Unwind in the top-rated pool, your perfect spot for relaxation.
Heated pool
Swim in comfort year-round in the heated pool, a rare find in this location.
Discover nearby landmarks
Near Southern Oregon University
4 bedrooms4+ bathroomsSleeps 12
Popular amenities
Private pool
Hot tub on site
Garage parking available
Pet-friendly
Kitchen
Washer
Explore the area
Ashland, OR
Southern Oregon University
Place, Southern Oregon University
3 min walk
Lithia Park
Place, Lithia Park
17 min walk
Oregon Shakespeare Festival
Place, Oregon Shakespeare Festival
3 min drive
Medford, OR (MFR-Rogue Valley Intl.)
Airport, Medford, OR (MFR-Rogue Valley Intl.)
24 min drive
Rooms & beds
4 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed and 1 Double Sofa Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
1 Double Sofa Bed
4 bathrooms, 1 half bathroom
Bathroom for pink/green bedroom
Toilet · Shower only
Living Room Bathroom
Toilet
Master bathroom
Toilet · Shower only · Jetted bathtub
Studio (Yellow Room) Bathroom
Toilet · Shower only
Teal Room Bathroom
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Outdoor play area
Garden
Dining area
About this property
The Ashland Social | Entire Estate
Welcome to our luxurious and tranquil retreat, featuring two stunning master bedrooms. One bedroom boasts a jetted tub in its en suite bathroom, while the other features French doors leading out to the pool area.
★HOME OVERVIEW★ Welcome to our large, luxurious and tranquil retreat, featuring two stunning master bedrooms. All four bedrooms have king sized beds and en suite bathrooms making it the perfect friends and family getaway!
★SLEEPING ACCOMMODATIONS★
We can sleep 12 people total!
Bedroom 1: King Bed, ensuite bathroom with jetted tub, 55" tv Bedroom 2: King Bed + Queen fold out couch, ensuite bathroom with french doors that open to the pool area, 55" tv Bedroom 3: King Bed, ensuite bathroom, 55" tv Bedroom 4: King Bed, french doors to the backyard, small tv Living Room: Queen fold out couch
The spacious living room, dining room, and kitchen provide ample space for enjoying time with friends and family.
★FIVE STAR AMENITIES★ Step outside to our inviting outdoor area, complete with a large table and chairs, a bistro table, a barbecue, a heat lamp, and plenty of comfortable seating. Relax in our hot tub or seasonal pool with loungers, or hang out in our game room with 2 arcades and a ping pong tale. (Pool is open year round but only heated from Memorial Day to Labor Day).
★LIVING AREA★ Relax on our large (111" by 111") sectional sleeper sofa and stream your favorite shows on our Smart TV (Roku) or just enjoy the fireplace that turns on with a flick of a switch. Enjoy access to Netflix, Hulu, Prime Video, and Apple TV by simply entering your password. ★KITCHEN★ The kitchen is a chef's dream. You'll be amazed at how well stocked this fully loaded kitchen is whether you want to prepare a simple breakfast or spend the day cooking a feast. From every size pot and pan to even some rare spices this kitchen is perfect for your friend and family getaway. Our coffee and tea bar has everything you need to get going in the morning. Enjoy a 2-in-1 coffee maker with both Keurig and drip options. There is also a kitchenette in the 4 (yellow) bedroom, which is the adjacent studio so you can have a cup of coffee before joining the rest of the group.
★DINING★ You've got options! The formal dining room has a large table that seats 6 comfortably (or squeeze 8 in!). The breakfast nook seats 4 and kitchen island seats 2. On our better weather days you can enjoy a large outdoor table for 6 or a small bistro table for 2. The 4th bedroom (studio unit) has a small table for 2. ★BATHROOMS★ There are 4.5 bathrooms total. Each bedroom has an ensuite and there is a half bath off the living room. There are 2 bathtubs (one large jetted tub in the master bedroom and the second one in the other upstairs bedroom). Towels, shampoo, conditioner and body wash are provided.
★GAME ROOM★ Level up your stay in our newly added game room! Challenge friends and family to ping pong matches, dive into your favorite video games with 2 brand new arcades. Perfect for evenings of entertainment, laughter, and friendly competition.
★LAUNDRY ROOM★ There is a full sized washer and dryer in the laundry room upstairs.
★PARKING★ There is one spot in front driveway for your car and ample street parking.
★RESTAURANTS & BARS★ The best of the best on the Ashland Plaza is a 4 minute drive away!
★HEATING & AC★ The house has a central heat and AC with 2 thermostats (one on each floor). The 4th adjacent bedroom has a window AC unit, wall heat as well as heated floors.
