
Family-friendly vacation rentals in Jacksonville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Jacksonville
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Unwind at a Luxury Cottage in Jacksonville's Historic Core
Enjoy your stay at "The Laundry" a lovely historic home. Remodeled and professionally decorated in French Country Chic style with luxury Italian Frette sheets, Turkish towels, robes, slippers, enchanting landscaping with two private fountains and outdoor eating! Ample onsite parking with complete privacy! Two flat screen SMART WIFI TV's with Cable and WIFI/Internet provided, desk/work area along with fun games. A washer/dryer with soap supplies is provided for your convenience. A fully stocked kitchen with stainless steel appliances and gas range. Cuisinart coffee pot with Starbucks coffee and tea provided. You will have access to the entire home. Approximately 1250 sq. ft. with high ceilings. For your comfort the bedroom has a large king size BeautyRest Black mattress with feather-bed topper, Italian linens and Hungarian down pillows. The living room has a large deep couch with feather stuffing. Couch is also a Queen size sofa sleeper that can comfortably accommodate 2 adults. We offer self check-in but I live only 5 minutes away from the cottage. We're happy to help answer questions :) This property is in the core of historic Jacksonville, very conveniently located close to quaint shops and restaurants. Explore hiking trails, try wine tasting, and take an easy day trip to Crater Lake National Forest for a nature fix.

Cozy Family Ranch Cottage! Near Vineyards & Lake!
Welcome to Guches Ranch! Nestled on a picturesque ranch established in 1964 by the Guches family, a vast expanse of lush farmland. Our Airbnb listing is the ultimate retreat for those seeking solace and serenity away from the hustle & bustle of city life. We are located centrally to local popular Vineyards in the serene Applegate Valley, just 12 miles outside the historic Jacksonville Oregon. Our brand new modern-style single cottage is a stand alone unit & is a private cozy, yet spacious haven.

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

Orchard Home Cottage * ~ Private, Cozy, Peaceful *
*NO PETS* Enjoy Southern Oregon by staying in our peaceful bright cottage. Perfect for those who want a quiet getaway close to all the Rogue Valley has to offer. It is situated toward the rear of our property w/private parking and its own fenced patio. We are located 4 miles from Jacksonville where you can hear the sounds of the Britt Festival. Ashland, home of Oregon's Shakespeare Festival is 20 minutes away. Lakes, hiking trails, and rivers are all around for those looking for adventure.

Britt Bungalow in the Heart of Jacksonville
The Britt Bungalow is an Award Winning boutique style stay, created and designed by the owner and host. This is a private 2 bed/2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in Master, fireplaced open living room with an abundance of natural light throughout. You will want for nothing during your stay. It is in the historical heart of Jacksonville Oregon just 2 blocks from the trolly, all the best restaurants, boutiques, Britt Gardens, and much more

Tree Top Studio
Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

Cottage on River Farm -Applegate Wine Trail
Classic one-room cottage on a 5-acre micro-farm, on the Applegate River near vineyards. This cozy cottage is a mini farm-stay experience with goats & chickens along the Applegate Valley Wine Trail. Walk to Red Lily Vineyards! Enjoy the private firepit (when not in wildfire season) with complimentary s’mores kit or walk down to the river and breath. We are 15 minutes from the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival. Wine Country Farm Stay dot come.

The Birdhouse Retreat| Views & Hot Tub
Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

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.

Scenic and relaxing roadtrip stop-over!
This is a scenic stop between PDX and SF and its own destination. One guest says " Her home has a magic of its own." Simple, elegant, and a great base for wine-tasters, paraglider, or roadtrippers. If a house surrounded by nature, vineyards, paraglider pilots, creativity and occasional other travelers sounds interesting, you'll love it here. As a local tourism coordinator, I can direct you to the top attractions. Note: this is a self-contained unit but attached to the main house!

Cozy Jacksonville Cottage
This cozy, rustic one bedroom cottage (325 sq. ft.) is just a 15 min. walk from downtown Jacksonville (3/4 mile) and 30 min. from Ashland. It has private parking, on the property. The owner is happy w/ pets in the cottage, but needs to know in advance that a pet is coming (maximum 35lbs) too. There isn't a full kitchen but it has a kitchenette with sink, fridge, microwave, hot plate and coffee maker, so cooking basics won't be a problem. Relax in the outside patio in the summer.

Sunset View Yurt of Applegate Valley with HOT TUB!
NO CLEANING FEE! Large 24 ft yurt located on our 5 acre property. Gorgeous views to the west. Includes a king size bed, and queen sofa bed. Located in Applegate Valley. Many fabulous wineries nearby. We're 6 miles south of downtown Grants Pass, and 2 miles north of Murphy. Enjoy the hot tub under the stars, or catch a spectacular sunset. It's all good! Please note: Well behaved, non destructive children are welcome.
Popular amenities for Jacksonville family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub w/ River Views / Private Patio / Spacious

The Cedar Cottage - creekside studio

Dollar Mountain Hideout

Yurt on the Applegate

Chalet in the Woods

Modern Guest House w/ Hot Tub, Loft & Fenced Yard

BEE WELL Organic Spa Garden Studio w/ Hot Tub

Applegate Stargazer, HotTub, 5acres gated.
Family- and pet-friendly home rentals

Peach Street Super Suite

Rogue River Glamping

Clean, comfy, pet friendly & fully stocked

Kelly’s Farm 4 miles to Ashland

Unique stay - Airstream with panoramic views

The Hideaway - A Private Entrance Suite

Studio Cottage near downtown Ashland - Queen Bed!

Starthistle Cottage in Applegate wine country
Family-friendly home rentals with a pool

Sweet Vintage Cottage steps from Rogue River

Broken Chair Ranch

Peace on the Rogue river Studio

Oregon Riverfront Oasis •Pool •Hot Tub •Sleeps 10+

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Octagon Studio / Beautiful Rogue River property

The Green Arrow Loft

Tiny Groove with plunge pool and soaking tubs
When is the best time to visit Jacksonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ738 | ﺩ.ﺇ716 | ﺩ.ﺇ705 | ﺩ.ﺇ731 | ﺩ.ﺇ775 | ﺩ.ﺇ801 | ﺩ.ﺇ797 | ﺩ.ﺇ786 | ﺩ.ﺇ764 | ﺩ.ﺇ764 | ﺩ.ﺇ808 | ﺩ.ﺇ764 |
| 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 vacation rentals that are family-friendly in Jacksonville

Total vacation rentals
Explore 20 vacation rentals in Jacksonville

Nightly prices starting at
Jacksonville vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 2,520 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Jacksonville vacation rentals include wi-fi access

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

4.8 Average rating
Jacksonville stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Northern California Vacation rentals
- Gold Country Vacation rentals
- Portland Vacation rentals
- Eastern Oregon Vacation rentals
- Willamette Valley Vacation rentals
- Willamette River Vacation rentals
- North Coast Vacation rentals
- Wine Country Vacation rentals
- Sacramento Vacation rentals
- South Lake Tahoe Vacation rentals
- Sacramento River Vacation rentals
- Southern Oregon Vacation rentals
- Rentals with a patio Jacksonville
- Rentals with a fireplace Jacksonville
- Rentals with outdoor seating Jacksonville
- Cottage rentals Jacksonville
- Rentals with a washer and dryer Jacksonville
- House rentals Jacksonville
- Pet-friendly rentals Jacksonville
- Rentals with a fire pit Jacksonville
- Family-friendly rentals Jackson County
- Family-friendly rentals Oregon
- Family-friendly rentals United States




