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
A bright bedroom features a spacious bed adorned with a neutral-toned blanket. Two woven stools are positioned at the foot of the bed, complemented by bedside tables with lamps. A desk is situated in the corner near a large window, enhancing the room's soft, natural light.
Home in Medford
4.98 out of 5 average rating, 143 reviews

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

Top guest favorite
A bright and airy sleeping area features a spacious queen bed dressed in crisp white linens. Natural light enters through a large window, complemented by light curtains. A wardrobe and bedside tables with lamps create a functional and comfortable space, accented by soft wooden flooring.
Guest suite in Medford
4.98 out of 5 average rating, 259 reviews

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.

Guest favorite
Guesthouse in Medford
4.98 out of 5 average rating, 726 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, 309 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

Guest favorite
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, 337 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 favorite
An open living space features a comfortable gray sofa adorned with two yellow cushions. A wooden coffee table rests on a colorful area rug, and the kitchen area showcases white cabinetry. Bright light enters through windows and a glass door, leading to a private outdoor area.
Cottage in Phoenix
4.99 out of 5 average rating, 459 reviews

Modern Getaway on Sunflower Farm

Stunning modern getaway on a flower farm with spectacular views. Nestled in the heart of the valley. 15 minutes from Ashland and Jacksonville. Home of Shakespeare and Britt Festivals. Over 6 wineries and a distillery within a 3 mile radius. Bright design with beautiful features. The many windows and French doors offer light in all directions with views of sunflowers, pear orchards and Roxy Ann Peak. One mile from the Greenway, a bike and pedestrian pathway linking Central Point to Ashland.

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, 440 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.

Top guest favorite
A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.
Home in Ashland
4.96 out of 5 average rating, 124 reviews

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Top guest favorite
The entrance to the cottage is framed by a rustic trellis and surrounded by lush greenery. A wooden deck leads up to a white door, providing a welcoming access point. Sunshine filters through the leaves, adding a natural brightness to the scene.
Guesthouse in Ashland
5 out of 5 average rating, 221 reviews

Countryman-Fox Carriage House

Considering the central location of this little gem, it is amazingly peaceful. To add to this charm, the cottage is fresh & bright with a lovely view across the valley. What a joy to walk across the street to the theater & dinner without parking issues. Besides being clean & safe, I like the king size bed, the fireplace, the choice of large tub or shower, the heated bathroom floor, and the little yard, the most. Charging is available for your electric cars in the upper parking area.

Top guest favorite
A charming cottage exterior features a dark gray facade with white trim and a welcoming orange door. Two evenly spaced windows are flanked by neatly trimmed shrubs, and a concrete pathway leads to the front entrance, surrounded by a well-maintained lawn.
Home in Medford
4.99 out of 5 average rating, 268 reviews

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.

Top guest favorite
An open studio layout is captured, featuring a kitchen with stainless steel appliances and a dining area with a round table. A spacious bed is positioned near a television mounted on the wall, with a laundry area visible at the back. Fresh flowers are arranged on the table.
Apartment in Medford
4.96 out of 5 average rating, 165 reviews

"Panorama Place"

Welcome to our cozy 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.

Guest favorite
A charming tiny home is nestled among autumn foliage, featuring a light-colored exterior and a gabled roof. Lush landscaping surrounds the entrance, with a stone pathway leading to a small porch. Decorative pumpkins are placed by the front steps, enhancing the inviting appeal.
Tiny home in Shady Cove
4.94 out of 5 average rating, 125 reviews

Rogue River Bunkie

Experience modern comfort on the Rogue River at our well-appointed Tiny Home, while being conveniently close to the amenities of Shady Cove. The cabin is a short 300 ft. walk from the river, and the neighborhood has private access to a riverside picnic area and one of the best fishing holes on the Rogue River.

Popular amenities for Jackson County vacation rentals

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