Kid-friendly vacation rentals in Ashland

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Popular amenities for Ashland kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
Home in Rogue River
5 out of 5 average rating, 38 reviews

Rinehart Ranch

ToniRating, 5 stars7 months ago
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!
Top guest favorite
Home in Medford
4.97 out of 5 average rating, 128 reviews

Clean, comfy, pet friendly & fully stocked

TiffanyRating, 5 stars1 week ago
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!
Top guest favorite
Home in Medford
4.99 out of 5 average rating, 104 reviews

Chic 4 bed/2 bath house with large yard

MaddieRating, 5 stars3 weeks ago
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!
Guest favorite
Home in Medford
4.95 out of 5 average rating, 116 reviews

1930s Queen Anne Historic Downtown Retreat

DerekRating, 5 stars1 week ago
Always a great stay!
Guest favorite
Home in Grants Pass
4.97 out of 5 average rating, 295 reviews

Private Carriage House

GregRating, 5 stars3 weeks ago
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!!
Guest favorite
Home in Medford
4.91 out of 5 average rating, 184 reviews

New house with king beds and 3 full bathrooms

ShadiRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Central Point
4.92 out of 5 average rating, 132 reviews

Lovely Central Point Home w/EV Charger

JessicaRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Ashland
4.91 out of 5 average rating, 127 reviews

The Madrone House, mountain views.

PattyRating, 5 stars2 months ago
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

Guest favorite
Apartment in Grants Pass
4.94 out of 5 average rating, 170 reviews

Peaceful, Private Getaway in the Forest—new floor!

DarrickRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Phoenix
4.96 out of 5 average rating, 137 reviews

5 Star Luxury Southern Oregon Suite

FrancesRating, 5 stars1 week ago
Great Host! He was very friendly and responsive and ensured everything was okay. Great price and definitely will return if ever needed!
Top guest favorite
Apartment in Ashland
4.87 out of 5 average rating, 253 reviews

Winner 2024 Best of Ashland! Our Carriage House

MaryroseRating, 5 stars5 months ago
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.
Top guest favorite
Apartment in Medford
4.96 out of 5 average rating, 391 reviews

Suite Comice EV Charging

TerriRating, 5 stars1 month ago
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.
Superhost
Apartment in Medford
4.77 out of 5 average rating, 251 reviews

Classic & Cozy W/D & Parking | close to DT

SilverRating, 5 stars6 months ago
Cute little place, thank you!
Top guest favorite
Apartment in Grants Pass
4.95 out of 5 average rating, 848 reviews

Peace on the Rogue river Studio

LetaRating, 5 stars2 months ago
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.
Superhost
Apartment in Grants Pass
4.82 out of 5 average rating, 209 reviews

Great location to I-5 and city! King bed!

KarinaRating, 5 stars2 months ago
The overall stay was comfortable and private. While a few issues arose, it was still a pleasant experience.
Guest favorite
Apartment in Ashland
4.88 out of 5 average rating, 785 reviews

Clean, Stylish Apt w/kitchen. block from Downtown

LaurenRating, 5 stars6 days ago
Lovely stay in Leslie's beautiful first-floor apartment. Walking distance to the best of Ashland. Highly recommend!

Kid-friendly condo rentals

Superhost
Condo in Rogue River
4.88 out of 5 average rating, 75 reviews

Black Pearl

Stephen AndrewRating, 5 stars2 weeks ago
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!
Condo in Grants Pass
4.29 out of 5 average rating, 7 reviews

Modern, retro updated bungalow

CharlotteRating, 5 stars14 months ago
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!
Guest favorite
Condo in Rogue River
4.91 out of 5 average rating, 143 reviews

The Executive Suite

BryantRating, 5 stars2 months ago
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.
Top guest favorite
Condo in Ashland
4.96 out of 5 average rating, 23 reviews

Plaza North Suite 203 Windsor

BenRating, 5 stars1 month ago
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.
Guest favorite
Condo in Ashland
5 out of 5 average rating, 7 reviews

Plaza North Penthouse

JimRating, 5 stars5 months ago
The condo penthouse was amazing in every way. Beautiful, spacious, clean, and in a great location.
Condo in Ashland
4.88 out of 5 average rating, 42 reviews

Spacious Modern Condo Walk To Downtown & OSF

DavidRating, 5 stars3 months ago
Very clean, nicely appointed space. Good wifi, laundry, kitchen, parking. A great place to spend a week in Ashland.
Top guest favorite
Condo in Ashland
5 out of 5 average rating, 29 reviews

Plaza North Suite 201 Alexander

CarmelRating, 5 stars2 months ago
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.
Guest favorite
Condo in Ashland
4.88 out of 5 average rating, 17 reviews

Plaza North Suite 202 Sonoma

EricRating, 5 stars2 months ago
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

Destinations to explore

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  2. United States
  3. Oregon
  4. Jackson County
  5. Ashland
  6. Kid-friendly rentals