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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A spacious living area features a light-colored couch paired with a glass coffee table adorned with a floral arrangement. Natural light enters through large windows with sheer curtains, illuminating vintage furnishings and a chandelier hanging from the ceiling.

Home in Jacksonville

5 out of 5 average rating, 239 reviews

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.

Top guest favorite

The exterior of the modern two-story cottage features a large outdoor deck with steps leading to a landscaped yard. A circular fire pit surrounded by wooden chairs offers a cozy gathering space, while the fenced yard provides privacy and a serene environment.

Farm stay in Jacksonville

4.98 out of 5 average rating, 111 reviews

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.

Top guest favorite

A bright living room features large windows that allow abundant natural light, complemented by a comfortable brown sofa and a cozy armchair. Lush green plants add a touch of nature, while a simple coffee table rests atop a textured area rug.

Home in Jacksonville

4.99 out of 5 average rating, 307 reviews

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

Top guest favorite

An exterior view of the Garden Cottage is presented, featuring a welcoming blue façade. The entrance is highlighted by a white door adorned with a seasonal wreath. Windows flank the door, each with planters beneath, and decorative lights embellish the roofline.

Cottage in Central Point

4.98 out of 5 average rating, 488 reviews

Country Garden Cottage

Newly remodeled Garden Cottage with living area/kitchenette, bedroom, and bathroom. Cottage has high ceilings, ceramic tile floors, quartz countertop, cherry wood cabinets and new mini-split heater/air conditioner. It is bordered on two sides by a garden common area with seating, fountain, and a grape vine covered pergola. New Roku TV installed. Conveniently located: * 5 min to I-5 * 10 min to airport * 3 min to Central Point * 10 min to Medford * 5 min to Jacksonville * 25 min to Ashland

Top guest favorite

A cozy corner of the cabin features a calm dog resting on a soft bed. A small table holds a welcome sign and a plant, while colorful food and water bowls sit nearby. The floor is covered with natural stone tiles, enhancing the rustic ambiance.

Cabin in Jacksonville

4.99 out of 5 average rating, 137 reviews

Private & Cozy Treetop Cabin in Historic J-vile

Welcome to your private cabin up in the trees, just 3 miles from sought after Historic Jacksonville, Oregon-where award winning restaurants, wineries, and adventures await! Stay for a few days or a couple months and we will take care of you just the same! Set among mature Madrones and Pines with views of the evergreen mountains, you will be using all your senses to discover what Oregon is all about. Lots of fun wildlife! A well behaved pet is welcome with approval. DM for dates not listed.

Top guest favorite

The classic cottage is framed by green foliage, showcasing a welcoming entryway with a black door and a symmetrical window. A bench is positioned on the porch, complemented by flower pots on either side. The gravel path leads to the entrance, surrounded by trees.

Cottage in Jacksonville

4.92 out of 5 average rating, 218 reviews

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.

Superhost

The outdoor deck features four white Adirondack chairs arranged around a central fire pit. Surrounding greenery provides a natural backdrop, with potted plants adding color to the space. Sunlight filters through the trees, creating a serene atmosphere for relaxation.

Guest suite in Jacksonville

4.87 out of 5 average rating, 169 reviews

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.

Top guest favorite

A bright studio suite features a comfortable sleeping area with a neatly made bed. Two patterned chairs are placed in a cozy seating nook, near a small kitchenette area. Light wood flooring complements the warm tones of the walls and furnishings.

Apartment in Medford

4.96 out of 5 average rating, 415 reviews

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.

Guest favorite

Four orange Adirondack chairs are arranged on a grassy area, facing a wide, open view of a distant mountain landscape. A clear blue sky scattered with white clouds creates a serene backdrop, while leafy branches frame the scene.

Guest suite in Jacksonville

4.84 out of 5 average rating, 249 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!

Top guest favorite

An outdoor seating area is framed by wooden beams and surrounded by a fenced space. Comfortable chairs and a sleek fire pit create a cozy gathering spot, while tall trees and mountains provide a serene backdrop.

Camper/RV in Jacksonville

5 out of 5 average rating, 103 reviews

Lux roadtrip stop over and stay-cation getaway

Experience your own personal oasis at this beautifully private spot! Rurally located, this nostalgic Airstream will invite you to relax and rejuvenate. Our space is intentionally designed for you to sleep well, eat well and enjoy the surrounding views. The glorious 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. Privacy surrounds you as you relish in the Applegate Valley!

Top guest favorite

An inviting outdoor patio area is surrounded by greenery, featuring a round table with a floral tablecloth and two green chairs. A large red umbrella provides shade. The cottage's door is framed by a vibrant window box filled with flowers, contributing to a charming ambiance.

Guesthouse in Jacksonville

4.93 out of 5 average rating, 1,093 reviews

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.

Guest favorite

The tiny house features a wooden exterior with metal accents, highlighted by a charming front porch. A small set of steps leads up to the entrance, while a decorative mat adds a welcoming touch. The surrounding landscape includes open grassy areas and distant trees.

Tiny home in Central Point

4.87 out of 5 average rating, 149 reviews

🐞 Tiny Living At It’s Finest - Ladybug 🐞

Feel refreshed when you stay in this rustic gem! Nestled in the mountains on Old Stage Road, this tiny home will be your cozy, peaceful retreat away from it all. Important note on directions: Google Maps has recently been directing guests to the neighboring property with a brown gate. Our entrance is just less than 100 yards south of that, and our gate is open and silver. Please make sure to check the house numbers carefully — we are directly on Old Stage Road.