
Family-friendly vacation rentals in Jackson County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Jackson County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

Cute Boho w Patio, W/D, Parking (No Chores!)
Top floor of house is all yours with private exterior entrance. The first floor is a separate unit with separate entrance. Fast Wifi + Kitchen + Privacy + Outside Deck! Welcome to our charming, boho unit, nestled on the entire, private second floor of this historic 1937 home. A perfect getaway for couples, small families, and business travelers alike -- private entrance and deck. Explore the scenic Rogue Valley, indulge in local wineries, and enjoy a comfortable stay in this picturesque gem

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.

Parkside East Medford Studio (Easy I-5 Access)
Unwind in this cozy East Medford studio conveniently located near the Rogue Valley Int'l Airport (8 min), Hospitals (Providence - 2 min & Asante - 5 min), less than 2 miles from both Medford I-5 exits, 7 miles from Britt Gardens in historic Jacksonville & 78 miles from Crater Lake. This space offers private entrance & off-street parking. Kitchenette includes basic dishes & cookware. Bathroom includes rainmaker shower. Studio includes wifi, Roku TV, Netflix, Prime, and other streaming options.

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.

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.

Serene & Spacious E. Medford Studio with own 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!

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.

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.

🐞 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.

Cozy Cottage
Discover this charming gem nestled in the heart of Medford, Oregon! This enchanting 1 bedroom with a king bed and 1 bathroom cottage is a centrally located and offers the perfect blend of comfort and style. The sofa in the living room is a hide-a-bed which can sleep 2 additional people. Conveniently located near shopping, restaurants, and more! For the safety and security of our guests, we do have an outdoor camera monitoring common areas.

Entire Guest Ste, 2 Bedroom, Private, Quiet
NO FULL KITCHEN or x-large community area, but plenty of ways to cook: Micro, toaster oven, mini-fridge, Keurig. Eating/working counter with stools and view! This 2 bedroom unit sits in a peaceful hillside home on one acre located between Medford & Jacksonville. Country setting. Quiet neighborhood! Comfortable beds. TV in each bedroom. Central air & heat. Entirely private. Easy entry. Blackout blinds.
Popular amenities for Jackson County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub w/ River Views / Private Patio / Spacious

Modern Tiny House w/ Hot Tub and Putting Green

La Petite Maison + Hot Tub

Hot Tub huge yard 5 kings fiber wi-fi 4k huge tv

The Cedar Cottage - creekside studio

The Shady Knoll

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

The Birdhouse Retreat| Views & Hot Tub
Family- and pet-friendly home rentals

Private & Cozy Treetop Cabin in Historic J-vile

5 Star Luxury Southern Oregon Suite

Clean, comfy, pet friendly & fully stocked

Kelly’s Carriage House 4 miles from Ashland

Kelly’s Farm 4 miles to Ashland

Historic Upstairs Apartment

Studio Cottage near downtown Ashland - Queen Bed!

Cozy Family Ranch Cottage! Near Vineyards & Lake!
Family-friendly home rentals with a pool

Winner 2024 Best of Ashland! Our Carriage House

Broken Chair Ranch

Octagon Studio / Beautiful Rogue River property

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

The Green Arrow Loft

Tiny Groove with plunge pool and soaking tubs

Scenic and relaxing roadtrip stop-over!

The Aloha House - Hot Tub - Pool
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