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Kid-friendly holiday rentals in Ashland

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Ashland kid-friendly rentals

Child-friendly house rentals

Top Guest favourite
Home in Grants Pass
4.99 out of 5 average rating, 73 reviews

777 Hideaway

JonathanRating, 5 stars5 days ago
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.
Top Guest favourite
Home in Rogue River
5 out of 5 average rating, 38 reviews

Rinehart Ranch

ToniRating, 5 stars8 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 favourite
Home in Medford
4.96 out of 5 average rating, 138 reviews

Clean, comfy, pet friendly & fully stocked

JaneRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Medford
4.99 out of 5 average rating, 105 reviews

Chic 4 bed/2 bath house with large yard

SandeRating, 5 stars1 month ago
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!
Guest favourite
Home in Medford
4.95 out of 5 average rating, 124 reviews

1930s Queen Anne Historic Downtown Retreat

EvaRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Medford
4.91 out of 5 average rating, 189 reviews

New house with king beds and 3 full bathrooms

CaseyRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Central Point
4.91 out of 5 average rating, 136 reviews

Lovely Central Point Home w/EV Charger

JillRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Medford
5 out of 5 average rating, 13 reviews

Fun and Spunky two bedroom home!

AlexRating, 5 stars1 week ago
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

Guest favourite
Apartment in Grants Pass
4.94 out of 5 average rating, 171 reviews

Peaceful, Private Getaway in the Forest—new floor!

JessicaRating, 5 stars1 month ago
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!!
Guest favourite
Apartment in Phoenix
4.96 out of 5 average rating, 138 reviews

5 Star Luxury Southern Oregon Suite

KarlaRating, 5 stars1 week ago
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!
Top Guest favourite
Apartment in Ashland
4.87 out of 5 average rating, 253 reviews

Winner 2024 Best of Ashland! Our Carriage House

MaryroseRating, 5 stars6 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 favourite
Apartment in Medford
4.96 out of 5 average rating, 391 reviews

Suite Comice EV Charging

TerriRating, 5 stars3 months 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 stars7 months ago
Cute little place, thank you!
Top Guest favourite
Apartment in Grants Pass
4.95 out of 5 average rating, 848 reviews

Peace on the Rogue river Studio

LetaRating, 5 stars3 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.
Guest favourite
Apartment in Ashland
4.88 out of 5 average rating, 789 reviews

Clean, Stylish Apt w/kitchen. block from Downtown

GeorgiaRating, 5 stars1 week ago
This space is comfy and peaceful. Easy walk to OSF. The towels and sheets are primo! Highly recommend.
Top Guest favourite
Apartment in Medford
4.99 out of 5 average rating, 258 reviews

Madrona Suite

AnitaRating, 5 stars6 months ago
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

Superhost
Condo in Rogue River
4.88 out of 5 average rating, 77 reviews

Black Pearl

ReneRating, 5 stars1 month ago
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.
Condo in Grants Pass
4.29 out of 5 average rating, 7 reviews

Modern, retro updated bungalow

CharlotteRating, 5 stars15 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 favourite
Condo in Rogue River
4.91 out of 5 average rating, 148 reviews

The Executive Suite

TonyRating, 5 stars3 weeks ago
Great stay. Nicely furnished.
Top Guest favourite
Condo in Ashland
4.96 out of 5 average rating, 25 reviews

Plaza North Suite 203 Windsor

JayRating, 5 stars1 month ago
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!
Guest favourite
Condo in Ashland
5 out of 5 average rating, 7 reviews

Plaza North Penthouse

JimRating, 5 stars7 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, 43 reviews

Spacious Modern Condo Walk To Downtown & OSF

NickRating, 5 stars1 month ago
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.
Top Guest favourite
Condo in Ashland
5 out of 5 average rating, 34 reviews

Plaza North Suite 201 Alexander

SoniaRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Ashland
4.89 out of 5 average rating, 18 reviews

Plaza North Suite 202 Sonoma

EricRating, 5 stars4 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 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

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