Kid-friendly vacation rentals in Ashland

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Popular amenities for Ashland kid-friendly rentals

Kid-friendly house rentals

Guest favorite

Home in Rogue River

5 out of 5 average rating, 38 reviews

Rinehart Ranch

ToniRating, 5 stars4 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 favorite

Home in Medford

4.99 out of 5 average rating, 100 reviews

Chic 4 bed/2 bath house with large yard

LaurenRating, 5 stars2 weeks ago
This was the perfect place to stay for our holiday weekend! The home matched the photos exactly and was very welcoming. Paula and Leann were both very responsive as well! We will absolutely be coming back to stay again :)
Guest favorite

Home in Medford

4.94 out of 5 average rating, 109 reviews

1930s Queen Anne Historic Downtown Retreat

JanRating, 5 stars1 month 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 favorite

Home in Grants Pass

4.89 out of 5 average rating, 313 reviews

Home Away From Home in Grants Pass, OR

NicoleRating, 5 stars4 weeks ago
We had to make a last minute trip from CA to OR with two littles & we were able to walk right in, put our bags down, throw the kids in the clean bath & get them right to bed. The house was extremely spacious, clean & homey. It had everything we needed & more - extra bedding, blankets, towels & every kitchen item you could possibly think of. The yard is huge for kids to play in if the weather permits. Heating & air keep the whole house at a perfect temp. Plenty of storage. Walk in closets if you need a dark space for your baby to sleep. There was salt, pep, cotton rounds & qtips, a packnplay, an air mattress, coffee filters, an AMAZING stove, the list goes on. It truly was like walking into your own home, not like the usual minimal essential items provided by other rentals. We have to head back up this week and I wish this home was available for our dates, because we would definitely rather stay here! Very thankful to have found this rental for our first trip. Thanks so much, Skyler!
Guest favorite

Home in Grants Pass

4.97 out of 5 average rating, 291 reviews

Private Carriage House

MollyRating, 5 stars2 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 favorite

Home in Central Point

4.91 out of 5 average rating, 122 reviews

Lovely Central Point Home w/EV Charger

ArthurRating, 5 stars2 months ago
stayed here for a whole week. the house was perfect, has a big yard with covered patio, quiet nneighborhood. overall great.
Guest favorite

Home in Ashland

4.91 out of 5 average rating, 125 reviews

The Madrone House, mountain views.

CarolineRating, 5 stars2 months ago
Loved it! Kitchen was well stocked and we enjoyed having a barbecue on the back porch overlooking the valley really clean and very comfortable. Would stay here again.
Guest favorite

Home in Medford

4.98 out of 5 average rating, 110 reviews

Howell House-The Perfect Getaway

ParisAnneRating, 5 stars3 weeks ago
Cute little house, quick drive to lots of shopping options. We enjoyed our 3 night stay, including the large back yard for our dog to run around in. My kid is going to school at SOU so I’m sure we’ll be back at some point.

Kid-friendly apartment rentals

Guest favorite

Apartment in Grants Pass

4.94 out of 5 average rating, 169 reviews

Peaceful, Private Getaway in the Forest—new floor!

PhilipRating, 5 stars4 months ago
Melanie met us as we drove up to the airbnb and was very welcoming. She gave us a tour of the apartment and made us familiar with where everything was. She was very friendly and welcoming. The apartment was clean and very roomy. We especially enjoyed having coffee on the deck and taking in the beautiful countryside as well as the peaceful silence. I would highly recommend this airbnb.
Guest favorite

Apartment in Phoenix

4.95 out of 5 average rating, 123 reviews

5 Star Luxury Southern Oregon Suite

MaritaRating, 5 stars1 week ago
This was my second stay and it was exactly the same as the first. It is a beautiful private apartment with so many great amenities. You really feel at home when you check in. It is spacious, clean and very close to the areas you want to visit. I would recommend to walk or drive down to Main St. It’s has some great food places and also a winter’s market on Tuesdays. Chris and Michael are always responsive. It was very pleasant and peaceful.
Guest favorite

Apartment in Ashland

4.87 out of 5 average rating, 253 reviews

Winner 2023 Best of Ashland! Our Carriage House

MaryroseRating, 5 stars2 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 favorite

Apartment in Medford

4.96 out of 5 average rating, 388 reviews

Suite Comice (Sanitized daily)

AlexisRating, 5 stars3 weeks ago
Peaceful, quaint, clean, very responsive and welcoming host.
Superhost

Apartment in Medford

4.77 out of 5 average rating, 251 reviews

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

SilverRating, 5 stars3 months ago
Cute little place, thank you!
Guest favorite

Apartment in Grants Pass

4.95 out of 5 average rating, 846 reviews

Peace on the Rogue river Studio

VikkiRating, 5 stars3 weeks ago
The place was perfect for a stop over on my road trip. The house itself was giving my house goals and the neighborhood is so pretty. I enjoyed a coffee by the river before doing a little workout and walk around the neighborhood before setting off to drive all day. Kirk was very responsive and friendly. I’d love to visit again and spend more time in the area. Thank you!
Guest favorite

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 week 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, 779 reviews

Clean, Stylish Apt w/kitchen. block from Downtown

MarissaRating, 5 stars1 week ago
This is my second time staying here- I love the location and the general vibe. It’s very spacious and cozy.

Kid-friendly condo rentals

Superhost

Condo in Rogue River

4.89 out of 5 average rating, 73 reviews

Black Pearl

RyanRating, 5 stars1 month 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

4.17 out of 5 average rating, 6 reviews

Modern, retro updated bungalow

CharlotteRating, 5 stars11 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, 140 reviews

The Executive Suite

SteveRating, 5 stars3 weeks ago
Great stay in the Executive Suite. Easy check in and out. Easy walk to the river and around town. Plenty of space and comfortable furniture. Thank you!
Guest favorite

Condo in Ashland

4.95 out of 5 average rating, 20 reviews

Plaza North Suite 203 Windsor

JonathanRating, 5 stars1 month ago
Nice cozy condo in the middle of downtown Ashland. We appreciated staying in a newly constructed property that felt like home! Would highly recommend if you are seeking modern amenities in a perfect location in downtown Ashland!
Guest favorite

Condo in Ashland

5 out of 5 average rating, 7 reviews

Plaza North Penthouse

JimRating, 5 stars3 months ago
The condo penthouse was amazing in every way. Beautiful, spacious, clean, and in a great location.

Condo in Ashland

4.8 out of 5 average rating, 40 reviews

Spacious Modern Condo Walk Downtown & OSF

JaneRating, 5 stars2 months ago
Great views. Plenty of parking. Quiet. This was our second time staying here, and we will definitely return.

Condo in Ashland

4.88 out of 5 average rating, 41 reviews

Spacious Modern Condo Walk To Downtown & OSF

RobertRating, 5 stars2 months ago
What a lovely place, immaculate, modern, spacious, quiet and within easy walking distance of the center and many shops and cafes, at a very reasonable price with a very gracious host. Highly recommend!
Guest favorite

Condo in Ashland

5 out of 5 average rating, 27 reviews

Plaza North Suite 201 Alexander

RickyRating, 5 stars2 months ago
This condo is totally amazing! I only wish my own kitchen had the pots and pans and appliances that this condo has, bedroom, super comfortable and I beyond perfect location. If we go back to Ashlyn, I would want to stay here again.

Quick stats about vacation rentals that are kid-friendly in Ashland

  • Total rentals

    30 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    1.5K 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