)
9 Bedrooms 18 Guests

About Ashland Vacation Rentals

With more than 462 Ashland 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 Ashland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Ashland, 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 Ashland. Places to stay near Ashland are 700.91 ft² on average, with prices averaging GB £204 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Ashland 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 Ashland?

What are the top vacation rentals in Ashland?

How many Rentbyowner vacation rentals are available in Ashland?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 462 in the Ashland 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 Ashland. 

Nearby Neighborhood (4)

Neighborhood Property Count
Historic Downtown District Vacation Rentals in Medford, Oregon 220
Historic Railroad District Vacation Rentals in Medford, Oregon 46
Siskiyou-Hargadine Historic District Vacation Rentals in Medford, Oregon 25
Skidmore Academy Historic District Vacation Rentals in Medford, Oregon 317