
Kid-friendly vacation rentals in Ashland
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Top-rated kid-friendly rentals in Ashland
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Popular amenities for Ashland kid-friendly rentals
Kid-friendly house rentals

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 was so perfect! It was an amazing layout, everything was labeled throughout the home so easy to fine everything, the welcome basket was perfect! There were kids toys available, the bathroom was fully stocked and even though it was a pet friendly place and we did not have a pet it was so clean! Amanda was so responsive and so accommodating! My son left his fav baby doll there and she sent it to us! I highly recommend this home and Amanda as a host!

Chic 4 bed/2 bath house with large yard
We enjoyed our stay at Paula’s. The house was lovely and fit our party very well. The decor was beautiful and charming. Kitchen is a little small, so we didn’t use it much but there was plenty of space in the dining room and living area to gather in. The place is a little off the main roads, but we didn’t mind driving a few minutes into town. Paula was very proactive and responsive in communication. Overall I would highly recommend staying!

1930s Queen Anne Historic Downtown Retreat
Always a great stay!

Private Carriage House
That was so nice! The place is very cozy and homey, and Ed and Jacquie have nailed all the little extras spot on. When I stepped inside my first thought was, “Oh, I could live here!” We were greeted warmly given a short tour and explanation of the hot tub and the little ins and outs of the place, then left to our own quiet privacy. Baked goodies were there waiting for us and fresh flowers—the attention to detail was spot on! This spot is just far enough out of town to feel like getting away, yet was close enough to be easy to access all the necessities. Also, the hot tub was wonderful, private, and very easy to use and to get in and out of. I will recommend this stay to anyone who wants the peace and beauty of a cottage get away. We will definitely be back when we can get there!!

New house with king beds and 3 full bathrooms
Loved it very nice loved the bathroom and the beds are so. Comfortable and nice. I went home and I bought the same kind of mattress. That’s how much I loved it.

Lovely Central Point Home w/EV Charger
Super cute, well appointed home in quiet spot in a neighborhood with quick highway access. Everything went smoothly from check out to check in. Hosts are very communicative and quick to respond. We brought our toddler and house was pretty well toddler proofed (not a lot of “things” low to the floor that we had to move or block her access). Minimalist style but still very comfy. Appreciate the extra touches - granola bars left for us, including washing machine pods (so many airbnbs don’t include) and was of check out (minimal work required of us to do to check out). Will be back!

The Madrone House, mountain views.
This was the perfect location for my California & Oregon family to celebrate Christmas. There were toys for the toddlers and even a small Christmas tree. The bedrooms were cozy and warm. And Kitchen was well supplied. 30 minute drive to the snow recreation area. Their dog Austie was a family favorite. Thanks for making our Christmas merry!
Kid-friendly apartment rentals

Peaceful, Private Getaway in the Forest—new floor!
Quiet and peaceful. I stayed for 3+ months as a traveler and was about 15 minute easy commute to work. Thanks again Melanie and Bob! I may be back next September.

5 Star Luxury Southern Oregon Suite
Great Host! He was very friendly and responsive and ensured everything was okay. Great price and definitely will return if ever needed!

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.

Great location to I-5 and city! King bed!
The overall stay was comfortable and private. While a few issues arose, it was still a pleasant experience.

Clean, Stylish Apt w/kitchen. block from Downtown
Lovely stay in Leslie's beautiful first-floor apartment. Walking distance to the best of Ashland. Highly recommend!
Kid-friendly condo rentals

Black Pearl
This is a really great space! It was much bigger than I thought it would be! It is located literally downtown, but it wasn't noisy. It is very beautiful and I hope to return!

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
Perfect spot to stay while we visited family in Oregon. Extremely spacious and had everything we needed. Cute little shops nearby, extremely walkable. Wendi was very accommodating and responsive.

Plaza North Suite 203 Windsor
I loved this home. So much thought was put into it. Beautifully decorated, all the amenities I wanted, comfortable bed and linens, good paraben free soap and shampoos. Ashland Co Op is just down the block plus it’s a stones throw from the heart of downtown and Lithia Park.

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
Very clean, nicely appointed space. Good wifi, laundry, kitchen, parking. A great place to spend a week in Ashland.

Plaza North Suite 201 Alexander
This was a very nice place to stay and when we visit again we will book this place. Exactly like the photos and very clean. Great location 1 block off the main street.

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 vacation rentals that are kid-friendly in Ashland
Total rentals
30 properties
Nightly prices starting at
$30 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
10 properties have a dedicated workspace
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