Compare Ashland Vacation Rentals

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Ashland Rentals

A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
159 N Main St Ashland OR
0.31 mi from city center
Guests staying at A Cowslip's Belle Inn enjoy free WiFi in public areas and express check-out. Free parking is available if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area.
Pet friendly
Parking included
Hyatt Lake Mountain Retreat

Hyatt Lake Mountain Retreat

Ashland OR
13.02 mi from city center
Guests staying at this cabin have access to barbecue grills and a garden.
Kitchen
Pet friendly
Premier Downstairs Flat in Perfect Down Town Location

Premier Downstairs Flat in Perfect Down Town Location

Ashland OR
0.34 mi from city center
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Ashland OR
0.53 mi from city center
$460 nightly
The price is $513 total per night
$513 total
Oct 27 - Oct 28
Total with taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a garden. This family-friendly vacation home also has barbecue grills.
Hot Tub
Kitchen
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Ashland OR
9.52 mi from city center
At this vacation home, guests have access to barbecue grills.
Kitchen
Free WiFi
Gorgeous Lakeside BarnHOUSE + SAUNA!

Gorgeous Lakeside BarnHOUSE + SAUNA!

Ashland OR
15.3 mi from city center
$366 nightly
The price is $371 total per night
$371 total
Oct 15 - Oct 16
Total with taxes and fees
Guests of this vacation home enjoy features like a gym, a sauna, and laundry facilities. Other amenities at this family-friendly vacation home include a water dispenser and barbecue grills.
Kitchen
Washer
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown

BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown

Ashland OR
0.3 mi from city center
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!

Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!

Ashland OR
0.53 mi from city center
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
The Ashland Cottage, walk to town

The Ashland Cottage, walk to town

Ashland OR
0.42 mi from city center
$247 nightly
The price is $275 total per night
$275 total
Oct 18 - Oct 19
Total with taxes and fees
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Air conditioning
Hillside at Emigrant Creek Ranch

Hillside at Emigrant Creek Ranch

Ashland OR
4.83 mi from city center
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Hot Tub
Kitchen
The Dogwood Suite at Tudor House Vacation Rentals

The Dogwood Suite at Tudor House Vacation Rentals

Ashland OR
0.75 mi from city center
Guests staying at this apartment enjoy free WiFi in public areas and laundry facilities.
Kitchen
Washer
Historic Dunn Ranch Ashland Oregon. Sleeps 12 to 14 Great for large groups.

Historic Dunn Ranch Ashland Oregon. Sleeps 12 to 14 Great for large groups.

Ashland OR
4.13 mi from city center
Guests of this vacation home enjoy a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include barbecue grills and a garden.
Hot Tub
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Ashland Large Group Rentals

How to Book Vacation Rentals in Ashland



🏠 What is the best price for Ashland vacation rentals?

Ashland vacation rentals range in price, starting at $275 per night.


🏠 What types of vacation rentals in Ashland can I rent?

Orbitz offers a wide range of Ashland rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Ashland condo rentals.


🏠 Is it free to cancel my Ashland vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Ashland vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Ashland. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Ashland?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Ashland apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Ashland?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Ashland package deals will get you even more savings.