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Family-friendly vacation rentals in Medford
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Medford
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Medford family-friendly rentals
Family-friendly home rentals with a hot tub
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BEE WELL Organic Spa Garden Studio w/ Hot Tub
Convenient locations to husband out of town work. Several cozy dinner places near by. Provided all the comfort we needed for a 2 night stay. Our dog lived the spacious yard and running string and the treats Brienne provided.
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The Greenwood Villa w/wood fire hot tub
This space radiates calm and cozy. It's our favorite airbnb we have ever stayed in. The homemade bread is an absolute must! (Seriously, don't miss out!) The hosts are friendly and helpful. We tried a couple of the restaurants and coffee shops they recommend and they were delicious! Sitting on the sofa, sipping on tea while watching the ducks waddle around, the cows graze, the frosty ground glisten in the sun with the mountains/hills? in the background is just magical. We hope to come back and stay again.
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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.
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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!!
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Jaloma Woods, a forested retreat
Amazing, spent Valentines day there. The hot tub is great, nice view to the forest, everything calm, not noise and super clean.
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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- and pet-friendly home rentals
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Penthouse Suite, easy walk to downtown.
Great location, spacious well equipped residence with beautiful views. We enjoyed our stay and will definitely stay here again. Two thumbs up!

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.
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Jazzy B Suite~Historic, eco/dog friendly
My stay at Ali’s Jazzy B suite was perfect for my time in Ashland. It was clean, comfortable, and I enjoyed being in a well decorated and historic home. The location is off of Main Street and close to a bus stop and a nice 15 minute walk into the main township and by the evening there was practically no traffic sound so I wasn’t bother at all. There was a nice breakfast restaurant a quick walk away too! I felt like I had everything I needed during my stay, and the kitchenette was perfect for simple meals and the bathroom was well stocked and the shower had great water pressure! Ali was communicative and incredibly kind and helpful, I’m so grateful for her! This was a great stay, the bed was comfortable and the space was thoughtfully designed.
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Comfortable, Private Guest Lodging
This was our second time staying here while we visited family in the neighborhood. It's warm, inviting, with a beautiful view. We were quite comfortable and enjoyed the accommodations. We hope to stay here again!
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Woodland Cottage near Jacksonville Dog Friendly
Candace and RG's place is a real gem. We stayed for an entire month and enjoyed every day of it. The house is fully equipped for extended stays. If you are an outdoorsy type you will fall in love with their gorgeous property which has an extensive network of trails to hike. Candace and RG are wonderful folks and since we are now moving to the area we already have new friends. If you want to spend time in the Rogue Valley but stay out of the urban sprawl you'll be hard pressed to find a better spot. Five big stars!
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Great location to I-5 and city! King bed!
The overall stay was comfortable and private. While a few issues arose, it was still a pleasant experience.
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Clean, Stylish Apt w/kitchen. block from Downtown
Had a very nice stay at Leslie's place, we appreciated the hospitality that was provided. Leslie is a very responsive and conscientious host, thanks!
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Peaceful Airstream with panoramic views
Wonderful place to stay for a short vacation. Close to everything with beautiful views of the valley. The airstream was cozy and warmed up nicely in the cold weather. Had most everything we needed and was clean. The bed was comfortable. Would recommend, especially if you are accustomed to staying in tiny spaces.
Family-friendly home rentals with a pool
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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.
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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.
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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.
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Mexico Apartment at Wood Hamlet, by Downtown
Is my second year at Nadine and Dave’s place, and already thinking about returning next year! Wonderful hosts and accommodation, highly recommend it.
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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