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Search Guest Houses in Ashland from CA $188

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Ashland guest houses

A modern living room with a dark sofa, a blue pillow, a wooden coffee table with books, a black chair, and a decorative mirror.

1. 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, (3 reviews)
"I loved the little house. Everything was first class, clean as a whistle, fully equipped and what a comfortable bed!! Will definitely stay here again. Love love loved it!!"
United States
Anonymous traveller
The price is CA $154
CA $241 total
includes taxes & fees
Nov 15 - Nov 16
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.
A house with a porch, a hanging flower pot, and a door with a window.

2. 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, (251 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 $153
CA $188 total
includes taxes & fees
Nov 17 - Nov 18
Charleen's Cottage~Couple Perfect!Great Location! A Gem!
A kitchen with a double sink, a spice rack, and a window with blinds.

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

Near Downtown- Kitchen-Washer/Dryer-Parking
Medford
8.0 out of 10, Very good, (1 review)
"We didn’t appreciate the fact that they waited until exactly 4pm to send the info on how to get into the house. We had someone dropping us off at the house and had to wait outside until they finally got back to us, even though we tried throughout the day multiple times. The skylight woke us up super early because it got very bright in our room. The house was clean and fit our family of 6 well."
United States
Stephanie F.
The price is CA $193
CA $378 total
includes taxes & fees
Dec 7 - Dec 8
Near Downtown- Kitchen-Washer/Dryer-Parking
A dining area with a wooden table, chairs, a chandelier, and a wooden ceiling.

4. 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, (15 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 $207
CA $413 total
includes taxes & fees
Nov 13 - Nov 14
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.
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.
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Top Ashland Hotel Reviews

Timbers INN and Suites

Timbers INN and Suites

8/10 Good
"pleasant staff, clean room and bedding, good value … but some deferred maintenance and no continental breakfast offerings as depicted online"
Margaret 1-night trip
Posted 4 hours ago
Timbers INN and Suites

Find out more about Ashland

Ashland Guest Houses information

Number of reviews
270
Accommodation
8 Guest Houses
Lowest Price
CA $188
Highest Price
CA $413

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 $188 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.

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