
Kid-friendly holiday rentals in Ashland
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Ashland
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Ashland kid-friendly rentals
Child-friendly house rentals

777 Hideaway
I recently had the pleasure of staying at Lisa’s property, and I cannot recommend it enough! The check-in process was seamless, with clear instructions provided beforehand. The space was exactly as described, clean, and well-equipped with everything we needed for our stay.

Rinehart Ranch
We came for my daughters birthday and grandaughters 1st birthday during the week of 8/4. We were able to have family from California visit at different intervals and enjoyed rafting on the Rogue (twice) and a jetboat brunch tour to Hellgate. The property is so beautiful and centrally located for our needs. We enjoyed cooking at the well furnished kitchen and playing in the game room. It was hard to leave and wish we owned a place in this beautiful location!

Clean, comfy, pet friendly & fully stocked
Amanda's place is great! The attention to details for necessity is amazing. Every room is well stocked and you will have everything you need even down to the feminine products and disposable razors. Our two pups had a great time too. The backyard is perfect them to roam around. Amanda even had a jar of dog treats by the door. The beds were big and conformable. She is also very responsive and flexible on the check out time. Overall, top notch quality!

Chic 4 bed/2 bath house with large yard
The communication was great. That's really important if you're unsure about things. Kitchen was stocked amazingly well with things I needed for baking & cooking. Fenced yard & patio was enjoyed by everyone and there was plenty of room for 4 adult, 2 children & 2 small dogs. We will enjoy our memories made here in Medford Oregon!

1930s Queen Anne Historic Downtown Retreat
Charming home with plenty of room for a family to be comfortable. Loved all of the recommendations. We felt right at home! We only got to enjoy the place for a quick overnight but it was well appointed with many amenities for a larger group.

New house with king beds and 3 full bathrooms
The space is perfect for large groups. Our family felt right at home. The large open floor plan downstairs allows for everyone to be a part of the conversation.

Lovely Central Point Home w/EV Charger
I, along with my 12 year old son, and another mom and her son stayed here for our boys baseball tournament. It was SUCH a great, welcoming space to spread out and have a more relaxing experience than staying at a hotel. The boys loved being able to stretch out on the sofa to watch basketball in the evenings on the big TV's , and the bonus space in the garage was such a fun addition. Thanks for a great spot!

Fun and Spunky two bedroom home!
Clean, cozy and well equipped kitchen and amenities. Furniture and beds are quite comfortable and there is plenty of room inside and out with a beautiful tree in front of the house. Quiet and serene neighborhood, close to town center and shopping. Beds are quite comfortable and even though we did not use the loft, it is quite nice and well organized for entertainment and watching a movie or hanging out.
Kid-Friendly apartment rentals

Peaceful, Private Getaway in the Forest—new floor!
We had a great stay. The apartment was comfortable and provided everything we needed to feel at home. The forested surroundings were beautiful and peaceful. The hosts were friendly and helpful. They thoughtfully provided a small table, high chair and toys for my children which we greatly appreciated. Highly recommended. Thank you!!

5 Star Luxury Southern Oregon Suite
Michael's place is perfect, we loved how the room was located upstairs. It is decorated beautifully and very clean. Location is perfect, walkable to the park and library. Hosts are responsive and friendly. Would definitely stay here again, very recommended!

Winner 2024 Best of Ashland! Our Carriage House
This is easily the best experience I’ve had using this app. This host is responsive, and the accommodations are exactly what you’re hoping for. Specifically if you’re visiting for OSF, this location is the bomb because it’s not down downtown so it feels quaint not crowded and the restaurants nearest don’t fill up as fast as they do closer to theaters. Having a Safeway across the street is a dream.

Suite Comice EV Charging
Jim and his son both were very helpful , and helped me in every way to make my stay the best it could be. Jim was friendly and really listened to my needs during the stay. I loved the place and I was able to park in the driveway for my entire stay. I would definitely stay again should I be back in the area. I could not ask for better people to be staying next to me, in a time of personal crisis.

Classic & Cozy W/D & Parking | close to DT
Cute little place, thank you!

Peace on the Rogue river Studio
We stayed at Kirk’s place for Christmas and it was just perfect! The studio was clean and welcoming when we arrived. Fireplace was on for us and we were able to enjoy the amazing hot tub that night. We had a simple dinner and the kitchen had everything we needed. The two beds were beautiful and so comfy! Not your typical hotel style beds but instead soft and luxurious with thick comfy comforter. Shower had a dispenser for shampoo, conditioner and body wash. The location is also very quiet and the river access was just lovely. Very kind hosts and super accommodating. Would stay here again in a heartbeat.

Clean, Stylish Apt w/kitchen. block from Downtown
This space is comfy and peaceful. Easy walk to OSF. The towels and sheets are primo! Highly recommend.

Madrona Suite
Jennifer has gone above and beyond to make Suite Madrona a very comfortable place to stay. I was there for a full week and could not have asked for more. She has attended to every detail. In addition, she recommended some wineries in the area I did not know about. This lovely enclave is only 15 minutes from Ashland without charging Ashland prices, and very close to the airport. I highly recommend Suite Madrona.
Child-Friendly Holiday Condos

Black Pearl
This was one of the best Airbnb’s I’ve ever stayed at we will definitely be back again. The hosts were so flexible and accommodating thank you so much for everything.

Modern, retro updated bungalow
We traveled to Grants Pass to visit family and Marketa place was the perfect spot. It is very convenient area and quite. The inside was everything we needed and very comfortable. We hope to return!

The Executive Suite
Great stay. Nicely furnished.

Plaza North Suite 203 Windsor
Everything was perfect and we felt right at home! The place was clean and comfortable and it had everything we needed and more. Easy to walk to downtown Ashland, the CoOp, and the Railroad District. We will definitely stay here again when visiting Ashland!

Plaza North Penthouse
The condo penthouse was amazing in every way. Beautiful, spacious, clean, and in a great location.

Spacious Modern Condo Walk To Downtown & OSF
Awesome space. I stayed here and attended UBI which is only a 5 minute walk from the “campus”. Town is an easy walk & a huge bonus was the sauna & spa baths right across the railroad tracks.

Plaza North Suite 201 Alexander
The location was perfect, the space was clean and fresh and had a nice feel to it. Definitely will come back here when we visit Ashland again! Thank you for a wonderful experience!

Plaza North Suite 202 Sonoma
Upon approaching the entryway, we could not get in, as it was not stated to use the # sign after entering the password, so my daughter and I were stuck for a bit before I tried that. We got in fine after that. Instructions were not clear once inside as to how to operate the heater below the TV. We turned it on, only using the power button, and that was it, as it just was not clear what we could and should not do. The TV was great, however, when using Prime or Netflix, there were multiple accounts, we figured these were from previous guests who maybe forgot to sign off? We just did not know, so we did not touch them. In sum, we had a fantastic time, and your place is amazing, I just put these comments above as I know from previous feedback left, that it is useful, just giving you my full experience is all.
Quick stats about holiday rentals that are kid-friendly in Ashland
Total rentals
30 properties
Nightly prices starting at
$78 AUD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Southern Oregon Holiday rentals
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