See all properties
Entire home

The Ashland Social | Main House

Photo gallery for The Ashland Social | Main House

pool area
Game room with ping pong table and 2 arcades!
The TV is in the cabinet above the gas fireplace
outside seating overlooking the pool
master's bedroom

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms4 bathroomsSleeps 10282.1 sq m

Popular amenities

  • Private pool
  • Spa pool on site
  • Garage parking available
  • Pet-friendly
  • Kitchen
  • Washing machine

Explore the area

View map
Ashland, OR
  • Place, Southern Oregon University
    ‪3 min walk‬
  • Place, Lithia Park
    ‪17 min walk‬
  • Place, Oregon Shakespeare Festival
    ‪3 min drive‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪24 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed and 1 Double Sofa Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Double Sofa Bed

4 bathrooms

Bathroom 1

Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

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 | Main House

Luxury 3BR escape with pool awaits near the Oregon Shakespeare Festival. Indulge in refined living with 3 king beds, ensuite bathrooms in every bedroom, and two queen pull-out couches for up to 10 guests.

★HOME OVERVIEW★
Welcome to our large elegant home, featuring two stunning master bedrooms. All three bedrooms have king sized beds and en suite bathrooms making it the perfect friends and family getaway!

★SLEEPING ACCOMMODATIONS★

We can sleep 10 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
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.

★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.

★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.
‎
★BATHROOMS★
There are 3.5 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).

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.
- There is an adjacent studio that is rented separately. Studio guests have no access to the backyard and amenities ensuring your complete privacy
- 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 an hour and 45 minutes to complete and will need guests to exit the pool during that time.
- 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.

Unapproved late checkouts will incur an additional charge of $300.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Outdoor dining
2-story, 3 bedroom modern home with king and queen beds, living room and kitchen.
Historic Downtown District
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (14 reviews)
2-story, 3 bedroom modern home with king and queen beds, living room and kitchen.

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

Smoking

Smoking is not permitted
Guests are required to sign a rental agreement
Security deposit required
Minimum age to rent is 21 years old, No smoking allowed

Important information

You need to know

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Ashland

Located in Ashland, this holiday home is in the mountains. Weisinger Family Winery and Grizzly Peak Winery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit ScienceWorks Hands-On Museum and The RRRink.
View more Holiday homes in AshlandOpens in a new window
Map
Ashland, OR

What's nearby

  • Southern Oregon University - 3 min walk - 0.3 km
  • Lithia Park - 17 min walk - 1.5 km
  • Oregon Cabaret Theatre - 18 min walk - 1.6 km
  • Oregon Shakespeare Festival - 3 min drive - 1.7 km
  • Allen Elizabethan Theatre - 3 min drive - 1.7 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 24 min drive

Restaurants

  • ‪Dutch Bros Coffee - ‬20 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 | Main House 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 | Main House?

As of 3 May 2026, prices found for a 1-night stay for 2 adults at The Ashland Social | Main House on 4 May 2026 start from NZ$963, 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 | Main House pet-friendly?

Yes, pets are allowed at this property.

How much is parking at The Ashland Social | Main House?

On-site parking is available at the property.

What time is check-in at The Ashland Social | Main House?

Check-in begins at 4:00 PM.

What time is check-out at The Ashland Social | Main House?

Checkout is at 10:00 AM.

Where is The Ashland Social | Main House located?

This family-friendly Ashland holiday home is located in the mountains, 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 28 out of 29 reviews
Rating 8 - Good. 1 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Candy and Roly

Liked: Cleanliness, check-in, communication, location, listing accuracy
Home was better than expected. The open floor plan and large kitchen met our family’s needs perfectly! And an unexpected surprise of a ping pong table and two arcade games in the yoga studio was a perfect addition for our clan! You won’t go wrong with this one!
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Pretty W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous place! Especially enjoyed the pool and hot tub! Very comfy, quiet, and we loved the location.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Patty W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and comfortable house!
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Janelle M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely loved this property! Every room is special and the whole place is really nice. We spent a ton of time in the pool, it was our favorite part! If we're in Ashland again we will for wure stay here again!
Stayed 6 nights in Aug 2025
Verified

10/10 Excellent

Dana B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home away from Home!

We love visiting Ashland on an annual basis, especially at Thanksgiving!
Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Andrea

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for a group of 6 with our dogs. It was incredibly pet friendly and had an amazing outdoor space. It’s very rare to find 3 bedrooms where everyone has a king bed and en suite bathroom, and the house had everything you could need for the weekend! Excited to make this annual trip!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Stavros K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot as a base to explore and enjoy Ashland!

Wonderful experience. Would absolutely stay again!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Greg F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great long weekend in Ashland with family. This was out 3rd time staying at this property and it was once again one of our favorite places to stay. The house is clean, well kept and the pool and hot tub are icing on the cake. The huge kitchen is well stocked And easy to cook in. Highly recommend this wonderful house in Ashland.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Paul E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual Holiday Get Together

We have stayed there before and find it fits our group very well, Ashland is a mile away and the house has all the amenities and comfort one could ask for, and Sylvie is an excellent Property Manager, very responsive.
Stayed 5 nights in Dec 2024
Verified

8/10 Good

Claude C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Management company owner same as property owner charged an additional 100 for a one hour late check out because of time change to daylight saving time. Otherwise the property was very good. Didn't use the pool since it wasn't heated, spa was only heated to 99 degrees. Heating system in the home was hot at times even when the temp was turned down. Otherwise I would rate this home as very good.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Scott B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beach St House was Fantastic!

