Compare Ashland Guest House Rentals

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Featured Guest Houses in Ashland

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

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

Jacksonville OR
$130 nightly
The price is $144 total per night
$144 total
Jul 26 - Jul 27
Total with taxes and fees
At this guesthouse, guests have access to features like laundry facilities.
Free WiFi
Air conditioning
Near Downtown- Kitchen-Washer/Dryer-Parking

Near Downtown- Kitchen-Washer/Dryer-Parking

Medford OR
$243 nightly
The price is $266 total per night
$266 total
Aug 18 - Aug 19
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
Spacious Cottage -Hot Tub, Patio, Fire Table, WIFI

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

Central Point OR
Guests staying at this guesthouse enjoy a hot tub and laundry facilities.
Hot Tub
Free WiFi
Rogue River Guesthouse: Rural river views near I-5

Rogue River Guesthouse: Rural river views near I-5

Gold Hill OR
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
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.

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
$312 nightly
The price is $315 total per night
$315 total
Aug 17 - Aug 18
Total with taxes and fees
At this guesthouse, guests have access to features like laundry facilities.
Pet friendly
Air conditioning
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.

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
$171 nightly
The price is $174 total per night
$174 total
Jul 27 - Jul 28
Total with taxes and fees
This guesthouse is a smoke-free guesthouse.
Pet friendly
Free WiFi
Jacksonville Inn

Jacksonville Inn

3 out of 5
175 E California St Jacksonville OR
Jacksonville Inn features free WiFi in public areas and wedding services. If you drive, take advantage of free parking.
Breakfast included
Parking included
Carlisle Garden Suites

Carlisle Garden Suites

3 out of 5
637 E Main St Ashland OR
Guests staying at Carlisle Garden Suites enjoy free WiFi in public areas, a terrace, and a garden. 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 picnic area.
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

    Ashland Hills Hotel & Suites

    2525 Ashland St Ashland OR
    $153 nightly
    The price is $170 total per night from Jul 26 to Jul 27
    $170 total
    Jul 26 - Jul 27
    Total with taxes and fees
    8.8/10 Excellent! (1,512 reviews)
    Prospero's Flagship Inn

    Prospero's Flagship Inn

    1193 Siskiyou Blvd Ashland OR
    $93 nightly
    The price is $104 total per night from Jul 27 to Jul 28
    $104 total
    Jul 27 - Jul 28
    Total with taxes and fees
    8.6/10 Excellent! (1,407 reviews)
    Best Western Windsor Inn

    Best Western Windsor Inn

    2520 Ashland St Ashland OR
    $139 nightly
    The price is $155 total per night from Jul 26 to Jul 27
    $155 total
    Jul 26 - Jul 27
    Total with taxes and fees

Ashland Guest Houses essential information

Accommodation
8 Guest Houses
Lowest Price
$104
Highest Price
$315
Popular accommodation
Charleen's Cottage~Couple Perfect!Great Location! A Gem!, Near Downtown- Kitchen-Washer/Dryer-Parking, Spacious Cottage -Hot Tub, Patio, Fire Table, WIFI, Rogue River Guesthouse: Rural river views near I-5, 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., 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

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