Vacation rentals in Jackson County

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Popular amenities for Jackson County vacation rentals

Other great vacation rentals in Jackson County

Top guest favorite
An outdoor patio is featured with four wooden Adirondack chairs arranged around a gas fire pit table. A ceiling fan hangs overhead, and the space includes a neatly maintained grass area enclosed by a wooden fence, providing privacy.
Home in Medford
5 out of 5 average rating, 51 reviews

Home Away From Home

LicaRating, 5 stars3 months ago
We had a great stay, the best vaca rental experience to date. Lovely house, incredibly clean and well maintained, welcoming and comfortable, exactly as described and pictured, and Debbie and James were wonderful hosts. We were in Medford to visit family for the holidays, and the house was a lovely place to relax after a long day of festivities (I love my family, but you know LOL). Thank you so much Debbie and James!
Top guest favorite
A covered outdoor space features two lavender chairs positioned on a stone pathway, surrounded by potted plants. Large glass sliding doors offer views of the adjacent field and trees, enhancing the connection between indoors and outdoors.
Home in Rogue River
4.93 out of 5 average rating, 58 reviews

Lavender Hill

ShawnaRating, 5 stars3 weeks ago
We had a lovely stay at Lavender Hill! Such a beautiful location, and a cozy home, we loved every moment there. Everything was nice and clean, but still felt like a home. It was well stocked and had everything we needed. We're all looking forward to our next family visit so we can stay there again!
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.
Superhost
A charming entrance is framed by a white picket fence, featuring a colorful flower garden filled with blooming red and pink flowers. The blue cottage exterior is highlighted by a vibrant red door, inviting guests to explore the welcoming space.
Cottage in Ashland
4.89 out of 5 average rating, 76 reviews

Oak Lawn Cottage

DonnaRating, 5 stars3 months ago
Fantastic location, walking distance to Lithia Park, restaurants, theater, shopping, food co-op, etc. The place is squeaky clean and really comfortable. Even though there's just one bathroom, the 2 bedrooms each have a sink and mirror, which was great. Gas fireplace is cozy too. Owners were very friendly and responsive. Highly recommend -- we would stay here again in a heartbeat!
Guest favorite
An outdoor event space is presented, featuring several round tables with wooden tops surrounded by black metal chairs. Two large umbrellas provide shade over the tables. White folding chairs are arranged in rows nearby, with a decorative archway framed by greenery in the background.
Cottage in Central Point
5 out of 5 average rating, 5 reviews

Ruby Belle Cottage

ChristinaRating, 5 stars4 months ago
My stay at the Ruby Belle Cottage was nothing short of magical. The space was immaculate and expertly appointed. Everything I could have needed was thought of and provided. Most importantly, the bed is incredibly comfortable and the property is quiet (I slept like a rock!). For a PNW coffee nerd, the espresso machine in the morning was quite the treat. I wish I hadn't been on a tight schedule; otherwise, a leisurely morning with coffee on the patio overlooking the paddocks would have been lovely. I look forward to staying at the cottage again!
Top guest favorite
A mountain-side home is softly illuminated by warm outdoor lights, creating a serene atmosphere at dusk. The structure features a wooden deck with a staircase leading to the entrance, surrounded by lush trees that enhance the peaceful setting.
Home in Gold Hill
5 out of 5 average rating, 165 reviews

Hygge Hideaway. A home for rest and adventure

NicoleRating, 5 stars6 days ago
Hygge Hideaway was the perfect home for a low-key weekend full of relaxation, the home is decorated intentionally and SO cozy! Close to a few great wineries and enough places to eat without having to go far. Home with fully stocked with anything you could need to cook at home, the three of us had room to spread out and enjoy a beautiful tranquil spring weekend. We will be back if ever in the area again!
Guest favorite
Home in Phoenix
5 out of 5 average rating, 9 reviews

Historic Farm Estate | Countryside Haven | Ashland

Sarah And AndrewRating, 5 stars7 months ago
Our big family was able to have a wonderful stay. Lots to do in Ashland and hanging at the house was so nice. We cooked, we sat outside and at the big dining table. Everyone had their own space too. The house is beautiful and decor funky and cool. We’d love to stay again!
Guest favorite
An aerial view reveals a spacious mountainside chateau accompanied by well-maintained gardens and a sparkling swimming pool. The property features terraces cascading down the hillside, set against a backdrop of lush greenery and rolling hills under a clear blue sky.
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.

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