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.

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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, 242 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

A welcoming porch area features two white chairs placed beside a small side table. Sunlight filters through the glass doors, illuminating the space. A decorative lantern stands nearby, adding a touch of charm, while a small cushion brings comfort to one chair. Lush greenery is visible beyond.

Guest suite in Jacksonville

4.97 out of 5 average rating, 422 reviews

Fall Savings- 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.

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, 117 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.

Guest favorite

A landscaped pathway leads to the entrance of the cottage, bordered by gravel and colorful plants. Two inviting chairs sit to the side, while a small sign indicates the direction to the cottage. The fenced yard offers privacy and a peaceful environment.

Guesthouse in Medford

4.98 out of 5 average rating, 718 reviews

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.

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

The historic entrance of the B.F. Dowell house is framed by tall columns and adorned with a festive wreath. A stone pathway, bordered by seasonal foliage, leads to the welcoming front door, while decorative planters provide a charming touch.

Home in Jacksonville

4.94 out of 5 average rating, 124 reviews

B.F. Dowell House

Originally constructed in 1861, the historic B.F. Dowell house has been beautifully revived. Situated within walking distance of downtown, the home provides guests with easy access to the towns charming cultural fixtures as well as a variety of quaint stores. The market across the street may help guests utilize the homes large, well-equipped kitchen. Full baths adjoin each bedroom, an additional bathroom adjoins a laundry room. The homes porch opens to a patio that accompanies a spacious lawn.

Top guest favorite

The kitchen area features stainless steel appliances including an oven, microwave, and refrigerator. Wooden cabinets and open shelves provide storage and decor. A stone floor adds texture, while light fixtures and potted plants contribute to the bright, welcoming ambiance of the space.

Cabin in Jacksonville

4.99 out of 5 average rating, 139 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.

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, 219 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

A hot tub filled with clear water is positioned on a private deck, offering panoramic views of surrounding mountains and lush forest. Sunlight reflects off the water's surface, enhancing the tranquil setting, with a glimpse of a river in the distance.

Guest suite in Jacksonville

4.87 out of 5 average rating, 178 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, 430 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

4.85 out of 5 average rating, 253 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, 112 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!