
Family-friendly vacation rentals in Medford
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Top-rated family-friendly rentals in Medford
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Popular amenities for Medford family-friendly rentals
Family-friendly home rentals with a hot tub

BEE WELL Organic Spa Garden Studio w/ Hot Tub
Loved the Cozy Feel of Brienne and Chad's place. We felt right at home from the moment we arrived. The bed is extremely comfortable with soft Organic sheets. Added bonus was definitely the hot tub. Th place was as described in the listing. Within walking distance of downtown. Cute little neighborhood. We would definitely stay again.

The Greenwood Villa w/wood fire hot tub
Amazing place with amazing people. The room is beautiful, clean and extremely cozy. You can find anything you need here and feel that the host really treat the house as their own home. The bed is the best I’ve ever been, even better than 5 star hotels. The farm is magical, I was worried that the gooses may be noisy at night but magically I was never bothered. The hosts are even more amazing. Jonathan answered all our questions during our preparation, introduced the house to us and even brought us coffee in the morning. They are thoughtful, welcoming and full of warmth! I would say the Greenwood Villa is a must visit if you’re ever going to Medford.

Refurbished Barn on acreage just outside Ashland
This was my second visit to the Barn. I came back this time with my family because I wanted them to experience this special place. The Barn is an amazing space since it gives the peace and tranquillity of a rural setting in a well designed great room area downstairs and 2 large but cozy and comfy bedrooms upstairs. The outside patio was a great space to read, draw and share wine with my family. All of this and only 10 minutes from downtown Ashland. Additionally if you are a hiker there is a trailhead a very short drive away. Communication with Jenn was great throughout our time there. We had the bad luck of being in Ashland during a rare power outage that impacted power in parts of Ashland and Medford. Jenn was great in responding to my questions when the power went out and following up to get information from the power company for us. We also had an problem late at night with the water but Jenn responded to my question and immediately tried to fix things for us. Even though the problem couldn't be fixed until the next day Jenn did everything in her power to make our stay comfortable. I was very impressed and would strongly recommend her as a hostess and this home to anyone to who loves a rural setting.

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!!

Dominick
We were in the area for a soccer tournament and this house was perfect. We were close to the fields, easy to find, comfortable environment, and quiet neighborhood. The hot tub was meticulously clean and perfect to end a long day. We enjoyed late at a recommended restaurant and it was excellent. Would definitely stay again.
Family-friendly home rentals with a pool

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.

Beautiful home on the Rogue river.
Kirk and I communicated a number of times for clarifications as needed. We hosted a large family Thanksgiving dinner and wanted to make sure we had all that we needed. It was spectacular. We had our two young grandkids and the box of kids toys and outdoor toys was wonderful. The gazebo with Fireplace and the gas firepit on the deck were wonderful places to gather during the late Fall coolness. The home was spectacular for our 8 adults, 2 kids and 1 dog. . . Could not have asked for a better stay.

Sweet Vintage Cottage steps from Rogue River
great for our dog

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.

Quiet neighborhood 3 BR w/ pool
The home is very open with a large living room for family gatherings. We opted to pay the extra $200 for the pool to be heated and have no regrets. The kids swam morning to night while the adults enjoyed the hot tub. Kirk was great at responding to our needs. The home was clean and plenty of towels were provided. Kitchen had all the essentials which was much appreciated. Highly recommend.
Family-friendly home rentals with Wifi

Charming Cottage Close to Historic Grants Pass
To start out , I have been a super host for over 4 years and I know what it takes to have a successful Airbnb . It’s not easy keeping the place fresh , clean and ready to host an amazing experience. With that being said , I was very Impressed how Marcela’s place was set up . Super clean , new linens , all amenities and the decor was tasteful!, with a touch of class . I felt very comfortable and relaxed . The bed is super comfy and I slept like a baby . Open kitchen concept made it easy to cook and be social . I have stayed in few places here in Grants Pass . Marcela’s place is definitely my favorite . Settled in the historic downtown district , walking distance to shops , restaurants and stores . I felt secure and private staying here and was able to roll out and go to my favorite restaurants and Dutch bros ☕️ If your looking for a hidden Gem and for the money of course , make sure to book this awesome Airbnb , Cheers Corey

Rogue River Guesthouse: Rural river views near I-5
Such a serene getaway. Trees, birds and falling to sleep with the sliding glass door cracked so I could sleep to the sounds of the river. Tranquil describes it. They also went above and beyond with fall themes in their decorations. What a great place to do Thanksgiving dinner for my daughter and I. We are beyond grateful they shared their lovely home with us.

Claudia's Retreat Sanctuary
We have stayed at Claudia’s several times and enjoy her hospitality and the peaceful setting outside of Jacksonville. A great spot for a couples Getaway!

First class Home in Fine Neighborhood
Place was comfortable, clean, very convenient location and Snow was kind funny and would definitely recommend to others. Thank you Snow. Your amazing!! 🤩

2 bd loft in historic Grants Pass#115
Helene was friendly and responsive, and very informative about the property. Flexible check in time was great since I was traveling with 2 kids. The loft was sparkling clean and had everything I needed in the kitchen. The location is great since there’s a wine bar downstairs and restaurants all around.

Clean and Cozy Farmhouse
Cynthia was very responsive. The space was great and a quick drive to downtown Ashland.

Historic Stage Coach Stop
This is, hands down, my favorite AirBnb spot of all time. It is so charming, pretty and unique. Carol has decorated thoughtfully and there are lovely details everywhere you look. I just loved staying here and hope to return on future trips!

Private Garden Cottage w Sauna in RR District
We had such a wonderful stay at Kevin's Garden Cottage on our visit to Ashland. The place is clean, quiet, walking distance from downtown, and felt homey. It was even nicer than we were expecting! Check-in was easy, and everything was as expected. We both had some remote work to do while on the trip, and between the private and comfortable environment of the space, and the close proximity to coffee shops, it was supportive and easy for us to get our work done and enjoy town from the cottage. As a light sleeper, I was pleased with how quiet it is, and also how comfortable the bed is. I would definitely recommend it and would stay there in the future. The sauna was also such a nice addition as a way to relax and warm up from the rainy winter weather!
Quick stats about vacation rentals that are family-friendly in Medford
Total rentals
200 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
140 properties have a dedicated workspace
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