Ashland Group Retreat! The RedTail Inn offers 3 full suites within one booking, sleeping up to 12. Great location for the Shakespeare Festival. Ample space for your large family or friend group.
Siskiyou-Hargadine Historic District
Ashland Group Retreat! The RedTail Inn offers 3 full suites within one booking, sleeping up to 12. Great location for the Shakespeare Festival. Ample space for your large family or friend group.
Ashland is home to this holiday home. Schneider Museum of Art and Oregon Cabaret Theatre are cultural highlights, and some of the area's attractions include ScienceWorks Hands-On Museum and The RRRink.
Oregon Shakespeare Festival - 3 min drive - 1.7 km
Getting around
Medford, OR (MFR-Rogue Valley Intl.) - 27 min drive
Restaurants
Dutch Bros Coffee - 19 min walk
Wendy's - 18 min walk
Sammich - 13 min walk
Case Coffee - 13 min walk
Omar's - 13 min walk
Frequently asked questions
Does The Ashland Social | Entire Estate have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at The Ashland Social | Entire Estate?
As of 28 Oct 2026, prices found for a 1-night stay for 2 adults at The Ashland Social | Entire Estate on 27 Jan 2027 start from £599, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is The Ashland Social | Entire Estate pet-friendly?
Yes, this property allows pets (limit 2 total).
How much is parking at The Ashland Social | Entire Estate?
On-site parking is available at the property.
What time is check-in at The Ashland Social | Entire Estate?
Check-in begins at 4:00 PM.
What time is check-out at The Ashland Social | Entire Estate?
Checkout is at 10:00 AM.
Where is The Ashland Social | Entire Estate located?
This family-friendly Ashland holiday home is within a 15-minute walk of Southern Oregon University and Schneider Museum of Art. North Mountain Park and Oregon Cabaret Theatre are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This is a 10/10 highly exceptional VRBO. Loved every aspect- high end features, wonderful pool, extremely clean, spacious, great location. Will definitely stay here again!!!
Six of us had a lovely stay here in Ashland. The main house & guest cottage were well kept & equipped. The PacMan video game in the separate garage converted reminded me that I’ll never match my score from 40yrs ago. On a warmer weather stay, we would used the pool. The quiet location is a 15-20min walk to the downtown. In short, we would easily chose to stay here again.
Beautiful house with lots of open space. The kitchen was great for our group of 10 as was the dining room. The kitchen table even provided a great place for card games. The backyard pool complete with water toys and the game room really added a positive touch.
This is an outstanding property. This is our second, and hopefully not last, stay here. Great owner, great amenities. This property pays attention to all the details. Wonderful place. Highly recommend it.
Stayed 5 nights in Jul 2025
Response from VrboOwner on 16 Aug 2025
Thanks so much for the 5 star review Catherine! Hope to host you again soon.
It is a beautiful and large space that was an ideal place to wind down after some stressful work meetings. We especially loved the hot tub and space to stretch our bodies after being stuck in seats all day. Very close to SOU and walkable to downtown.
Stayed 2 nights in Nov 2024
Response from VrboOwner on 21 Nov 2024
Thanks so much for the 5 star review Desiree! Hope to host you again soon.
Everything was wonderful and clean. It was perfect for our family. I would only add. We had a guest visiting in a scooter. It would be nice to have a ramp to make it wheelchair accessible. She also had braces and stairs are difficult. Other than that all was very comfortable and perfect for families. Sylvie responded right away and checked in daily for any needs.
This was an amazing house in Ashland. We met up with family for a mini reunion and we had a wonderful time. We had plenty of room to spread out and spent a lot of time in the pool.
Stayed 3 nights in Aug 2023
Response from VrboOwner on 24 Nov 2023
Thanks so much for the 5 star review Cristen! Hope to host you again soon.
Beautiful home that is well taken care of. We had an amazing host that cared about making sure we had a wonderful stay. The home was beautiful and the rooms and accommodations were perfect! We will be back soon. Highly recommended.
The house was perfect for a large group with babies. Each bedroom has its own bathroom which was very nice. The house also came with a pack-n-play and a high chair upon request which was helpful with babies. In fact, I asked for the high chair late, and they were still able to make it happen. Big kitchen, plenty of parking, and great location very close to downtown Ashland and the college.
Stayed 2 nights in Feb 2026
Response from VrboOwner on 10 Jul 2026
Thanks so much for the review Chantell! Hope to host you again soon.
This was a nice home. The next door neighbors are questionable. The house is comfortable and I loved the yoga space complete with mats. The only downside was hair on the walls of the shower downstairs. I told the owner and she said that wasn’t their standard.
Stayed 3 nights in Mar 2025
Response from VrboOwner on 7 Jun 2025
Thank you so much for your review and for staying with us! We're really glad to hear you enjoyed the home, especially the yoga space, and found it comfortable overall.
We truly appreciate you bringing the shower issue to our attention during your stay. As mentioned, that’s definitely not up to our usual standard, and we’ve followed up with our cleaning team to ensure it doesn’t happen again.
Thanks again for your feedback, it helps us continue to improve, and we hope to have the opportunity to host you again in the future!
Silvie's place was amazing! We loved the modern decor and cleanliness this rental provided for our extended family of 11 members, including 5 children. The location was perfect for exploring Ashland and the surrounding area, and we loved all of the amenities, including the pool, guest house (where two family members stayed), and gym (although we didn't end up using it). We also appreciated the helpful labeling of cabinets and light switches throughout the house. And it was great to have a washer and dryer on the second level! We'd love to stay here again if the circumstances allow!
Stayed 4 nights in Jul 2024
Response from VrboOwner on 25 Aug 2024
Thanks so much for the 5 star review David! Hope to host you again soon.