Ashland Vacation Rentals

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Vacation Rentals in Ashland

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

Ashland OR

Located in Ashland, this vacation home is within a 15-minute walk of Ashland Creek and Lithia Park.

Kitchen

Washer

Crater Lake Themed Retreat in Eagle Point

Eagle Point OR

$216 nightly

$230 total

Sep 20 - Sep 21

Total with taxes and fees

With a stay at this vacation home in Eagle Point, you'll be within a 5-minute drive of Butte Creek Mill and Eagle Point Library.

Kitchen

Washer

3 bedrooms with king beds, 2.5 bathrooms. 2146 sq ft house in east Medford.

Medford OR

Located in Medford, this vacation home is within a 5-minute drive of RoxyAnn Winery and Rocky Knoll Tasting Room.

Kitchen

Washer

Viewtacular 1-bedroom studio with Lazy Lagoon Pool

Medford OR

Located in Eagle Point, this vacation home is in a rural location, within a 15-minute drive of RoxyAnn Winery and Rocky Knoll Tasting Room.

Kitchen

Air conditioning

Capital House- Private Getaway with POOL!

Medford OR

Located in Medford, this vacation home is within a 5-minute drive of Rocky Knoll Tasting Room and RoxyAnn Winery.

Pool

Kitchen

California Cottage: Downtown!

Jacksonville OR

$247 nightly

$275 total

Sep 20 - Sep 21

Total with taxes and fees

A stay at this vacation home places you in the heart of Jacksonville, steps from Quady North and Art Presence Art Center.

Kitchen

Washer

Quiet and peaceful cottage close to downtown

Ashland OR

$284 nightly

$317 total

Sep 20 - Sep 21

Total with taxes and fees

With a stay at this vacation home in Ashland (Siskiyou-Hargadine Historic District), you'll be within a 10-minute walk of Southern Oregon University and Ashland Library.

Kitchen

Washer

Restful River Retreat

Gold Hill OR

$216 nightly

$232 total

Sep 24 - Sep 25

Total with taxes and fees

When you stay at this vacation home in Gold Hill, you'll be on a river, just steps from Rogue River and Gold Hill Library.

Kitchen

Washer

NEW Modern Luxury Downtown Talent - The Millie Haus

Talent OR

With a stay at this vacation home in Talent, you'll be within a 5-minute drive of Talent Library and Paschal Winery.

Hot Tub

Kitchen

Beautiful Country Home located outside of Jacksonville with pool!

Central Point OR

$558 nightly

$566 total

Sep 27 - Sep 28

Total with taxes and fees

Located in Central Point, this vacation home is within a 5-minute drive of Kharmic Creations and Art Presence Art Center.

Pool

Kitchen

Beautiful Southern Charm awaits your visit!

Medford OR

Located in Medford, this vacation home is within a 5-minute drive of Fichtner-Mainwaring Park and Blackbird Statue.

Kitchen

Washer

The R&R is a large 5-bedroom house in beautiful Ashland…amazing sunset views,

Ashland OR

With a stay at this vacation home in Ashland, you'll be within a 10-minute drive of Talent Library and Ashland Creek.

Pool

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.