Top Ashland Villa Rates

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Featured Villas in Ashland

The Cottage: One bedroom w/mini fridge & private bath.

The Cottage: One bedroom w/mini fridge & private bath.

Medford OR
Fully refundable
The price is AU$405 per night from 29 Dec to 30 Dec
AU$405
29 Dec - 30 Dec
includes taxes & fees
With a stay at this villa in Medford, you'll be a 1-minute walk from RoxyAnn Winery and 11 minutes by foot from Rocky Knoll Tasting Room.
Opens in a new windowThe Cottage: One bedroom w/mini fridge & private bath.
The Carriage House: One bedroom w/kitchen & full bath.

The Carriage House: One bedroom w/kitchen & full bath.

2 out of 5
Medford OR
Fully refundable
The price is AU$465 per night from 29 Dec to 30 Dec
AU$465
29 Dec - 30 Dec
includes taxes & fees
With a stay at this villa in Medford, you'll be a 1-minute walk from RoxyAnn Winery and 11 minutes by foot from Rocky Knoll Tasting Room.
Opens in a new windowThe Carriage House: One bedroom w/kitchen & full bath.
Luxury Ashland Mountain Escape: Pool, Hot Tub

Luxury Ashland Mountain Escape: Pool, Hot Tub

Ashland OR
When you stay at this villa in Ashland, you'll be on the waterfront, within a 5-minute drive of Weisinger Family Winery and Southern Oregon University.
Opens in a new windowLuxury Ashland Mountain Escape: Pool, Hot Tub
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Luxury Villa with King Beds, Game Room, Sleeps 11

Luxury Villa with King Beds, Game Room, Sleeps 11

Medford OR
With a stay at this villa in Medford, you'll be within a 5-minute drive of Rocky Knoll Tasting Room and RoxyAnn Winery.
Opens in a new windowLuxury Villa with King Beds, Game Room, Sleeps 11
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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 Luxury Villas

It’s time to plan your next getaway, and this time, you want it to be amazing. You just want a holiday where you’ll come away with humble brags like “I just couldn’t choose between the pool or the hot tub” and “It was so hard for the whole family to pick their rooms in such a big house”. OK, maybe those aren’t so humble. And that’s exactly the point when you’ve got Ashland villa accommodation from lastminute.com.au.

You know what else you might get with that villa? A gourmet kitchen. What does one do in a gourmet kitchen? Why, craft delicious meals that are bound to impress your significant other, kiddos, mum, or whoever else you count among your travelling companions. Nothing says “clan getaway” like a tasty dinner in luxey surroundings, after all. But who says you even have to cook? Conjuring up gastronomic delights takes effort, and you ask us, cheap villa holidays are all about relaxing—and enjoying the fact you’re getting so much bang for your buck. Ashland has plenty of ways to delight your taste buds, and don’t get us started on the scenery. No filter, indeed.

Yes, this holiday will give you plenty of humble brags, but there’s nothing humble at all about our awesome deals. Put in for some annual leave and grab some pocket change, because we’ve got Ashland villas that will have you wondering “How is that even possible?” Anything is possible—well, almost anything—when you’ve got lastminute.com.au on your side.

Ashland Villas essential information

Accommodation
4 Villas
Lowest Price
AU$114
Highest Price
AU$465
Popular accommodation
The Cottage: One bedroom w/mini fridge & private bath., The Carriage House: One bedroom w/kitchen & full bath., Luxury Ashland Mountain Escape: Pool, Hot Tub, Luxury Villa with King Beds, Game Room, Sleeps 11

Top trending hotels in 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 AU$168 per night from 1 Jan to 2 Jan
AU$168
1 Jan - 2 Jan 2026
includes taxes & fees
When you stay at Ashland Hills Hotel & Suites in Ashland, you'll be near ski lifts, within a 5-minute drive of Southern Oregon University and Weisinger Family ...
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 AU$137 per night from 25 Dec to 26 Dec
AU$137
25 Dec - 26 Dec
includes taxes & fees
Located in Ashland (Siskiyou-Hargadine Historic District), Stratford Inn is a 4-minute walk from Ashland Library and 9 minutes by foot from Oregon Cabaret ...
Opens in a new windowStratford Inn
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 AU$114 per night from 20 Dec to 21 Dec
AU$114
20 Dec - 21 Dec
includes taxes & fees
With a stay at Flagship Inn of Ashland in Ashland, you'll be a 1-minute walk from Southern Oregon University and 5 minutes by foot from Schneider Museum of ...
Opens in a new windowFlagship Inn of Ashland
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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 AU$169 per night from 4 Jan to 5 Jan
AU$169
4 Jan - 5 Jan 2026
includes taxes & fees
A stay at Ashland Springs Hotel places you in the heart of Ashland, steps from Oregon Cabaret Theatre and Allen Elizabethan Theatre.
Opens in a new windowAshland Springs Hotel
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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.