We had a wonderful stay at the beach st house. Perfect for multi-Family with 3 Mini Suits! Great place for kids, parents and grandparents to stay and enjoy time with each other and the area.
Stayed 5 nights in Jan 2024
Verified

10/10 Excellent

Greg F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Trip to Ashland

This is our second time staying at this great property. Huge bedrooms, well stocked kitchen, well equipped gym and, of course a wonderful pool. We are already planning our trip for next summer!
Stayed 3 nights in Aug 2024
From a partner site

10/10 Excellent

Garrett S.

Comfortable stay in a spacious house

We had a very nice stay at the Beach-Main House over the Holidays. The house is in a nice, quiet neighborhood while also centrally located, the house was very well organized and our daughters LOVED having their own bathrooms with their rooms. We would definitely stay there again in future visits.
Verified

10/10 Excellent

Greg F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend in Ashland

The house was better than advertised. Bedrooms are large and comfortable, huge kitchen that is better equipped than any I have seen and the pool and deck are great for hanging out with family and friends. Overall a wonderful place to stay.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Tamera L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect in every way

It was well stocked had plenty of room for everyone to comfortably gather beautiful, very clean and the location was wonderful. We were able to walk to all our events. Just a few minutes. Walk into town would stay here again.
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Kyle S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Delightful stay

The home is wonderful to stay in. The well-stocked kitchen (lots of cooking implements and some basics like seasonings) is very helpful if you want to cook. Hot tub is lovely, exercise room a very pleasant addition. One thing to note: the heated pool is heated from Memorial Day to Labor Day. Otherwise it might be a polar bear plunge!
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMAZING VRBO

This VRBO is so great! Perfect location and has absolutely everything you need! Awesome pool and hot tub, laundry, gym, spices, good cookware, monitors for workings, great beds, books, yoga mats, games, TVs, beautiful plants, across the street from a school that ours kids love playing at, a quick walk into the town. We love staying here and plan to continue this tradition!
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Laura B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing space

This property was lovely. The space was much bigger than it looked in photos and was perfect for our 9 person girls trip. Kat was very responsive and easy to reach.
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Matt K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection

The owners of this rental go above and beyond the standard for ensuring their home is in impeccable condition for their guests. The rooms are huge and are very well appointed. Every corner of this house is inviting and comfortable. The gardens and pool create the perfect spot for relaxing in the Southern Oregon sunshine, and the location is ideal, up on the hill above Siskiyou Blvd within a short walk or drive of all that Ashland has to offer. We truly did not want to leave.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Paula C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely

The house and property are amazing. I cannot think of anyplace better to stay in Ashland. The owner was very courteous and helpful. The spaciousness of the house is a dream
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Catherine W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding home in Ashland

The home is beautiful, well appointed, in a great location in Ashland. It fit three families perfectly. Our little ones loved the pool and the trampoline, the deer and wild turkey that came through the neighborhood, and the numerous areas to gather, eat and play. It's an outstanding home. All our communications with the property management were helpful, timely and positive. We'd love to stay here next visit to Ashland!
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Eun Gyu K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfectly Perfect for 3-Family with Kids

This big and clean, newly remodeled vacation rental house was the perfectly perfect! Highly recommend this place. Beds and linens were 4-star hotel class. Well-equipped kitchen was perfect for our stay. Most items were NEW when we had stayed here for 2022 Christmas days! And also, the host was very very helpful and responsive. It was our 3rd Ashland winter visit and we can say this place was the best for the big-with-kids group stay!!!
Stayed 4 nights in Dec 2022
Verified

10/10 Excellent

Karen O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay!

The house was a perfect fit for us. The kitchen especially was great. It is very well equipped and had everything we needed, all in pristine condition. We enjoyed the lovely deck overlooking the pool, the large, accommodating living room, and gathering around the dining room table. The house is ideally located in a great neighborhood for walking and enjoying the area. There are parks and a nature trail a short distance away. It's a quick drive to the theaters and downtown restaurants. Overall, it was a great place to stay.
Stayed 4 nights in Oct 2022
Verified

10/10 Excellent

Donna R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, exceptionally clean house and property. This property had everything we could imagine wanting for a week. The rooms were nicely decorated and the beds were super comfortable. The kitchen was very well stocked with all cooking and serving items, as well as a nice supply of basic spices and condiments. The outdoor area with the patio, pool, and hot tub was divine! It was a very hot week, and we used the pool daily. We had a slight issue with the air conditioning and the owner responded quickly and got a repair person right out. Very efficient communication. The location is very close to downtown Ashland; easily accessible by car or even on foot. I highly recommend this property when staying at Ashland.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Paul E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time in a Lovely home

This was an end of year family get together with my Son and his family who live in Vacaville CA, and my Daughter, Granddaughter and Wife and I coming from just north of Newport in Oregon so the location is perfect. The location, layout and decor in this fabulous home were just as advertised, it was very clean and well found. The kitchen has all the amenities one could hope for, and in warmer weather having the pool would be a real bonus. it is situated within walking distance of town and close to shopping for your incidentals. We thoroughly enjoyed our stay.
Stayed 5 nights in Dec 2022

About the host

Hosted by Sylvie McCracken

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback