Vacation rentals in Jackson County

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Top-rated vacation rentals in Jackson County

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Guest favorite

Guesthouse in Medford

4.97 out of 5 average rating, 231 reviews

Mel-Ohana: your favorite country retreat!

Mel-Ohana is a quiet, private two bedroom, 1 bath upstairs unit with comfortable queen memory foam mattresses, kitchen amenities, and a beautiful large bathroom with tiled shower. Open, bright and airy, the country views are spectacular from both bedrooms. It's the perfectly-placed retreat, with Jacksonville/Britt 5 mins away, Ashland -25 mins., and 12 mins. from Medford shopping and restaurants. Wander the 1/2 acre lawn and garden area or share a bottle of wine on the ground-level cedar deck!

Aug 13 – 20

R1,877 ZAR per night

Guest favorite

Yurt in Eagle Point

4.97 out of 5 average rating, 216 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!

Jul 27 – Aug 3

R2,652 ZAR per night

Guest favorite

Guesthouse in Medford

4.98 out of 5 average rating, 581 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.

Jun 21 – 28

R1,652 ZAR per night

Guest favorite

Tiny home in Shady Cove

4.95 out of 5 average rating, 198 reviews

Modern Tiny House w/ Hot Tub

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.

Oct 7 – 14

R2,917 ZAR per night

Guest favorite

Cottage in Central Point

4.98 out of 5 average rating, 390 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

Oct 4 – 11

R1,869 ZAR per night

Guest favorite

Farm stay in Eagle Point

4.97 out of 5 average rating, 250 reviews

Shadow Bear Lodge - Crater Lake Home Base!

We designed an incredible comfy studio-the Shadow Bear Lodge, perfect for a weekend get away! On the path to CRATER LAKE (50 MIN TO ENTRANCE). This private space offers serenity, comfort and peace away from home. Enjoy beautiful SUNSETS and breath taking MOUNTAIN VIEWS of Table Rock and the Cascades on the private patio. The ROGUE RIVER is minutes away to enjoy fishing. Hiking is popular all around us with the table rocks only minutes away. Or enjoy a glass of wine from Vineyards near by!

Jun 1 – 8

R2,312 ZAR per night

Guest favorite

Guesthouse in Medford

4.97 out of 5 average rating, 130 reviews

The Loft at Highcrest

The Loft at Highcrest is a wonderful hideaway to relax and unwind with all the amenities of home. We've taken extra care in creating a versatile space filled with natural light that includes two outdoor areas to lounge in. Guests will have full use of laundry facilities, wi-fi and a complete kitchen. At 1,000 sqft there's plenty of room to stretch out. The Loft is situated just minutes from wineries, amazing restaurants and shopping. This is a pet and smoke free loft and property.

Dec 2 – 9

R1,998 ZAR per night

Guest favorite

Guesthouse in Eagle Point

4.91 out of 5 average rating, 252 reviews

Free Bird Ranch-Oregon Summer Adventures Home Base

You’ll love the peace and serenity this private guest house brings! We are minutes away from beautiful vineyards. On the path- (50 minutes) to CRATER LAKE where you can sightsee, hike, and snow shoe. Go fishing on the Rogue 5 minutes away! Enjoy the deck that overlooks the views of the valley and view’s of the CASCADES AND TABLE ROCK which is a 5 minute drive to the entrance. Ashland ski resort is 45 minutes away. Come back to a relaxing and cozy home after your adventures in the Rogue!

May 31 – Jun 7

R2,389 ZAR per night

Guest favorite

Guesthouse in Gold Hill

4.92 out of 5 average rating, 165 reviews

Octagon Studio / Beautiful Rogue River property

Park-like setting; Rogue River premier property. Use the Octagon Studio to enjoy the luxuries of the property or as a home base for the many amenities in the Rogue Valley. Relax by the pool or soak in the hot tub, lounge on the rivers beach, watch the river go by from the floating dock(seasonal) swing between two large pine trees, have an evening fire in the fire pit, catch trout for a morning breakfast, watch the abundant wildlife. Relaxing, romantic, fun, resort quality....enjoy

Jan 2 – 9

R2,767 ZAR per night

Guest favorite

Guesthouse in Medford

4.96 out of 5 average rating, 289 reviews

Cabo Cottage, private guest house.

Discover the charm of this inviting 2-bedroom, 1-bath guest house nestled in a quiet neighborhood, conveniently situated just minutes away from essential amenities, and 15 min from airport, and 6-10 min from local hospitals. Equipped with a well-appointed kitchenette, and washer/dryer for added convenience. The master bedroom features a king-size memory foam bed, while the second bedroom has a queen bed. Enjoy a private driveway and entrance. Extended stay discounts available.

Aug 18 – 25

R1,917 ZAR per night

Guest favorite

Ranch in Prospect

4.97 out of 5 average rating, 596 reviews

Crater Lake "Bunkhouse" on 100 acre ranch & trails

The private Ranch "BunkHouse" sits on a meadow near the horse paddocks & barn w/ views of valley, mountains, & access to gorgeous woodsy hiking trails. The "BunkHouse" retains the rustic charm of the original Bunkhouse but inside it enjoys new comfort, style & amenities! It's an up-dated large (20X40) open studio/bedrm w/ kitchenette & private bath (clawfoot shower/tub). A king-sized bed & extra twin bed if you have a 3rd traveling w/you, all in one room. Also, TV and WiFi

Feb 25 – Mar 4

R2,762 ZAR per night

Guest favorite

Guesthouse in Central Point

4.94 out of 5 average rating, 703 reviews

BEE WELL Organic Spa Garden Studio

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!

Jul 21 – 28

R2,143 ZAR per night