Compare Ashland Guest House Rentals

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Featured Guest Houses in Ashland

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

$129 nightly

$143 total

Sep 30 - Oct 1

Total with taxes and fees

At this guesthouse, guests have access to features like laundry facilities.

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.

$297 nightly

$300 total

Oct 6 - Oct 7

Total with taxes and fees

At this guesthouse, guests have access to features like laundry facilities.

Pet friendly

Air conditioning

Guests staying at this guesthouse enjoy a hot tub and laundry facilities.

Hot Tub

Free WiFi

Near Downtown- Kitchen-Washer/Dryer-Parking

$245 nightly

$267 total

Sep 29 - Sep 30

Total with taxes and fees

At this guesthouse, guests have access to features like laundry facilities and local meal delivery service.

Pet friendly

Free WiFi

Rogue River Guesthouse: Rural river views near I-5

At this guesthouse, guests have access to features like laundry facilities. RV, bus, and truck parking is available. This smoke-free guesthouse also has barbecue grills.

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.

$169 nightly

$171 total

Sep 10 - Sep 11

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Pet friendly

Free WiFi

Jacksonville Inn features free WiFi in public areas and wedding services. If you drive, take advantage of free parking.

Breakfast included

Parking included

Guests staying at Carlisle Garden Suites enjoy free WiFi in public areas, a terrace, and a picnic area. If you plan to drive, free parking is available. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations. This smoke-free guesthouse also has a garden.

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.

Hotel Options in Ashland

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

$143 nightly

$160 total

Sep 28 - Sep 29

Total with taxes and fees

8.8/10 Excellent! (1,539 reviews)

Prospero's Flagship Inn

1193 Siskiyou Blvd Ashland OR

$59 nightly

$65 total

Sep 13 - Sep 14

Total with taxes and fees

Best Western Windsor Inn

2520 Ashland St Ashland OR

$113 nightly

$125 total

Sep 21 - Sep 22

Total with taxes and fees

Ashland Guest Houses essential information

Accommodation	8 Guest Houses
Lowest Price	$65
Highest Price	$300
Popular accommodation	Charleen's Cottage~Couple Perfect!Great Location! A Gem!, 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., Spacious Cottage -Hot Tub, Patio, Fire Table, WIFI, Near Downtown- Kitchen-Washer/Dryer-Parking, Rogue River Guesthouse: Rural river views near I-5, 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., Jacksonville Inn, Carlisle Garden Suites