House vacation rentals in Jackson County

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Popular amenities for Jackson County house rentals

House rentals with a pool

Top guest favorite
The backyard features a spacious saltwater swimming pool surrounded by landscaped areas. A modern home is visible in the background, showcasing large windows and a charming architectural design. The scene is complemented by a clear sky and gentle sunset light.
Home in Medford
5 out of 5 average rating, 14 reviews

Cherry Lane, Crystal Skies

KarisaRating, 5 stars1 week ago
We stayed at this beautiful Airbnb in Medford for a girls' trip with eight of us, and it was absolutely perfect! The house was stunning—spacious, clean, and beautifully decorated. Each room was cozy and comfortable, and the whole place felt like a luxurious retreat. The hot tub and pool were definitely highlights—we spent so much time relaxing and enjoying the peaceful setting. The kitchen was incredibly well-stocked with everything we needed, and every little detail was thought of. From the moment we arrived, we felt right at home. Honestly, everything exceeded our expectations. It was the perfect setting for reconnecting, laughing, and just having the best time together. We would absolutely stay here again. Highly, highly recommend!
Superhost
Home in Central Point
5 out of 5 average rating, 4 reviews

Rellik Winery - The Rellik House

AprilRating, 5 stars9 months ago
This is such a beautiful home. The setting in the winery is an added bonus. Peaceful, relaxing and refreshing. We rented the entire house and it worked out well. There is the common room but also we had our separate bedrooms to retreat to whenever we wanted. The host was extremely helpful, kind, and responsive. The staff at the winery were extremely friendly as well. The pool and hot tub were clean and easy to use. There wasn’t one bad thing about this place. It is set up perfectly for a family to enjoy a nice home. Even without renting the entire house you still feel like you’re the only one there. Such an enjoyable experience. Will definitely stay here time and time again. Thank you to Valisatie for being such a wonderful host. The house and property are beautiful.
Guest favorite
The exterior of the vacation home is framed by lush trees and landscaped beds, featuring a winding path leading to the entrance. A spacious doorway welcomes guests, with earthy tones of the structure blending into the natural surroundings.
Home in Jacksonville
4.89 out of 5 average rating, 90 reviews

Jacksonville Mountain Retreat!

TeresaRating, 5 stars3 weeks ago
Diana‘s place was immaculate. More beautiful than the photos surrounded by nature. The hot tub was awesome since it rained for our stay. Plenty of space for an entire family. I want to come back and have my family in Oregon stay with us there too. We really felt like we were at a mountain retreat. With the small town of Jacksonville just a few miles away. We had a really fantastic time.
Guest favorite
The outdoor area showcases a vibrant swimming pool surrounded by a spacious deck, ideal for lounging. Lush trees and landscaped greenery create a serene environment, while the home's exterior features large windows, a stone chimney, and a welcoming orange door.
Home in Medford
4.96 out of 5 average rating, 23 reviews

Capital House - Private getaway with POOL!

SarahRating, 5 stars6 months ago
Perfect spot for our little family to stay for the weekend! Love the open kitchen into living room. Super comfortable master king bed!
Guest favorite
The exterior of a light blue house features a prominent entrance with a large blue door. Lush green grass and manicured shrubs surround the home, complemented by a clear blue sky and soft white clouds in the background.
Home in Ashland
4.9 out of 5 average rating, 42 reviews

Indulgent Retreat: Pool, Hot Tub, Sauna

ChelseaRating, 5 stars3 months ago
Beautiful, clean, spacious home. We enjoyed our stay! Sylvie was a great a host! There are some neighbors windows overlooking the yard, so if you are looking for 100% privacy while using the beautiful yard amenities, you may not consider it suitable, but that did not bother us and we had a relaxing time in the hot tub. Small details, like plenty of hot water in all sinks and showers, and a fully equipped kitchen, make this ideal for large families or up to ten guests comfortably. Finally the yard is fully fenced, making it easy to let the dog into the back yard without worrying he would escape. We plan to stay here again!
Guest favorite
The entrance features a welcoming front porch adorned with a decorative door surrounded by colorful plants and flowers. A stone pathway leads to the door, flanked by neatly trimmed greenery. A bench offers a cozy spot to enjoy the outdoor scenery.
Home in Medford
4.83 out of 5 average rating, 24 reviews

Luxury Home in East Medford

ValerieRating, 5 stars2 months ago
Joel was very helpful. We needed a quick place to move for our home remodel which of course grew. The house is very nice and convenient. Bathrooms and towels very clean. The property was well cared for. The microwave is hard to use as its screen is very dark. We had to guess. This property is excellent.
Guest favorite
Home in Ashland
5 out of 5 average rating, 14 reviews

Siskiyou Chateau

JosephRating, 5 stars4 months ago
Beautiful home hosted by Eddie and Crystal that you can tell they truly love and care for. A lot different than some other places that are being used solely as income properties. This hilltop villa has you feeling like a movie star the entire time. The kitchen was amazing, one of the best equipped kitchens in any Airbnb we’ve stayed at. They have a warming drawer to keep your food and plates hot! The home has little touches all over the place that you keep finding days later. The office in the master suite is inspirational with panoramic views. The hot tub was fantastic with amazing jets that covered you entire back. Our entire family loved spending thanksgiving here and Eddie and Crystal were truly welcoming hosts. It was a great time all around for everyone.
Superhost
A spacious outdoor area features a large in-ground pool surrounded by concrete decking. Several lounge chairs are positioned near the water, complemented by a shaded umbrella. Lush trees and a clear blue sky create a serene backdrop for relaxation.
Home in Central Point
4.86 out of 5 average rating, 29 reviews

Poolside Retreat W/ Sauna Heart of Wine Country

MarissaRating, 5 stars4 weeks ago
We loved our stay. It was nice and relaxing. Wish the pool was heated so we could get more use out of if.

