Vacation rentals in Jackson County

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Top-rated vacation rentals in Jackson County

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

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Guest favorite

Guesthouse in Central Point

4.95 out of 5 average rating, 587 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 favorite

A welcoming entrance is framed by two sturdy columns, leading to a blue front door. A textured doormat provides a pop of color against the neutral concrete floor. A gravel pathway and wooden fence are visible in the background, surrounded by lush greenery.

Guest suite in Medford

4.99 out of 5 average rating, 224 reviews

Parkside East Medford Studio

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.

Top guest favorite

A panoramic view captures the vibrant sunset over a snow-dusted landscape, highlighting a serene lake with an island. The sky exhibits radiant colors, with streaks of clouds illuminated by the setting sun, creating a tranquil and scenic atmosphere.

Yurt in Eagle Point

4.96 out of 5 average rating, 251 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 favorite

A gravel pathway leads to a cozy seating area featuring a wooden bench and surrounding greenery. A beige wall and wooden fence create a sense of privacy, while potted plants add a touch of natural beauty to the outdoor space.

Guesthouse in Medford

4.98 out of 5 average rating, 690 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.

Guest favorite

A covered front porch features two wooden folding chairs positioned on a natural fiber rug. A small table is nearby, providing a spot for drinks. Light and shadows create a pleasant atmosphere with greenery visible in the background.

Home in Medford

4.99 out of 5 average rating, 135 reviews

The Cutie Little Loft

The Cutie Little Loft is a clean, stylish and centrally located new build. A comfortable bed, a full kitchen with brand new appliances, and extra special little touches, will make your stay easy and enjoyable. Whether your main destination is Medford, or perhaps you plan to visit nearby cities like historic Jacksonville or Ashland, the CLL is a great point of access for all. Numerous restaurants, hiking trails and wineries are nearby allowing an eventful trip to the beautiful Southern Oregon.

Guest favorite

A sleek coffee maker is positioned on a smooth, granite countertop, adjacent to a modern microwave. A decorative wire basket containing coffee supplies is nearby, enhancing the kitchen's organized look. Natural light illuminates the surfaces, creating a bright and inviting space.

Tiny home in Shady Cove

4.96 out of 5 average rating, 304 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.

Superhost

A wooden door opens into a serene space featuring a sauna, constructed with warm-toned wood. Soft lighting illuminates the interior, highlighting towels neatly placed within the sauna. A decorative vase with slender plants stands on the floor, adding a touch of elegance to the area.

Guesthouse in Eagle Point

4.9 out of 5 average rating, 313 reviews

Free Bird Ranch-Oregon Adventures Home Base

Crater Lake National Park is NOT closed, only the 2 mile walking path that leads to a boat ramp is closed for renovation. The rim drive is open all year round. Find peace and serenity in the Rogue Valley. Enjoy stunning valley, Cascade views, and sunsets from the deck. Minutes from vineyards, a short drive to Table Rocks (10 min) & the Rogue River (2 min). On the way to Crater Lake (50 min) & near Ashland skiing (45 min). Unwind in comfort after your adventures. Long-term inquiries welcome!

Top guest favorite

A close-up of the entrance, featuring a black door with an elegant glass panel showcasing a geometric design. An outdoor light fixture illuminates the area, and a mailbox is mounted beside the door, providing convenient access for guests.

Apartment in Medford

4.96 out of 5 average rating, 397 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

Guest suite in Medford

4.92 out of 5 average rating, 273 reviews

Oakdale Cottage - Medford Hist District

Beautiful Oakdale Cottage Guest Suite is located in the Historic District of dwntn Medford and is decorated with subtle historic touches. A giant redwood tree is the focal point in the back yard and keeps you cool on hot summer days. Relax on your own private patio. Off street parking. Key pad private entry for your convenience. Wi-Fi, and many other amenities. Private bath. Very convenient to local business, bus line, hospitals, freeway, airport and cultural and outdoor activities.

Top guest favorite

The image displays a tray filled with various coffee-making supplies including a French press, an electric coffee grinder, and jars of coffee beans and sweeteners. A variety of teas and an all-natural syrup are also present, arranged neatly on a dark countertop.

Guesthouse in Central Point

4.94 out of 5 average rating, 800 reviews

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1-2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and miles of wilderness. Come enjoy! We celebrate diversity!

Guest favorite

A hammock is suspended between two trees, overlooking the tranquil Rogue River. The lush greenery surrounding the river provides a serene backdrop, while a rafting group is visible in the distance, gently floating along the water.

Home in Trail

4.94 out of 5 average rating, 197 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! - 40 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 (BYO poles) - Cook family meals together - Play board games - Stream movies on the Roku TV

Top guest favorite

A serene outdoor patio area features two gray rocking chairs positioned to overlook a vast view of the city below. The expansive landscape includes grassy areas and a backdrop of hills, under a clear blue sky.

Apartment in Medford

4.95 out of 5 average rating, 148 reviews

"Panorama Place"

Welcome to our brand new 463 sq' cottage completed January 2021. This studio space boasts views above the city to the west and the wooded hillside up to 3500' Roxy Ann Peak to the east. With just a few minutes drive to the heart of downtown, this comfortably quiet, clean, private getaway will allow guests to thoroughly experience the best of southern Oregon. Full kitchen and laundry available in room.