Ashland Guest Houses

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Guest Houses in Ashland

Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Jacksonville OR

$130 nightly

$144 total

Aug 16 - Aug 17

Total with taxes and fees

A stay at this guesthouse places you in the heart of Jacksonville, within a 10-minute walk of Art Presence Art Center and Quady North.

Free WiFi

Air conditioning

Charming Wine Country Carriage House – 2BR/2BA near Jacksonville Peaceful retreat in the heart of Southern Oregon wine country. Private, comfy, and perfect for couples or friends. Close to wineries, trails & historic Jacksonville.

Central Point OR

$297 nightly

$300 total

Aug 10 - Aug 11

Total with taxes and fees

With a stay at this guesthouse in Central Point, you'll be within a 5-minute drive of Kharmic Creations and Art Presence Art Center.

Pet friendly

Air conditioning

Near Downtown- Kitchen-Washer/Dryer-Parking

Medford OR

$253 nightly

$277 total

Aug 18 - Aug 19

Total with taxes and fees

With a stay at this guesthouse, you'll be centrally located in Medford, within a 15-minute drive of Rogue River and Medford Dance Arts Center.

Pet friendly

Free WiFi

Spacious Cottage -Hot Tub, Patio, Fire Table, WIFI

Central Point OR

With a stay at this guesthouse in Central Point, you'll be within a 10-minute drive of Rogue River and TouVelle State Recreation Site.

Hot Tub

Free WiFi

Rogue River Guesthouse: Rural river views near I-5

Gold Hill OR

Located in Central Point, this guesthouse is in a rural location, a 1-minute drive from Rogue River and 7 minutes from Gold Hill Dog Park.

Pet friendly

Free WiFi

Modern 1 BR Guest House in Central Point, OR. Your ideal Southern Oregon stopover! Features AC, full kitchen, W/D, and dedicated workspace. Quick and convenient access to I-5 and local attractions.

Central Point OR

$170 nightly

$173 total

Aug 9 - Aug 10

Total with taxes and fees

With a stay at this guesthouse in Central Point, you'll be within a 10-minute walk of Rogue Creamery and Central Point Library.

Pet friendly

Free WiFi

Jacksonville Inn

175 E California St Jacksonville OR

With a stay at Jacksonville Inn in Jacksonville (Jacksonville Historic District), you'll be steps from Kharmic Creations and Quady North.

Breakfast included

Parking included

Carlisle Garden Suites

637 E Main St Ashland OR

With a stay at Carlisle Garden Suites in Ashland (Historic Railroad District), you'll be within a 10-minute walk of Oregon Shakespeare Festival and Ashland Library.

Parking included

Free WiFi

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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.