
Apartment vacation rentals in Ashland
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Top-rated apartment rentals in Ashland
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Vacation rentals for every style
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Popular amenities for Ashland apartment rentals
Apartment rentals with a hot tub

Cozy Condo in East Medford w/ Pool and Hot Tub
Was in town for work, so it was centrally located and easy to get to grocery stores and restaurants. Shon was really accommodating, overall a nice private and quiet stay!

Old Mill Lodge Studio at Lake of the Woods
Kim’s place was the perfect stay for us for our visit to Crater Lake! It was an idyllic stay in the woods and Kim added so many special and personal touches that made our stay so lovely. Would highly recommend staying here for anyone visiting!

The Pool House
Extremely homey and comfortable studio! Everything matches the description! We enjoyed the air fryer- it’s a big one and can be used as a toaster/ air fryer or oven! The pull out sofa bed was as comfortable as can be for a pull out bed- my son said as long as you lay on it right it’s great to sleep on. So maybe not for adults but fine for a kid that can lay in the middle! He slept thru the night all four nights which is a feat in and of itself. The main bed was super comfortable and had plenty of great pillows! There was a comforter for the sofa bed in the closet. Everything was clean. The swimming pool was so nice to have for hot days! There is a basketball hoop- but it’s also where the parking is. Still there were a few days the parking spaces were empty so my son could play basketball! I knocked the power out by running multiple appliances (there is a warning about this I just forgot!! ) Shon took time from his day to reset it! Very safe area! Lots of trees and quiet!

Westwood Unit D
It was just what we needed and the bed is the most comfortable I’ve been on

Grants Pass Retreat w/ Hot Tub & Mountain Views!
What an amazing place to stay for a little get away! The host, Denise was so accommodating and caring. The place was immaculately clean and had everything I needed. The hot tub was amazing, and the view from the porch was breathtaking! I highly recommend this property, and would definitely stay here again.

Chateau Herbe ~ Juliet Carriage House studio
Neat place to stay. Beautiful grounds.

Chateau Herbe ~Miranda Carriage House Apartment
We had a wonderful stay! Instructions were extremely clear, so even though construction delayed our arrival until after dark, we could easily find our rental. The surroundings are *gorgeous* and really special. Beds were very comfortable and the AC worked well. We would absolutely stay here again.

Château Herbe ~ Oberon Private suite w/ Kitchen
Charming suite with full kitchen and views of the landscaped grounds.
Apartment rentals with air conditioning

The Urban Gypsy Loft
Alisha’s place is great for visiting Ashland. It’s right on the main street and is very convenient to walk around from there. The place is huge with two bedrooms, large living spaces, and kitchen. We definitely enjoyed the apartment’s air conditioning. I would say the unit’s convenient location make the traffic and nightlife sounds part of the experience, but we did not find it unreasonable and had great sleep our entire stay.

Peach Street Super Suite
This was a great place! We were able to check in early and they responded super promptly and were very kind. Place was super clean and was just right for us! I really appreciate you guys and allowing us to spend some time in your place!!

Downtown 3 Bedroom Upstairs Flat with views "B"
Our stay was excellent! We did not move our cars once. Everything we wanted to do was in walking distance. It was the perfect space for 3 friends - who all want their own room. Just how we roll.

Lovely apartment front section of Host's home.
This is our go-to place to stay while visiting the area! Once again, a wonderful experience with lots of thoughtful touches. Highly recommended!

Cowslip's Lower Garden Suite
What a wonderful stay! Cowslips Belle did not disappoint. We stayed for 10 days, and can honestly say that this was one of our best AirBnB stays ever! It’s walking distance from the hub of Ashland - Main Street, lots of restaurants, & Lithia Park. It’s a beautifully maintained peaceful retreat — all 6 units face a private, lovely grassy area (that our dog thoroughly enjoyed), with a Koi pond too. Our unit —the Lower Unit—was clean, quiet, and had everything we needed. The hosts are friendly, personable and communicative. Even when there was a temporary water shut-off issue, they let us know every step of the way what was happening, and it was fixed within an hour. If you’re looking for a restful nights sleep, on a comfortable bed, with a jacuzzi bathtub & separate stand-up shower, with a full kitchen, then look no further! We are definitely planning on staying here again.

Cozy Spa Vibe Guesthouse | Tap-House & More
Very cute clean little place. Will stay again. Well worth the price.

The Loft
My sister and her family stayed here on their visit to Medford, and they had nothing but lovely things to say! The house is comfortable, well appointed, and Patsene is such a kind and attentive host. There were fresh fruits and treats provided, and the little corgi was such a delight! Highly recommend!

Hilltop Hideaway~Brand New~Amazing Views
This was our first airbnb that we have personally rented. We were very happy with our choice. Our people in Oregon that we were visiting loved it too when they came and saw it. Our only suggestion for next time would be better instructions on how to run the tv. Thank you for hosting a great place!!
Weekly apartment rentals

River Views 1 bedroom | just off I-5
Working with Stay Rogue has always been a pleasure! Really enjoyed the thoughtful space at the renovated #5 listing. Plus they were most excellent to accommodate my man and I for a late check out as well. Only suggestion I would offer is for a cooking strainer for the kitchen- I had brought some fruit that would have been helpful for my washing them. Overall we enjoyed the space and will return if needed ! Again thank you for having us!! :)

Cowslip's Love-In-Idleness Garden En Suite
We loved our stay here at Cowslips Belle! The hosts were friendly and helpful, the room was charming and comfortable with everything we needed, and the gated garden was so peaceful and beautiful! We especially enjoyed the sunny porch with seating right outside our room that overlooked the lovely landscaped setting! This felt like home away from home and we will definitely be back when we visit Ashland again. Thanks again for your hospitality and for offering such a wonderful place stay! Lori and Jay

Designer 1 BD Apt |W/ W&D |Near I-5 & DT
Adorable little second floor studio. I felt like I had stepped back into an artist's 1970s flat with all the modern amenities. Oh and don't miss stepping out on kitchen balcony - its like being in a tree house;😍 fun spot to sip my morning tea.

King Bed Studio |Downtown |Parking Included
I’ve felt safe and my belongings secure even though it’s not the best neighborhood. Strong weed smell from lower apts, but that’s normal for Medford. As all the properties of Rogue, excellent!!

King Bed Studio | Downtown | Parking Included
this was a wonderful room perfect for the length of our stay. Rules were super easygoing, cleaning was easy, and having a king bed and a full (small) kitchen was really a find for this price!

Cowslip's Rosebud Garden Suite, peaceful, central
C.B. Inn was exactly as described: a hidden oasis on a quiet residential street within a few minutes’ walk of Ashland and its restaurant’s, shops, galleries, and, of course, the iconic Oregon Shakespeare Festival. The hosts, Steve and Gregg, were friendly and helpful. The accommodation itself was well appointed and comfortable. We highly recommend this spot!

Cowslip's quiet, central, Cuckoo-Bud Suite
I loved staying at Cowslips Belle Inn for 12 nights. Steve and Greg were kind and helpful and take wonderful care of an amazing property. It’s tucked away but still close to everything - easy walk to downtown and close bus route to the hot springs, other areas of town, etc. Lovely place, lovely people! The unit doesn’t have a stove but there’s great food close - the co-op has breakfast, lunch, and dinner hot bars. I’d definitely recommend.

Boho-Modern |Lux Spa |Close to Downtown
Such a wonderful host they were very responsive and on top of everything.
Quick stats about apartment rentals in Ashland
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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