A deer on a road with vegetation on the sides.

Search Guest Houses in Ashland from CA $202

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Ashland guest houses

1. 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, (245 reviews)
"The property was absolutely perfect for us. It was nothing to walk the brick festival and a fun café right down the street. Would absolutely stay there again."
United States
Kacy
The price is CA $154
CA $202 total
includes taxes & fees
Sep 30 - Oct 1
Charleen's Cottage~Couple Perfect!Great Location! A Gem!

2. 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, (14 reviews)
"This property is truly a top-tier stay. It is exceptionally quiet, incredibly spacious, and thoughtfully designed to accommodate groups of all sizes. The home was spotless upon arrival and fully stocked with everything we needed, from a well-equipped kitchen to plenty of seating, linens, and other conveniences that made our stay comfortable and stress-free."
United States
David S.
The price is CA $199
CA $424 total
includes taxes & fees
Sep 28 - Sep 29
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.

3. 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 $143
CA $242 total
includes taxes & fees
Oct 21 - Oct 22
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.

4. Near Downtown- Kitchen-Washer/Dryer-Parking

Near Downtown- Kitchen-Washer/Dryer-Parking
Medford
The price is CA $192
CA $394 total
includes taxes & fees
Sep 29 - Sep 30
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Ashland Hotel Reviews

Find out more about Ashland

Ashland Guest Houses information

Number of reviews
261
Accommodation
8 Guest Houses
Lowest Price
CA $202
Highest Price
CA $424

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 $202 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