For safety, there is a ring doorbell at the front door. It is active 24/7. Video and sound recording is motion activated. The home is also equipped with a decibel monitoring sensor located inside and outside of the home. It is 100% privacy compliant and is required on this property. Tampering with or disabling the ring doorbell and noise monitoring sensor will immediately cancel the reservation.
Experience the ultimate in luxury and relaxation at our retreat – book your stay today
IMPORTANT REMINDERS: - You will be asked to sign a rental agreement. - Pool maintenance is scheduled every Thursday. During this time, our dedicated team will be working diligently to ensure the pool is in top-notch condition for your safety and enjoyment. The maintenance process typically takes approximately 1 hour and 45 minutes, during which guests will need to exit the pool. Please also note that after chemicals are added, it is not recommended to swim for approximately 24 hours to ensure proper water balance and safety. - Garden maintenance occurs on Wednesdays. Our team ensures the garden remains in excellent condition for your enjoyment.
Cancellation Policy: 50% refund up until 60 days prior to arrival. No refund if cancelled within 60 days.
Early Check-In / Late Check-Out Options: - We may be able to accommodate an early check-in starting at 1:30 PM or a late check-out until 1:30 PM for an additional fee of $150.00, subject to availability and scheduling. - To help us coordinate with our cleaning and operations teams, requests must be made at least 1 day in advance and are not guaranteed until confirmed by management. - For guests needing significantly earlier arrivals or later departures, we recommend booking the previous or following night to ensure uninterrupted access to the property. - Unapproved late checkouts will incur an additional charge of $300.
Our prices include all fees. No hidden fees.
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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.
Minimum age to rent is 21 years old, No smoking allowed
Important information
You need to know
Property # 3256790
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the neighborhood
Ashland
Ashland is home to this vacation home. Oregon Shakespeare Festival and Schneider Museum of Art are cultural highlights, and some of the area's attractions include ScienceWorks Hands-On Museum and The RRRink. Looking to enjoy an event or a game while in town? See what's going on at Lithia & Driveway Fields.
Oregon Shakespeare Festival - 3 min drive - 1.7 km
Allen Elizabethan Theatre - 3 min drive - 1.7 km
Getting around
Rogue Valley Intl. Airport (MFR) - 27 min drive
Restaurants
Dutch Bros Coffee - 19 min walk
Wendy's - 18 min walk
Sammich - 13 min walk
Omar's - 13 min walk
Little Shop Of Bagels - 20 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 Jul 11, 2026, prices found for a 1-night stay for 2 adults at The Ashland Social | Entire Estate on Nov 4, 2026 start from $706, 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, pets are allowed at this 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?
Check-out is at 10:00 AM.
Where is The Ashland Social | Entire Estate located?
This family-friendly Ashland vacation home is within 1 mi (2 km) of Southern Oregon University and Oregon Shakespeare Festival. North Mountain Park and Schneider Museum of Art are also within 1 mi (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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.
Catherine W.
Stayed 5 nights in Jul 2025
Response from VrboOwner on Aug 16, 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.
Desiree T.
Stayed 2 nights in Nov 2024
Response from VrboOwner on Nov 21, 2024
Thanks so much for the 5 star review Desiree! Hope to host you again soon.
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.
Cristen Z.
Stayed 3 nights in Aug 2023
Response from VrboOwner on Nov 24, 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.
Chantell G.
Stayed 2 nights in Feb 2026
Response from VrboOwner on Jul 10, 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.
Jackie M.
Stayed 3 nights in Mar 2025
Response from VrboOwner on Jun 7, 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!
David H.
Stayed 4 nights in Jul 2024
Response from VrboOwner on Aug 25, 2024
Thanks so much for the 5 star review David! Hope to host you again soon.
Verified
10/10 Excellent
Jane G.
Jun 22, 2026
Jane G.
Stayed 3 nights in May 2026
About the host
Hosted by Sylvie McCracken
Why they chose this property
This inviting house is conveniently situated just a short 4-minute drive away from the renowned Oregon Shakespeare Festival. It's an excellent choice for large groups of theater enthusiasts, family reunions, or any type of social gathering. With its prime location, you'll find yourself within easy walking distance of Ashland's wonderful array of parks, restaurants, and shops.
What makes this property unique
Welcome to our luxurious retreat with two stunning master bedrooms, perfect for families, couples, or friends seeking a peaceful and relaxing getaway. Our spacious living, dining, and kitchen areas provide ample space for quality time. Enjoy our inviting outdoor area, hot tub, and seasonal pool. With 4 king beds and 2 queen-sized fold-out couches, our home comfortably accommodates up to 12 guests. Come experience ultimate luxury and relaxation - book your stay today!
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests