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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

Guest favourite

Home in Talent

4.94 out of 5 average rating, 18 reviews

Beautiful 3-bedroom Family House

MichelleRating, 5 stars2 months ago
This home was clean, well-appointed and very convenient for visiting our family in Talent. In the past we have stayed in area hotels and this was so much nicer and better value for our family. The location is central and quiet. The home was accurately represented in the listing and very clean. Thanks Herrick!
Guest favourite

Home in Grants Pass

5 out of 5 average rating, 68 reviews

777 Hideaway

SeanRating, 5 stars1 week ago
we stayed as we were passing through on a road trip, a great place for two people or two couples to stop for the evening and relax, or a home base for exploring the area
Guest favourite

Home in Grants Pass

4.92 out of 5 average rating, 146 reviews

1912 Home w/Modern Amen-spacious-cozy-dog friendly

DebbieRating, 5 stars1 month ago
I was so thankful for vickis place . it was close to everything including a very nice playground across the street. everything i needed was right there in the home . Great theater lounge furniture in the living room, the beds were great and comfy . I think the only thing I couldn't find was a pizza cutter . lol . Thank you Vicki for making my stay very comfortable. God Bless
Guest favourite

Home in Rogue River

5 out of 5 average rating, 38 reviews

Rinehart Ranch

ToniRating, 5 stars5 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!
Guest favourite

Home in Medford

4.99 out of 5 average rating, 101 reviews

Chic 4 bed/2 bath house with large yard

RandiRating, 5 stars1 month ago
My family and I had a wonderful stay here. I have to say the pictures are amazing but the one is even better in person-which is rare! It’s truly magazine worthy!! Every single detail has been thoughtfully curated and all the amenities you need are readily available. I typically feel like we leave vacation rentals cleaner than when we arrived: however, that was not possible at this home. It was SPOTLESS!! Also, the beds were super comfortable! Everything was wonderful and we will be back for sure! The hosts were so kind and accommodating!!
Guest favourite

Home in Medford

4.94 out of 5 average rating, 109 reviews

1930s Queen Anne Historic Downtown Retreat

JanRating, 5 stars2 months ago
other than Disney properties, I have never seen such attention to details. The house was beautifully restored & period correct. We live in a home over 120 years old, and love old homes. We really appreciated how much love & thoughtfulness went in to restoring this beautiful home. The neighborhood was safe & beautiful & very walkable. It was convenient to downtown & Asante. Stefanie very kindly & patiently answered my many questions. I highly recommend this gorgeous home to anyone
Guest favourite

Home in Grants Pass

4.97 out of 5 average rating, 292 reviews

Private Carriage House

MollyRating, 5 stars4 months ago
This house is a cute little one bedroom in the suburban woods near Grants Pass. Some of my favorite things about this spot were the drive into town every morning and the sunsets in the evenings. The hills in this area are gorgeous and pristine even though the house is only 10 minutes from downtown. There are lovely paintings all around the tastefully decorated house, and I kept finding new pieces to admire for the whole month of my stay! It is an older house that is very comfortable. Neighborhood is peaceful. Ed and Jacquie are kind and hospitable people with a beautiful property.
Guest favourite

Home in Central Point

4.91 out of 5 average rating, 126 reviews

Lovely Central Point Home w/EV Charger

MandiRating, 5 stars3 weeks ago
Our stay at this home was excellent! Very comfortable beds, clean space, we had everything we needed and very quiet neighborhood. Such a beautiful home. The game room was awesome. We couldn’t have had a better location for the event we traveled for.

Kid-Friendly apartment rentals

Guest favourite

Apartment in Phoenix

4.95 out of 5 average rating, 130 reviews

5 Star Luxury Southern Oregon Suite

MuhammadRating, 5 stars2 weeks ago
Very nice and clean environment. Accommodations that were offered were solid. Overall I highly recommend the place.
Guest favourite

Apartment in Ashland

4.87 out of 5 average rating, 253 reviews

Winner 2023 Best of Ashland! Our Carriage House

MaryroseRating, 5 stars3 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.
Guest favourite

Apartment in Medford

4.96 out of 5 average rating, 390 reviews

Suite Comice EV Charging

TerriRating, 5 stars2 weeks 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 stars4 months ago
Cute little place, thank you!
Guest favourite

Apartment in Grants Pass

4.95 out of 5 average rating, 848 reviews

Peace on the Rogue river Studio

LetaRating, 5 stars1 month 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 Grants Pass

4.83 out of 5 average rating, 208 reviews

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

KarinaRating, 5 stars1 month ago
The overall stay was comfortable and private. While a few issues arose, it was still a pleasant experience.
Guest favourite

Apartment in Ashland

4.88 out of 5 average rating, 782 reviews

Clean, Stylish Apt w/kitchen. block from Downtown

ClaireRating, 5 stars2 weeks ago
My partner and I stayed at Leslie’s for the weekend. It truly was dreamier than we could have imagined. Although it is only an apartment unit, it felt very private, had plenty of space, had all the amenities we needed, and served as a perfect place to stay. We loved the location so much, walking to restaurants and shops took less than 5 minutes. The place is quaint, decorated very nicely. Would definitely recommend!
Guest favourite

Apartment in Medford

4.99 out of 5 average rating, 258 reviews

Madrona Suite

AnitaRating, 5 stars3 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, 74 reviews

Black Pearl

RyanRating, 5 stars2 months ago
I was not expecting such a nice place, very large rooms and space overall. Super clean, a little hidden treasure is the theme.

Condo in Grants Pass

4.29 out of 5 average rating, 7 reviews

Modern, retro updated bungalow

CharlotteRating, 5 stars12 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, 143 reviews

The Executive Suite

BryantRating, 5 stars4 weeks 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.
Guest favourite

Condo in Ashland

4.95 out of 5 average rating, 21 reviews

Plaza North Suite 203 Windsor

DerrickRating, 5 stars1 week ago
We love this condo when we visit Ashland, Oregon. We feel right at home, not to mention is walking distance to great restaurants and bars. There’s a sushi place that’s amazing just around the corner for you sushi lovers. Overall this place is a gem.
Guest favourite

Condo in Ashland

5 out of 5 average rating, 7 reviews

Plaza North Penthouse

JimRating, 5 stars4 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 stars1 month ago
Very clean, nicely appointed space. Good wifi, laundry, kitchen, parking. A great place to spend a week in Ashland.
Guest favourite

Condo in Ashland

5 out of 5 average rating, 29 reviews

Plaza North Suite 201 Alexander

CarmelRating, 5 stars1 month 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 favourite

Condo in Ashland

4.88 out of 5 average rating, 17 reviews

Plaza North Suite 202 Sonoma

EricRating, 5 stars1 month 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

    $80 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