
Family-friendly holiday rentals in Medford
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Medford

Total holiday rentals
Explore 190 holiday rentals in Medford

Nightly prices starting at
Medford holiday rentals start at $88 SGD per night before taxes and fees

Verified guest reviews
Over 15,900 verified reviews to help you choose

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
190 of Medford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Medford rentals

4.9 Average rating
Medford stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Medford
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Phoenix Rising
Relax with the whole family at this peaceful home with a half acre backyard full of fruit and shade trees along with a gas BBQ. Games include board games, corn hole, outdoor Jenga. Several restaurants within walking distance. Wheelchair accessible park across the road at Blue Heron Park along Bear Creek Greenway. 3.8 mi. - Lithia & Driveway Fields 4.5 mi. - Rogue Regional Hospital 5.5 mi. - Medford Airport 5.9 mi. - Jackson County Expo 13 mi. - Shakespeare Festival 19 mi.- Mt Ashland ski area
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The Hygge Stay in the Heart of Southern Oregon
Pet friendly**Close to the I-5 interstate. Within walking distance to park! This guest house, is filled with natural light making it bright and inviting. Thoughtfully designed with guests in mind, you will have no trouble feeling comfortable with all the amenities you’ll need. *Fun fact**, the night stands in the main bedroom were made in the shop downstairs and designed by husband and I! *Airbnb is above working cabinet shop* Message me if you have any questions, I’ll respond within an hour!
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The Greenwood Villa w/wood fire hot tub
The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla
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Angel Crest Casita Guest Suite - East Medford
Enchanting, large, private 1 bedroom guest suite with a view In Upper East Medford. Beautiful, open concept living /dining area has plenty of room to relax and unwind. This space also includes a semi private queen bed. There is a large luxurious shower, kitchenette, and other amenities (microwave, fridge, and coffee maker). Outside there is a large private covered deck with outside seating and a fire pit. Close to wineries, golf, restaurants, and great hiking. This is a non smoking property.
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Beautiful Country Home next to Jacksonville!
The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)
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Manor Hill Haven | Hot Tub & Accessible Features
This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor
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Big Pool, Great Room, Spa, Work Crews or Families
Perfect for Work Teams or Families to build lasting memories. Private home in Beautiful Scenic Medford Foothills! Close to everything, but out of town. Nearby dining and groceries. Quick drive to Ski Ashland, Crater Lake, Water Ski Lakes, Fishing Lakes, and Roxy Ann Winery. Hiking at Roxy Ann and Table Rocks. Vaulted Great Room, huge modular couch, 65" and 75" TVs, Redzone, Pool Table, Ping Pong, Coffee & Wine Bar, Golden Tee. Year-Round Hot Tub, Seasonal Swimming Pool (mid May-End of Sept.)
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The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!
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Clean, comfy, pet friendly & fully stocked
Relax at Casita Blanca! Peaceful, fully stocked and tons of extra amenities for your enjoyment. Perfect for families, girls trips, dogs, and right off of I-5 if you’re passing through and need a place to rest your head. Extra care has gone into curating this home including a lavish coffee and tea bar, robes, house socks (socks are for you to keep), comfy beds, luxury amenities, pup basket, wifi, smart TV's in every bedroom, kids items, and a fully stocked kitchen.
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Secluded suite in town
Light and modern space with garden access and private porches. Quiet neighborhood near the hospitals, golf course, and close to the freeway. Only 20 minutes to Ashland's Shakespeare Festival or Jacksonville's Britt Festival. Separate heating and cooling unit as well as a Cal-King Casper mattress (new Feb 2024) for your comfort. Small kitchenette stocked with the basics. LGBTQ+ friendly space.
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Designer Home w/ Chef’s Kitchen
Stunning designer home with a true chef’s kitchen, perfect for families, couples, remote workers, wedding parties, and four-legged friends. Thoughtful high-end finishes throughout, sleeps 7 comfortably with lightning-fast WiFi. Close to gorgeous Rogue Valley wineries, Britt trails and outdoor adventures. Less than 10 minutes from historical downtown Jacksonville and The Britt Festival!
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Charming Two
Your family will be close to everything when you stay at this centrally-located place. Providing a clean and cozy environment. This Airbnb is close to everything and minutes away from Roxyann peak and winery. Close to all hospitals, parks, and located in east Medford. There’s a park 2 blocks away. Great for kids and pets. Safe and large back yard gated for kids and pets.
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Popular amenities for Medford family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub • Near Jacksonville & Wineries - King Bed
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BEE WELL Organic Spa Garden Studio w/ Hot Tub
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Hot Tub huge yard 5 kings fiber wi-fi 4k huge tv
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The Epic A - Charming 1960s A-Frame w/Hot tub
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The Birdhouse Retreat| Views & Hot Tub
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Rogue Reefs
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Sunset View Yurt of Applegate Valley with HOT TUB!
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La Petite Maison + Hot Tub
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Family- and pet-friendly home rentals

Cottage on River Farm -Applegate Wine Trail
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Stunning Private Orchard Property
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Southern Oregon Gem (EV Charger)
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Ideal & quiet location, 3BR+office, perfectly cozy
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Historic Upstairs Apartment
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Spa Like Stay at the Britt Bungalow in J’Ville
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New, spacious, quiet, private, comfy studio
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Cozy cottage in old E. Medford
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Family-friendly home rentals with a pool

Farm Cottage 1/2 Mile Outside Jacksonville
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Luxury Mountain-Top Retreat | Sleeps 14
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Cool Blue Waters-Guest Suite
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Quiet neighborhood 3 BR w/ pool
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The Cherry Cottage with built in pool & Hot Tub
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Private Country Paradise
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1940s Vintage apartment steps from the Rogue River
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Tiny Groove with plunge pool and soaking tubs
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When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 SGD | $173 SGD | $187 SGD | $190 SGD | $204 SGD | $215 SGD | $202 SGD | $200 SGD | $191 SGD | $193 SGD | $196 SGD | $195 SGD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 16°C | 19°C | 24°C | 24°C | 20°C | 13°C | 7°C | 4°C |
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