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
$266 nightly
The price is $297 total per night
$297 total
Aug 4 - Aug 5
Total includes taxes and fees
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
In the historic railroad district, walking distance to all the best of Ashland!

In the historic railroad district, walking distance to all the best of Ashland!

0.2 mi from city center
Guests staying at this vacation home enjoy free WiFi in public areas, laundry facilities, and a garden.
Kitchen
Washer
Ashland Lodge w/ Lake Views & Game Room Loft

Ashland Lodge w/ Lake Views & Game Room Loft

15.47 mi from city center
At this vacation home, guests have access to an arcade/game room, laundry facilities, and barbecue grills.
Kitchen
Washer
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4 out of 5
1023 E Main St, Ashland, OR
0.67 mi from city center
$299 nightly
The price is $318 total per night
$318 total
Aug 19 - Aug 20
Total includes taxes and fees
This vacation home features free WiFi in public areas and a picnic area. If you drive, take advantage of free parking. Other amenities at this hot springs vacation home include a garden and barbecue grills.
Kitchen
Parking included
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

0.53 mi from city center
$543 nightly
The price is $605 total per night
$605 total
Aug 22 - Aug 23
Total includes taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Hot Tub
Kitchen
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

12.67 mi from city center
$315 nightly
The price is $319 total per night
$319 total
Jul 24 - Jul 25
Total includes taxes and fees
This cabin features a hot tub and barbecue grills.
Hot Tub
Kitchen
Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt

1.19 mi from city center
$305 nightly
The price is $310 total per night
$310 total
Aug 5 - Aug 6
Total includes taxes and fees
At this vacation home, guests have access to a sauna, a hot tub, and laundry facilities. This smoke-free vacation home also has a garden.
Hot Tub
Kitchen
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

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

9.52 mi from city center
At this vacation home, guests have access to barbecue grills.
Kitchen
Free WiFi
Chateau Herbe ~ Oberon Suite w/ Kitchen

Chateau Herbe ~ Oberon Suite w/ Kitchen

1.19 mi from city center
$236 nightly
The price is $240 total per night
$240 total
Jul 27 - Jul 28
Total includes taxes and fees
At this apartment, guests have access to a sauna, a hot tub, and laundry facilities. This smoke-free apartment building also has a garden.
Hot Tub
Kitchen
Hyatt Prairie Mountain Cabin

Hyatt Prairie Mountain Cabin

15.13 mi from city center
$383 nightly
The price is $389 total per night
$389 total
Jul 24 - Jul 25
Total includes taxes and fees
At this cabin, guests have access to features like laundry facilities. This family-friendly cabin also has barbecue grills.
Kitchen
Washer
Railroad District, steps to downtown, everything you need to enjoy Ashland!

Railroad District, steps to downtown, everything you need to enjoy Ashland!

0.2 mi from city center
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
39 4th St, Ashland, OR
0.29 mi from city center
$202 nightly
The price is $217 total per night
$217 total
Aug 19 - Aug 20
Total includes taxes and fees
At this vacation home, guests have access to free WiFi in public areas, express check-out, and laundry facilities. A stay here includes free parking. This hot springs vacation home also has a garden.
Kitchen
Washer
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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 $217 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.

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