Weekly house rentals

Top guest favorite
A comfortably arranged living area is highlighted by a brown leather sofa and a round coffee table atop a plush area rug. Natural light filters through sheer curtains, illuminating the space and a decorative fireplace contributes to the serene environment.
Home in Medford
4.98 out of 5 average rating, 105 reviews

Charming One

SallyRating, 5 stars2 weeks ago
Such a unique space. Cozy and homey, the original finishes were beautifully maintained and everything worked, the furniture well appointed and the beds were perfect. Very comfortable. The personal touches that Dahely added made the stay so much more enjoyable. Also, shower pressure was amazing. :)
Guest favorite
The building features a two-story structure with red siding and white trim. Outdoor seating is provided under umbrellas, and vehicles are parked nearby. Surrounded by greenery, the entrance is located under a covered area, connecting the upstairs accommodations to the cafe below.
Home in Jacksonville
5 out of 5 average rating, 5 reviews

Upstairs 4 Bedroom Applegate Valley

ShirleyRating, 5 stars3 months ago
Staying at Tiffany's airbnb was lovely. My sister, her family and my mother, stayed there over the Christmas holiday as I did not have enough room in my home to host them, they found it lovely, it was such a nice break from each other to go to our separate homes. Then come together. For meals and outings.
Guest favorite
A spacious living area features a distinctive curved sofa adorned with dark pillows. A glass coffee table sits on an area rug, enhancing the space. A dining table and chairs are positioned nearby, with a view of the outdoor patio visible through large windows.
Home in Medford
4.92 out of 5 average rating, 13 reviews

Rocky Road Casa, 2 Bedroom

AsadRating, 5 stars1 month ago
Excellent stay. Nice quiet place off the street. Its very private with no one walking near the poperty. Fenced backyard. Well equipped and clean.Just like the pictures. This was my 4th time here for a work trip. Excellent stay each time. I will come back. John and Angela are very considerate, mindful and responsive hosts.
Superhost
A cozy living area features a dark leather sofa accented by a decorative blue pillow. A wooden table holds a potted plant and decorative items. A floor lamp provides soft lighting, and a round mirror enhances the space, reflecting light from a nearby window.
Home in Central Point
4.75 out of 5 average rating, 8 reviews

Elegant French Country Cottage Charm Garage, yard

GarrettRating, 5 stars9 months ago
So well organized and well kept. Would definitely recommend to anyone needing a good Airbnb in Medford area
Guest favorite
The inviting exterior of the home is surrounded by vibrant landscaping, featuring a mix of colorful flowers and lush greenery. A pathway leads to the front door, which is highlighted by a cheerful yellow hue. Natural light enhances the charming appeal of the outdoor space.
Home in Medford
4.94 out of 5 average rating, 277 reviews

The Woody House

SeanRating, 5 stars4 weeks ago
We had a great stay at the house. It was convenient for visiting Ashland and seeing a play. The house was comfortable, and we had everything we needed. Steve and Abby were very responsive and friendly hosts.
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, 292 reviews

Britt Bungalow in the Heart of Jacksonville

NickRating, 5 stars1 week ago
We had such a wonderful stay at the Britt Bungalow! The home itself is beautiful and serene, with a stunning garden and multiple cozy outdoor seating areas that made it easy to relax and unwind. The location is perfect—right in the heart of Jacksonville, surrounded by great local restaurants, charming shops, walking trails, and even a dog park just minutes away on foot. Our dog loved the stay just as much as we did, especially soaking up the sun in the lovely outdoor space. The host, Tambo, was incredibly hospitable—friendly, responsive, and respectful of all our needs. We loved it so much, we've already booked the bungalow again for our next visit. Highly recommend this gem of a property!
Superhost
The exterior features a welcoming front porch with wooden flooring and white pillars. An orange front door is centered, framed by a large window beside it. A sloped roof covered in dark shingles provides shelter, with a view of a fenced yard and natural surroundings.
Home in Medford
4.74 out of 5 average rating, 66 reviews

Newly renovated house with King beds

BretRating, 5 stars4 weeks ago
Great house and very clean. We needed a stopover on our way from SF to UW. Great halfway point to relax and get some rest. Would recommend it to others and will definitely be back. Thank you for hosting.
Superhost
The exterior of the house is shown, featuring a grey siding with unique circular windows. A large tree provides shade, with a few outdoor chairs nestled under the overhang. Natural elements create a welcoming outdoor space, enhancing the overall ambiance.
Home in Medford
4.74 out of 5 average rating, 90 reviews

Eva G's get away

AddieRating, 5 stars1 week ago
I enjoyed the house it was very roomy and cozy. I love how secluded it felt but how close to everything it was. There was plenty of parking and it was spacious. It was like camping in a cabin within 5 minutes of town.

