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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Top 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, 160 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
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, 208 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 favorite
Guesthouse in Medford
4.98 out of 5 average rating, 740 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
Apartment in Medford
4.96 out of 5 average rating, 452 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 charming cottage is framed by greenery and seasonal foliage. The entrance features a white railing leading up to a door, with a small light fixture illuminating the area. Wooden lattice work is visible beneath the porch, adding texture to the outdoor setting.
Guesthouse in Ashland
5 out of 5 average rating, 246 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.

Guest favorite
A small studio cottage is presented with a light green exterior and a sloped roof. Two red chairs are positioned on a concrete deck, surrounded by planters with greenery. Tall evergreen trees frame the background against a bright blue sky with scattered clouds.
Cabin in Ashland
4.95 out of 5 average rating, 528 reviews

Studio Cottage near downtown Ashland - Queen Bed!

Take it easy at this unique and tranquil small studio cottage getaway. Our guest cabin is perfectly located minutes off the 5 freeway and just 3 miles from downtown Ashland's Shakespeare Festival, Plaza shops, beautiful Lithia Park and Restaurants. Venture to local lakes including Crater Lake, historic Jacksonville, and wineries in the picturesque Rogue Valley from our central location. Enjoy the privacy of our gated property with peaceful surroundings! Pets accepted with pet fee.

Top guest favorite
Apartment in Phoenix
4.95 out of 5 average rating, 184 reviews

5 Star Luxury Southern Oregon Suite

Great little getaway on the outskirts of town. Away from the hustle and bustle of the city center, but minutes away from all the great places the Rogue Valley has to offer. This 800 sq foot apartment has been completely renovated to meet all the needs of travelers that are looking for an overnight stay or a long term place to land. This space offers updated heating and air, strong wi-fi, separate bedroom and working space. 2 smart TV's, designated parking, and a private entrance.

Top guest favorite
Guesthouse in Jacksonville
4.93 out of 5 average rating, 1,138 reviews

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.

Superhost
An entryway leads into a living area featuring a comfortable gray sofa, positioned against a light wall. Natural light enters through a nearby window, illuminating a small kitchenette with wooden cabinetry and essential appliances, including a microwave and coffee maker.
Apartment in Medford
4.87 out of 5 average rating, 137 reviews

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.

Guest favorite
The exterior of the charming home features a light grey facade with white trim, complemented by a welcoming porch. Wooden planters are mounted under two windows, and a neatly landscaped path leads to the front door, framed by seasonal foliage.
Home in Medford
4.89 out of 5 average rating, 422 reviews

Southern Oregon Gem (EV Charger)

Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

Top guest favorite
Apartment in Medford
4.96 out of 5 average rating, 168 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.

Top guest favorite
An entryway is visible, featuring an open door leading to the outside and a black garment rack with clothes hangers. Two wooden stools are positioned at a small table, alongside dining ware. A bathroom is partially shown through a doorway, and a glimpse of green grass and a fence is visible outside.
Guesthouse in Medford
4.95 out of 5 average rating, 478 reviews

Modern, pet-friendly, private - EV charger level 2

Our newly renovated guesthouse is a quiet and pet friendly space. We offer a free EV charger and fully fenced yard and off street parking. We're very experienced and thoughtful hosts and we hope you consider staying with us!

Popular amenities for Jackson County vacation rentals

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