Holiday rentals in Jackson County

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Top-rated holiday rentals in Jackson County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living room area is highlighted by a brown leather sectional sofa accompanied by two decorative pillows. A light wood coffee table sits in the center, situated on a warm-toned wooden floor. Open doorways lead to other rooms, enhancing the airy feel.
Guest house in Central Point
4.94 out of 5 average rating, 654 reviews

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!

Top guest favourite
A comfortable living room is furnished with two sofas and an armchair, arranged around a wooden coffee table. Soft pillows complement the seating. A lamp stands beside a wall, providing light, while artwork adorns the walls, adding a serene touch to the space.
Home in Phoenix
4.96 out of 5 average rating, 182 reviews

Phoenix Rising

Relax with the whole family at this peaceful home with a half acre backyard full of fruit and shade trees along with a gas BBQ. Games include board games, corn hole, outdoor Jenga. Several restaurants within walking distance. Wheelchair accessible park across the road at Blue Heron Park along Bear Creek Greenway. 3.8 mi. - Lithia & Driveway Fields 4.5 mi. - Rogue Regional Hospital 5.5 mi. - Medford Airport 5.9 mi. - Jackson County Expo 13 mi. - Shakespeare Festival 19 mi.- Mt Ashland ski area

Superhost
Home in Trail
4.79 out of 5 average rating, 133 reviews

Riverfront Retreat w/Pool, Hot Tub, Mountain Views

Soak in riverfront & mountain views from the hot tub or private balconies at this luxury 10-acre retreat! 3BR/4BA with 2 master suites, plus a separate pool house with its own bath — sleeps up to 12. Enjoy the pool, gravel paths to the river, and total privacy on the property. Ideal for extended stays (30+ nights) — perfect for relocations, remote work, or seasonal getaways. Interested in a shorter stay or your desired dates aren’t available? Message us directly to check availability and rates.

Superhost
Tiny home in Rogue River
4.86 out of 5 average rating, 131 reviews

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Top guest favourite
An open interior of a modern yurt is shown, featuring a kitchen island with bar stools, wooden cabinetry, and a cozy seating area. Large windows allow natural light to fill the space, highlighting the unique vaulted ceiling and bamboo flooring.
Yurt in Eagle Point
4.96 out of 5 average rating, 288 reviews

Starlight Meadow Yurt

The yurt is a modern, light, space with a deck. It's nestled between a mixed conifer forest and Starlight Meadow. We're at the end of a private road on 20 acres. The property is gated for your comfort and peace of mind. There's a large trampoline at the edge of the meadow perfect for stargazing and sunsets. The creek flows October thru June depending on rainfall. Six miles from Shady Cove where you'll find restaurants and a grocery store. 40 miles to Crater Lake. 26 to Ashland. Treat yourself!

Top guest favourite
The exterior of the guest suite features a covered porch with white railings and a set of wooden steps leading to the entrance. Lush greenery surrounds the property, providing a natural setting in the hills of east Medford.
Guest suite in Medford
4.97 out of 5 average rating, 224 reviews

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.

Guest favourite
Home in Medford
4.95 out of 5 average rating, 118 reviews

Manor Hill Haven | Hot Tub & Accessible Features

This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor

Guest favourite
A large log home is nestled among lush greenery, surrounded by trees. The structure features multiple large windows that allow natural light to fill the interior. The expansive deck is supported by sturdy columns, while a gentle slope leads to the landscape below.
Home in Trail
4.95 out of 5 average rating, 263 reviews

Log Cabin w/Treehouse & Zip Line on Rogue River

Serene, large log home in the woods w/matching tree house fort. Located in Trail, Oregon on 120 acres of forest views and has a 1/2 mile of river frontage on the wild and scenic Rogue River. The property is near to several lakes, waterfalls and scenic hiking trails and is located directly on the way to Crater Lake National Park. Home is located at the end of the road and provides lots of privacy, peace and quiet. The nearby river can be heard from the cabin providing a peaceful environment.

Guest favourite
A new tiny home is situated among tall pine trees, featuring a clean exterior with large windows adorned by flower boxes. A gas grill is positioned on a patio area, framed by a wooden fence and lush green grass.
Tiny home in Shady Cove
4.95 out of 5 average rating, 384 reviews

Modern Tiny House w/ Hot Tub and Putting Green

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

Top guest favourite
Home in Prospect
4.97 out of 5 average rating, 149 reviews

Ripple Rock Lodge- Gateway to Crater Lake

The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!

Guest favourite
Home in Trail
4.95 out of 5 average rating, 235 reviews

Eagle’s Nest Cottage | 40 mins to Crater Lake

Rogue River Retreat enjoy a cozy weekend of unplugging and quality time with loved ones! - 60 minutes to Crater Lake National Park - Riverfront retreat on the tranquil Rogue River - Wake up to breathtaking river views - Lounge in the hammock while watching rafters, ducks, and fish drift by - Play Ping-pong - BBQing on the patio - Fishing off the dock is allowed—please bring your own line and tackle. - Cook family meals together - Play board games - Stream movies on the Roku TV

Top guest favourite
A historic home with a welcoming front porch is surrounded by lush greenery. White flowers bloom in the garden, adding a natural touch to the setting. The sturdy stone base supports the structure, while a dark roof contrasts with the light-colored exterior.
Home in Jacksonville
4.99 out of 5 average rating, 124 reviews

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. Air conditioning upstairs and downstairs keeps you feeling cool in summer. Heating keeps you comfy and warm in winter.

Popular amenities for Jackson County holiday rentals