Book Holiday Homes in Ashland

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Featured Holiday Homes in Ashland

Jacksonville Place

Jacksonville Place

Medford
The price is NZ$334 per night from 5 Nov to 6 Nov
NZ$334
5 Nov - 6 Nov
includes taxes & fees
Stay at this vacation home in Medford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Blackbird Statue and Fichtner-Mainwaring Park are ...
Opens in a new windowJacksonville Place
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, laundry facilities, and ski-in/ski-out access. Popular attraction Crater Lake Zipline ...
Opens in a new windowHarriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views
Comfy Cozy Casa

Comfy Cozy Casa

Medford
The price is NZ$479 per night from 5 Nov to 6 Nov
NZ$479
5 Nov - 6 Nov
includes taxes & fees
Stay at this vacation home in Medford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Medford Railroad Park and Rogue Valley Mall are ...
Opens in a new windowComfy Cozy Casa
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Restful River Retreat

Restful River Retreat

Gold Hill
The price is NZ$407 per night from 5 Nov to 6 Nov
NZ$407
5 Nov - 6 Nov
includes taxes & fees
Stay at this vacation home in Gold Hill. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Gold Hill Library and Del Rio Vineyards and Winery ...
Opens in a new windowRestful River Retreat
Small house perfect for families and pets

Small house perfect for families and pets

Medford
The price is NZ$422 per night from 16 Nov to 17 Nov
NZ$422
16 Nov - 17 Nov
includes taxes & fees
Stay at this vacation home in Medford. Popular attractions Rocky Knoll Tasting Room and Cinemark Tinseltown Medford 15 are located nearby.
Opens in a new windowSmall house perfect for families and pets
East Medford Home Getaway

East Medford Home Getaway

2 out of 5
Medford, OR
Book a stay at this family-friendly vacation home in Medford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Rocky Knoll Tasting Room ...
Opens in a new windowEast Medford Home Getaway
3 bedrooms with king beds, 2 1/2 bathrooms.  2146 sq ft house in east Medford.

3 bedrooms with king beds, 2 1/2 bathrooms. 2146 sq ft house in east Medford.

Medford
Stay at this vacation home in Medford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Roxy Ann Peak and Prescott Park and RoxyAnn Winery ...
Opens in a new window3 bedrooms with king beds, 2 1/2 bathrooms. 2146 sq ft house in east Medford.
HOT TUB! Firepit - Bright Open-Near Airport & Freeway

HOT TUB! Firepit - Bright Open-Near Airport & Freeway

Medford
The price is NZ$491 per night from 9 Nov to 10 Nov
NZ$491
9 Nov - 10 Nov
includes taxes & fees
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 ...
Opens in a new windowHOT TUB! Firepit - Bright Open-Near Airport & Freeway
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

Eagle Point
Stay at this vacation home in Eagle Point. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Eagle Point Library and Butte Creek Mill are ...
Opens in a new windowCozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
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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
253 Holiday Homes
Lowest Price
NZ$106
Highest Price
NZ$491
Popular accommodation
Jacksonville Place, Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views, Comfy Cozy Casa, Restful River Retreat, Small house perfect for families and pets, East Medford Home Getaway, 3 bedrooms with king beds, 2 1/2 bathrooms. 2146 sq ft house in east Medford., HOT TUB! Firepit - Bright Open-Near Airport & Freeway, Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

Top trending hotels in Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$106 per night from 5 Nov to 6 Nov
NZ$106
5 Nov - 6 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Opens in a new windowFlagship Inn of Ashland
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$203 per night from 16 Nov to 17 Nov
NZ$203
16 Nov - 17 Nov
includes taxes & fees
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowAshland Hills Hotel & Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
Fully refundable
The price is NZ$176 per night from 1 Dec to 2 Dec
NZ$176
1 Dec - 2 Dec
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
Opens in a new windowStratford Inn
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Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd., Ashland, OR
Fully refundable
The price is NZ$169 per night from 3 Dec to 4 Dec
NZ$169
3 Dec - 4 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowComfort Inn & Suites Ashland
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See all available properties in Ashland
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.