Book Holiday Homes in Ashland

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Featured Holiday Homes in Ashland

Southern Oregon Gem (EV Charger)

Southern Oregon Gem (EV Charger)

Medford
The price is NZ$286 per night from 26 Nov to 27 Nov
NZ$286
includes taxes & fees
26 Nov - 27 Nov
Stay at this vacation home in Medford. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Medford Central Library and Craterian Ginger ...
Southern Oregon Gem (EV Charger)
Comfy Cozy Casa

Comfy Cozy Casa

Medford
The price is NZ$490 per night from 2 Dec to 3 Dec
NZ$490
includes taxes & fees
2 Dec - 3 Dec
Stay at this vacation home in Medford. Enjoy free WiFi, a garden, and patios. Popular attractions Medford Railroad Park and Rogue Valley Mall are located ...
Comfy Cozy Casa
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views

Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views

Klamath Falls
Book a stay at this ski vacation home in Klamath Falls. Enjoy a garden, ski-in/ski-out access, and patios. Popular attractions Crater Lake Zipline and Upper ...
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views
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Rogue Valley Retreat in Medford, OR

Rogue Valley Retreat in Medford, OR

Medford
Book a stay at this golf vacation home in Medford. Enjoy free WiFi, a garden, and patios. Popular attractions Blackbird Statue and Fichtner-Mainwaring Park are ...
Rogue Valley Retreat in Medford, OR
Charming home, w/hot tub, close to downtown Pet-Friendly!

Charming home, w/hot tub, close to downtown Pet-Friendly!

Ashland
The price is NZ$857 per night from 3 Dec to 4 Dec
NZ$857
includes taxes & fees
3 Dec - 4 Dec
Book a stay at this family-friendly vacation home in Ashland. Enjoy free WiFi, a garden, and patios. Popular attractions Allen Elizabethan Theatre and Angus ...
Charming home, w/hot tub, close to downtown Pet-Friendly!
Renovated Home in Central Point

Renovated Home in Central Point

Central Point
Stay at this vacation home in Central Point. Enjoy balconies, in-room washers/dryers, and an in-room coffeemaker. Popular attractions The Expo and Bi-Mart Amphitheater ...
Renovated Home in Central Point
The Phoenix House- a place to relax and rejuvenate

The Phoenix House- a place to relax and rejuvenate

Phoenix
The price is NZ$881 per night from 29 Nov to 30 Nov
NZ$881
includes taxes & fees
29 Nov - 30 Nov
Stay at this vacation home in Phoenix. Enjoy air conditioning. Popular attractions Phoenix Library and EdenVale Winery are located nearby.
The Phoenix House- a place to relax and rejuvenate
Station House Suite A

Station House Suite A

Jacksonville
The price is NZ$893 per night from 24 Nov to 25 Nov
NZ$893
includes taxes & fees
24 Nov - 25 Nov
Stay at this vacation home in Jacksonville. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Kharmic Creations and Quady North ...
Station House Suite A
Cheerful 3-Bedroom home in Central Point

Cheerful 3-Bedroom home in Central Point

Central Point
Book a stay at this ski vacation home in Central Point. Enjoy free WiFi, a water park, and a garden. Popular attractions Central Point Library and Rogue Valley ...
Cheerful 3-Bedroom home in Central Point
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Ashland vacation homes are the perfect way for you to wing it.

Holiday houses in Ashland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Ashland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Ashland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Ashland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Ashland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Ashland Holiday Homes essential information

Accommodation
235 Holiday Homes
Lowest Price
NZ$152
Highest Price
NZ$893
Popular accommodation
Southern Oregon Gem (EV Charger), Comfy Cozy Casa, Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views, Rogue Valley Retreat in Medford, OR, Charming home, w/hot tub, close to downtown Pet-Friendly!, Renovated Home in Central Point, The Phoenix House- a place to relax and rejuvenate , Station House Suite A, Cheerful 3-Bedroom home in Central Point

Top trending hotels in Ashland

Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$152 per night from 4 Dec to 5 Dec
NZ$152
includes taxes & fees
4 Dec - 5 Dec
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Stratford Inn
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 24 Nov to 25 Nov
NZ$194
includes taxes & fees
24 Nov - 25 Nov
Book a stay at this ski hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Ashland Hills Hotel & Suites
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$304 per night from 5 Dec to 6 Dec
NZ$304
includes taxes & fees
5 Dec - 6 Dec
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Ashland Springs Hotel
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Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$164 per night from 24 Nov to 25 Nov
NZ$164
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3-star family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in ...
Callahan's Mountain Lodge
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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.

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^Subject to availability and chosen travel dates.