Family-friendly holiday rentals in Medford

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Popular amenities for Medford family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Guest house in Central Point
4.94 out of 5 average rating, 766 reviews

BEE WELL Organic Spa Garden Studio w/ Hot Tub

JeffRating, 5 stars2 weeks ago
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.
Guest favourite
Guest house in Medford
4.92 out of 5 average rating, 377 reviews

The Greenwood Villa w/wood fire hot tub

RaeRating, 5 stars1 week ago
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.
Home in Ashland
4.89 out of 5 average rating, 9 reviews

Refurbished Barn on acreage just outside Ashland

JanineRating, 5 stars93 months ago
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.
Guest favourite
Home in Grants Pass
4.97 out of 5 average rating, 294 reviews

Private Carriage House

GregRating, 5 stars4 days ago
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!!
Home in Talent
4.76 out of 5 average rating, 63 reviews

Dominick

StaceyRating, 5 stars21 months ago
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

Guest favourite
Bungalow in Ashland
4.99 out of 5 average rating, 103 reviews

Penthouse Suite, easy walk to downtown.

JeffRating, 5 stars1 month ago
Great location, spacious well equipped residence with beautiful views. We enjoyed our stay and will definitely stay here again. Two thumbs up!
Superhost
Guest house in Gold Hill
4.96 out of 5 average rating, 85 reviews

Rogue River Guesthouse: Rural river views near I-5

DeannaRating, 5 stars2 months ago
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.
Guest suite in Ashland
4.85 out of 5 average rating, 386 reviews

Jazzy B Suite~Historic, eco/dog friendly

AshleyRating, 5 stars4 months ago
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.
Superhost
Guest house in Ashland
4.94 out of 5 average rating, 349 reviews

Comfortable, Private Guest Lodging

AmyRating, 5 stars1 month ago
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!
Guest favourite
Cabin in Medford
4.86 out of 5 average rating, 107 reviews

Woodland Cottage near Jacksonville Dog Friendly

JohnRating, 5 stars2 months ago
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!
Superhost
Flat in Grants Pass
4.82 out of 5 average rating, 209 reviews

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

KarinaRating, 5 stars2 months ago
The overall stay was comfortable and private. While a few issues arose, it was still a pleasant experience.
Guest favourite
Flat in Ashland
4.88 out of 5 average rating, 784 reviews

Clean, Stylish Apt w/kitchen. block from Downtown

AndrewRating, 5 stars1 week ago
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!
Guest favourite
Campervan/Motorhome in Talent
4.94 out of 5 average rating, 310 reviews

Peaceful Airstream with panoramic views

Moon LeafRating, 5 stars4 months ago
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

Superhost
Home in Grants Pass
4.83 out of 5 average rating, 18 reviews

Beautiful home on the Rogue river.

JonRating, 5 stars15 months ago
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.
Guest favourite
Flat in Ashland
4.87 out of 5 average rating, 253 reviews

Winner 2024 Best of Ashland! Our Carriage House

MaryroseRating, 5 stars4 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
Home in Grants Pass
4.89 out of 5 average rating, 439 reviews

Quiet neighborhood 3 BR w/ pool

RaushellRating, 5 stars2 months ago
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.
Guest favourite
Flat in Ashland
4.94 out of 5 average rating, 266 reviews

Mexico Apartment at Wood Hamlet, by Downtown

LuizaRating, 5 stars5 months ago
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 holiday rentals that are family-friendly in Medford

  • Total rentals

    200 properties

  • Nightly prices starting at

    £47 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

Destinations to explore