Private house rentals

Guest favorite
The exterior of a dual-story house is presented, featuring a neutral gray facade contrasted by colorful landscaping. Nearby, a well-maintained sidewalk leads past lush bushes and small trees. The sky displays scattered clouds, with a hint of blue peeking through.
Home in Talent
4.95 out of 5 average rating, 19 reviews

Beautiful 3-bedroom Family House

JeremyRating, 5 stars4 months ago
Great place, clean, quiet, and comfortable. Perfectly placed between Medford and Ashland. Walking distance to cute little restaurants and the Cider place is cool. Really enjoyed our stay
Superhost
An open living area presents a cozy sofa adjacent to large windows dressed with dark curtains. A staircase with wooden railings leads to the upper floor. A patterned rug adds color to the warm-toned wooden flooring, contributing to the inviting ambiance.
Home in Phoenix
4.79 out of 5 average rating, 461 reviews

Craftsman cottage built in 2019

AdamRating, 5 stars2 weeks ago
Awesome place, great location, everything was wonderful.
Top guest favorite
The front yard features lush, green landscaping with decorative shrubs and grasses. A pathway leads to the welcoming entrance, where a wooden door is framed by a covered porch and two chairs, inviting relaxation.
Home in Talent
4.94 out of 5 average rating, 18 reviews

La Casetta Tuscana

PhilRating, 5 stars1 week ago
Beautiful home!! This was a perfect location to stay while visiting our child at The University in Ashland. One of the nicest Airbnb’s we have stayed in. From the moment you walk through the front door you are transported into a high end 5 star accommodation. From the stylish furnishings, appliances, kitchen cookware, and luxury linens and towels. Everything was provided and though of. You are right in the walking town of charming Talent. It was so calm, cute, and quaint with tons of cafes and eateries. It was amazing and this will always be our first choice to stay when visiting again.
Superhost
An open kitchen space is highlighted by modern appliances, including a stainless steel refrigerator and oven. The wooden cabinetry provides ample storage. A dining island with two bar stools offers a casual dining area, while a cozy seating area is visible in the adjoining room.
Home in Ashland
4.85 out of 5 average rating, 95 reviews

Cute 2 bdr house near downtown (pet friendly)

JessicaRating, 5 stars4 weeks ago
This spot is lovely! Super cozy and comfortable for both of us, our toddler, and our dog. It’s close to downtown Ashland, has cozy beds and a living room space that felt like home. The only thing is that the backyard isn’t quite fully enclosed with some fence cracks here and there if you have a dog who doesn’t stick around (luckily ours does). Otherwise would definitely recommend!
Guest favorite
A well-equipped kitchen features stainless steel appliances, including a large refrigerator and an oven. A spacious countertop with seating for four is illuminated by pendant lighting. Natural light floods in through the window, and a glass door leads to the backyard.
Home in Central Point
4.93 out of 5 average rating, 163 reviews

Ideal & quiet location, 3BR+office, perfectly cozy

CodyRating, 5 stars3 weeks ago
Great place to stay we felt it was comfortable, clean, and a safe area.
Guest favorite
An open living area is shown with bamboo wood floors and large windows allowing natural light. A modern couch is positioned near a sleek entertainment center featuring a mounted TV. The dining area with a wooden table and chairs is visible in the background.
Home in Medford
4.9 out of 5 average rating, 82 reviews

East Medford Home w/King bed & large shower

TimRating, 5 stars1 month ago
Great Place! We had 5, and it fit us comfortably. It was centrallly located to everything we needed to go to, and was very clean. Check in and Check out were very smooth! Kevin was great with his responsiveness. Highly reccomentd!
Guest favorite
A two-story house features a light gray exterior and large windows that provide natural light. A covered entryway leads to the front door, while a garage is visible to the right. Surrounding landscaping includes gravel and minimal greenery, and hills can be seen in the background.
Home in Ashland
4.91 out of 5 average rating, 127 reviews

The Madrone House, mountain views.

PattyRating, 5 stars4 months ago
This was the perfect location for my California & Oregon family to celebrate Christmas. There were toys for the toddlers and even a small Christmas tree. The bedrooms were cozy and warm. And Kitchen was well supplied. 30 minute drive to the snow recreation area. Their dog Austie was a family favorite. Thanks for making our Christmas merry!
Guest favorite
An open kitchen area features modern white cabinetry and stainless steel appliances. A large island with seating for four is accented by stylish bar stools. Natural light is allowed in through expansive windows, creating a bright and functional space.
Home in Medford
4.88 out of 5 average rating, 24 reviews

Clean, Cozy Family Style House. Near Hospital.

BrendaRating, 5 stars5 months ago
Very helpful owner, always reply quickly and being supportive. The location is opposite hospital with friendly neighbors. The house is very nice and welcome, feel like home.

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