Search Guest Houses in Ashland from CA $196

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 15 - May 17
In two weeks
May 22 - May 24
In one month
Jun 5 - Jun 7
In two months
Jul 3 - Jul 5

Our top choices for Ashland guest houses

Interior

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
10.0 out of 10, Exceptional, (2 reviews)
"This was an absolutely wonderful place to stay. It’s was clean and inviting. Such attention to detail! Thoughtful little amenities added to the charm of the little house. Centrally located which made it easy to explore. We highly recommend this place!"
United States
Rod B.
The price is CA $138
CA $236 total
includes taxes & fees
May 12 - May 13
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.
Dining

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
10.0 out of 10, Exceptional, (11 reviews)
"Jenny was extremely helpful to us more times than once!! Loved our stay"
United States
Pamela S.
The price is CA $208
CA $428 total
includes taxes & fees
May 11 - May 12
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.
Exterior detail

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

Charleen's Cottage~Couple Perfect!Great Location! A Gem!
Jacksonville
10.0 out of 10, Exceptional, (205 reviews)
"Great place to stay. The place is clean and it has everything we wanted."
United States
Gavin
The price is CA $150
CA $196 total
includes taxes & fees
May 10 - May 11
Charleen's Cottage~Couple Perfect!Great Location! A Gem!
Fridge, microwave, oven, stovetop

Near Downtown- Kitchen-Washer/Dryer-Parking

Near Downtown- Kitchen-Washer/Dryer-Parking
Medford
The price is CA $181
CA $376 total
includes taxes & fees
May 27 - May 28
Near Downtown- Kitchen-Washer/Dryer-Parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"Clean room for the most part, great tv channels, and good breakfast. Critiques are; toilet was loose and would move when sitting on it, plus the plastic seat was damaged and would scratch your bottom when soon it. The pool was green with algae and could not be used. "
Cathryn 1-night trip
Posted 2 hours ago
Prospero's Flagship Inn

Find out more about Ashland

Ashland Guest Houses information

Number of reviews
218
Accommodation
6 Guest Houses
Lowest Price
CA $196
Highest Price
CA $428

Frequently asked questions

What are the most popular guest houses in Ashland according to reviews?
Carlisle Garden Suites is a great choice for travellers seeking a delightful stay in Ashland, boasting an excellent 8.0 rating. This guest house is designed with relaxation in mind, featuring inviting balconies and patios where guests can unwind and soak up the beautiful surroundings. For those who appreciate a touch of luxury, the private hot tub and deep soaking bathtubs offer the superb escape after a day of exploring the area. Each suite comes equipped with a kitchenette, making it easy to prepare meals and enjoy the comforts of home.
What is the nightly rate for a guest house in Ashland?
Rates for Ashland guest houses vary, but travelers can find great-value prices from CA $196 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Ashland guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Ashland guest house and a B&B?
A guest house in Ashland is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia