
Family-friendly vacation rentals in Jacksonville
Find and book unique family-friendly homes on Airbnb
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 G$18,835 GYD per night before taxes and fees

Verified guest reviews
Over 2,690 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

4.9 Average rating
Jacksonville stays are highly rated by guests—averaging 4.9 out of 5!
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.
FamilyIndoor spacesPets

Spa Like Stay at the Britt Bungalow in J’Ville
The Britt Bungalow is an Award Winning boutique style stay in the historical heart of Jacksonville Oregon created and designed by the owner and host. Enjoy a spa like private stay w/ 2 bed, 2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in primary, living room with a fireplace and an abundance of natural light throughout. You will want for nothing during your stay. Just 2 blocks to the trolly, all the best restaurants, boutiques, & the Britt Pavilion.
KitchenFamilyAccuracy

Summer Rates- Private 2-Bedroom Suite in J-ville
Welcome to the Nathe Nest where you’ll enjoy a little piece of heaven in the quaint historic town of Jacksonville. The "Suite" is cozy, convenient, and your "Welcome Baskets" are filled with plush towels and each closet has two robes to make you feel right at home. Owner lives in the main part of the house with an adjoining door to the Sunroom only, it has locks and blinds for privacy. Very rarely do you hear anything from the owners side. EXTRA GUEST FEE over 2 GUESTS $30 PER PERSON/PER NIGHT.
KitchenIndoor spacesHospitality

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.
Indoor spacesKitchenTV

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!)
FamilyKitchenWifi

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.
KitchenIndoor spacesGrill

2-bedroom suite, only 1 mile to Jacksonville
Family and Senior friendly New-10% off for 5 day stay! In Jacksonville, 1 mile to town. Quiet, scenic, isolated . Modern home with l A/C and heat, good cell signal, ceiling fans . Master Bedroom, key pad entry, King bed, fine sheets, TV with Amazon Prime, Bathroom, large towels, large jetted tub, double sink. Kitchenette with fridge-freezer, microwave, George Foreman grille, double burner, coffee pot, toaster, and blender. Adjacent bedroom Queen bed and desk with power. Private entry.
FamilyKitchenView

Historic 1875 Kitchen House
Easy walking distance to Britt concert venue, trails, and downtown. The base rate is for the entire first floor and includes one bedroom with en suite bathroom with a large clawfoot tub. Upstairs attic space can also be rented for an additional fee, which includes 3 beds and a full bathroom. Declare 3 guests if 2 people need their own suites. If you are checking in with 4 or 5 people, please indicate the true number of guests, which adds an extra fee per person to cover cleaning costs.
Indoor spacesFamilyBreakfast

Lux Glamping | Private Airstream Retreat Getaway
Escape to your own private luxury Airstream oasis in the beautiful Applegate Valley. Designed for rest, romance, and rejuvenation, this nostalgic retreat combines upscale outdoor living with peaceful rural privacy. The outdoor space has a luxurious outdoor grotto shower with endless hot water, large covered pergola with propane fire pit, covered dining, and BBQ w/prep space. Whether you're looking for a memorable road trip stay or quiet getaway, this retreat is a one-of-a-kind experience!
FamilyIndoor spacesGrill

Cottage on River Farm -Applegate Wine Trail
Cozy one-room cottage on a 5-acre micro-farm, on the Applegate River near vineyards. Set halfway between Crater Lake & the Redwood Forest, the Applegate Valley is a lush valley with 19 artisan vineyards. This classic cottage is a mini farm-stay experience with goats & chickens. Walk to Red Lily Vineyard! Enjoy the private firepit with complimentary s’mores kit or walk down to the river to swim. Nearby: the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival.
Indoor spacesFamilyLong stay

La Petite Maison + Spa
Welcome to La Petite Maison! Come take it easy at our unique and tranquil home away from home. Located in the heart of the Applegate with nearby wineries and exquisite views of the mountains. Our guest house is equipped with 1 master bedroom, full kitchen/bath, dining and living room with and private SPA on your very own deck! Only a 10 minute drive from the historic town of Jacksonville. At La Petite Maison you will have the peace and quiet of the country, and all that you may need.
Indoor spacesKitchenBathroom

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.
KitchenIndoor spacesBiking
Popular amenities for Jacksonville family-friendly rentals
Family-friendly home rentals with a hot tub

BEE WELL Organic Spa Garden Studio w/ Hot Tub
FamilyKitchenParking

Hot Tub • Near Jacksonville & Wineries - King Bed
Indoor spacesKitchenCleanliness

The Greenwood Villa w/wood fire hot tub
FamilyKitchenOutdoor spaces

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

The Birdhouse Retreat| Views & Hot Tub
Indoor spacesFamilyView

Romantic Retreat w/ Hot Tub & Starlit Massage Room
Indoor spacesFamilyLong stay

Manor Hill Haven | Hot Tub & Accessible Features
Indoor spacesKitchenPets

Modern Tiny House w/ Hot Tub and Putting Green
FamilyIndoor spacesGrill
Family- and pet-friendly home rentals

Starthistle Cottage in Applegate wine country
KitchenFamilyGetting around

The Hygge Stay in the Heart of Southern Oregon
KitchenIndoor spacesCleanliness

Private & Cozy Treetop Cabin in Jacksonville
Indoor spacesFamilyGetting around

Designer Home w/ Chef’s Kitchen
KitchenIndoor spacesLong stay

Plymale Cottage Bed & Biscotti - 2BR, Kitchen, AC
Indoor spacesKitchenOutdoor spaces

Mountain Greens Cabin
Indoor spacesKitchenBreakfast

Luxury Guest House in Charming Old East Medford
KitchenFamilyGrill

Eco-Tiny House in SE Medford
KitchenFamilyAccuracy
Family-friendly home rentals with a pool

The Aloha House - Hot Tub - Pool
Indoor spacesKitchenView

Tiny Groove with plunge pool and soaking tubs
Indoor spacesKitchenAir conditioning

Quiet neighborhood 3 BR w/ pool
FamilyKitchenCheckout

Cool Blue Waters-Guest Suite
FamilyKitchenValue

Private Country Paradise
Indoor spacesFamilyBackyard

Work Crews! Swimming Pool, Great Room, Big Space
KitchenIndoor spacesView

Sweet Vintage Cottage steps from Rogue River
KitchenIndoor spacesTV

Tiny Cabin in the Woods | Hot Tub & Alpaca Rescue
KitchenFamilyHeating
When is the best time to visit Jacksonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,645 GYD | G$39,553 GYD | G$40,599 GYD | G$38,925 GYD | G$42,692 GYD | G$45,622 GYD | G$45,412 GYD | G$44,785 GYD | G$43,529 GYD | G$42,064 GYD | G$42,064 GYD | G$43,947 GYD |
| 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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