
Family-friendly holiday 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.

Cozy cottage in old E. Medford
Your family will be close to everything when you stay at this centrally-located home. Minutes from shops, restaurants, parks, hospitals, hikes, rivers & more. The kitchen & bathroom are freshly gutted, renovated & updated. The master has a brand new cozy king mattress. The black out shades in both bedrooms makes for a nice nights sleep. Lots of games for your family fun. Smart tv and Wi-Fi available. Cute little back patio with BBQ & yard access. Includes full laundry room with an extra fridge..

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

The Cutie Little Loft
The Cutie Little Loft is a clean, stylish and centrally located new build. A comfortable bed, a full kitchen with brand new appliances, and extra special little touches, will make your stay easy and enjoyable. Whether your main destination is Medford, or perhaps you plan to visit nearby cities like historic Jacksonville or Ashland, the CLL is a great point of access for all. Numerous restaurants, hiking trails and wineries are nearby allowing an eventful trip to the beautiful Southern Oregon.

Suite Comice EV Charging
*NOTE*: We disinfect all surfaces before and after new guests arrive. Studio suite with private entrance. Comfortable, light, clean and airy. Host on location in attached home. Breakfast nook with coffee, and tea. Neighborhood is quiet with shopping and dining not far away. Only one small step into the unit. Also on the property is another 2 bedroom Airbnb unit, Comice Valley Inn, in the event you have a larger party. This is a new listing, so please see some of my many 5-star reviews.

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!

Brookdale Meadows Farmhouse Cutie
Farmhouse charm on a quiet residential street. Home has 3 bedrooms, (4 beds), 2 baths, (walk in shower) eat in kitchen, formal dining room, family room, formal living room, laundry room, covered deck, and more… Close to parks, golf course, jet boat tours, wineries, shopping, easy access to I-5 and just 4 miles from Medford Airport. Ashland Shakespeare Festival and Historic Jacksonville just 20-25 minutes away. Crater Lake, Oregon Coast, Redwoods, and Portland all make great day trips.

Top Comfort! King Bed, Pets OK, Firepit & WiFi
A Modern Millennial Dream Getaway Step into your next Insta-worthy escape! This bright, stylish home blends bold design with cozy comfort — perfect for making memories and snapping shareable moments. The open-concept living room features a stunning, floor-to-ceiling hand-painted mountain mural and a warm gas fireplace, creating the ideal backdrop for relaxation or your next photo op. Every space is thoughtfully curated for guests of all ages, offering a playful yet peaceful retreat.

Southern Oregon Gem (EV Charger)
Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

Cozy Cottage
Discover this charming gem nestled in the heart of Medford, Oregon! This enchanting 1 bedroom with a king bed and 1 bathroom cottage is a centrally located and offers the perfect blend of comfort and style. The sofa in the living room is a hide-a-bed which can sleep 2 additional people. Conveniently located near shopping, restaurants, and more! For the safety and security of our guests, we do have an outdoor camera monitoring common areas.

Eco-Tiny House in SE Medford
Clean and quiet 200 sq ft. detached guesthouse with kitchenette nestled among vegetable gardens and native wildflower beds. Within walking distance of Asante hospital and several shops and restaurants. Easy access to freeway. 20 minutes from downtown Ashland and Jacksonville and only and 10 minutes from downtown Medford. Off-street parking available. Well-behaved pets welcome. Please no smoking inside the guesthouse or on the property.

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!

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.
Popular amenities for Medford family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Tiny House w/ Hot Tub and Putting Green

La Petite Maison + Hot Tub

Sunset View Yurt of Applegate Valley with HOT TUB!

Hot Tub huge yard 5 kings fiber wi-fi 4k huge tv

The Cedar Cottage - creekside studio

The Honu- Tranquil Hideaway Home Centrally Located

Artsy MCM Guesthouse w/ Spa Soaking Tub

Chalet in the Woods
Family- and pet-friendly home rentals

5 Star Luxury Southern Oregon Suite

Peach Street Super Suite

Phoenix Rising (Sleeps 10)

Hygge Hideaway. A home for rest and adventure

Mountain Greens Cabin

Rogue River Retreat

Cottage on River Farm -Applegate Wine Trail

The Wolf Den: newly renovated studio space!
Family-friendly home rentals with a pool

The Carriage House, Winner 2025 Best of Ashland!

Broken Chair Ranch

1940s Vintage apartment steps from the Rogue River

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Octagon Studio / Beautiful Rogue River property

Scenic and relaxing roadtrip stop-over!

Tiny Groove with plunge pool and soaking tubs

Beautiful Country Home next to Jacksonville!
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $191 AUD | $187 AUD | $189 AUD | $195 AUD | $209 AUD | $226 AUD | $226 AUD | $223 AUD | $213 AUD | $216 AUD | $219 AUD | $218 AUD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Medford

Total holiday rentals
Explore 200 holiday rentals in Medford

Nightly prices starting at
Medford holiday rentals start at $99Â AUD per night before taxes and fees

Verified guest reviews
Over 15,340 verified reviews to help you choose

Pet-friendly accommodation
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

Wi-Fi availability
200 of Medford holiday rentals include Wi-Fi access

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

4.8 Average rating
Medford stays are highly rated by guests—averaging 4.8 out of 5!
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