
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.

Refined, Serene Home in Jacksonville
Professionally decorated in a Mid-Century Modern style. Sleep soundly on Hungarian down pillows and BeautyRest Black mattresses made up with soft 600 thread-count Italian linens. Beautifully tiled bathroom offering Turkish towels, bathrobes, and luxe sundries. Living room and full kitchen with gas stove and quartz counter tops. Step outside to a private yard with outdoor eating area and cozy fire pit. Other amenities include three flat-screen Smart TV's, cable, WIFI, washer and dryer and so much more. Come and enjoy! You'll have this complete private cottage to yourself with private (and ample) parking. Come and go as you please in complete privacy. Self Check-in Available I'm available, if needed. I typically give a complete walk through of the property. For busy travelers, special arrangements can be made to stock the kitchen with additional supplies such as eggs, juice, special drinks. Our goal is to provide you with wonderful service. Let us know how we may help you have a terrific stay. The house is set in a laid-back neighborhood with a mix of shopping and dining within walking distance to Jacksonville's historic core. Ashland and Oregon Shakespeare Festival are a 15 minute drive away. 9% City Guest Tax will be applied to nightly rate & any additional charges. Tax is billed at arrival and must be paid via cash or check before departure. Airbnb is not allowed to collect this tax in advance.

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!

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.

Luxury Guest House in Charming Old East Medford
Nested on a great oak-canopied street in Old East Medford’s most charming neighborhood, where leisurely walks and turkeys abound, our professionally designed guest home combines authentic Swiss detailing with distinctive features of new and reclaimed materials. A chef’s kitchen and spa-like bath, complete with a soaking tub, towel warmer, and radiant floor heating, create a luxurious retreat. Perfectly situated to explore Southern Oregon, near wineries and trails, we’d be delighted to host you.

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!)

Built March '22, 5 king bds, 85" 4k tv. Pretty!!
5 brand new kings, 1 pullout queen. Fully fenced. Huge Top End Fast Smart Samsung Qled tvs. 85" in living room. 2 75" in master and one guest room. Imagine relaxing with the best picture quality televisions in this New house with beautiful quartz countertops in a brand new kitchen. Backyard completely fenced. Garage access but is not part of rental as we still have boxes in there to unpack. Bath and shower separate in master. Combined in guest bath. One king bedroom on ground floor.

Wine Country Farm Stay Near Ashland
Stunning romantic wine getaway on a flower farm with spectacular views. Farm stay offers the perfect base for exploring the Rogue Valley wine trail, 15 minutes to over 20 Jacksonville and Ashland wineries in the heart of the valley. Cozy private deck offers a perfect spot to relax and enjoy wine with views of mountains, pastures, and fields. Home of the Oregon Shakespeare and Britt Festivals. One mile from the Greenway, a bike and pedestrian pathway. Enjoy a beautiful ride to local wineries.

NEWLY Reno’d Spacious E. Medford Studio with W/D
Clean and spacious daylight lower level studio convenient to everything in Medford. Walkable to Starbucks and Providence Hospital and within 5 min drive to I-5, the airport, Asante RRMC and all major shopping/restaurants. There’s a separate private and fully lit entrance to the unit with no awkward shared spaces(!) and you’ll have use of a personal in-unit washer/dryer, countertop dishwasher, refrigerator, and an induction cooktop for meal prep. Ideal for traveling healthcare workers!

Peach Street Super Suite
Welcome to our updated 1-bedroom short-term apartment in the heart of Medford, Oregon, designed to exceed your expectations and provide a more comfortable and affordable alternative to a hotel stay. As you step into our centrally located apartment, you'll immediately notice the modern and inviting atmosphere. The living room is tastefully furnished with a cozy sofa, a smart TV for your entertainment needs, and a dining area perfect for enjoying meals or working remotely.

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.

BEE WELL Organic Spa Garden Studio w/ Hot Tub
This detached 420 sf apartment is perfect for 1 or 2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland Plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and endless wilderness. Come enjoy! We celebrate diversity!

Designer 1 BD Apt |W/ W&D |Near I-5 & DT
Modern Designer Apartment – Ideal for Short or Extended Stays - Short walk to downtown Medford - Steps to Bear Creek walking/running path - Close proximity to Asante and Providence Medical Centers - Convenient access to I-5 freeway - Available for short or long-term stays - With Cable Roku TV - With High-speed WiFi - With Mini-Split Heat/AC - With Mini-Kitchen - Complimentary Coffee and Tea - Toiletries
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!

The Honu | Hot Tub + Backyard Waterfall

The Shady Knoll

The Epic A - Charming 1960s A-Frame w/Hot tub

1800s Storefront · Hot Tub · Pets OK · Rogue River

Yurt on the Applegate
Family- and pet-friendly home rentals

Phoenix Rising (Sleeps 10)

Kelly’s Carriage House 4 miles from Ashland

1930s Queen Anne Historic Downtown Retreat

Craftsman cottage built in 2019

Charming Two

Spa Like Stay at the Britt Bungalow in J’Ville

Historic Upstairs Apartment

Rogue River Retreat
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

Scenic and relaxing roadtrip stop-over!

Tiny Groove with plunge pool and soaking tubs

Wood Hamlet - Picasso Cottage by Downtown, kitchen

The Aloha House - Hot Tub - Pool
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 NZD | $242 NZD | $261 NZD | $244 NZD | $261 NZD | $282 NZD | $282 NZD | $279 NZD | $267 NZD | $270 NZD | $274 NZD | $272 NZD |
| 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 190 holiday rentals in Medford

Nightly prices starting at
Medford holiday rentals start at $124 NZD per night before taxes and fees

Verified guest reviews
Over 15,410 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
190 of Medford holiday rentals include Wi-Fi 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!
Destinations to explore
- Rentals with a hot tub Medford
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- Pet-friendly rentals Medford
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- Family-friendly rentals Jackson County
- Family-friendly rentals Oregon
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