Pet-friendly vacation rentals in Jackson County

The Hygge Stay in the Heart of Southern Oregon

Pet friendly**Close to the I-5 interstate. Within walking distance to park! This guest house, is filled with natural light making it bright and inviting. Thoughtfully designed with guests in mind, you will have no trouble feeling comfortable with all the amenities you’ll need. *Fun fact**, the night stands in the main bedroom were made in the shop downstairs and designed by husband and I! *Airbnb is above working cabinet shop* Message me if you have any questions, I’ll respond within an hour!

The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

Private & Cozy Treetop Cabin in Historic J-vile

Welcome to your private cabin up in the trees, just 3 miles from sought after Historic Jacksonville, Oregon-where award winning restaurants, wineries, and adventures await! Stay for a few days or a couple months and we will take care of you just the same! Set among mature Madrones and Pines with views of the evergreen mountains, you will be using all your senses to discover what Oregon is all about. Lots of fun wildlife! A well behaved pet is welcome with approval. DM for dates not listed.

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.

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.

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.

Kelly’s Farm 4 miles to Ashland

Nestled on the border of the Shakespeare hamlet of Ashland, Oregon, is Kelly’s farm. Only four miles away from Ashland. Kelly’s farm has horses, goats, chickens, gardens, fruit and nut trees with views of Mt. Ashland’s seven-thousand feet high profile in its front and bucolic rolling hills in its back. Bring your dog! You have access to a large fenced in yard right from your private entrance and deck. ***Unfortunately we are not set up for children under 4 or kitty cats.

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.

Golf, Raft, Hike, Relax in Home near Crater Lake

Welcome to the perfect getaway for couples, friends, and families. Located in the peaceful city of Eagle Point, you'll get that small town feel that's near many activities, restaurants, and destinations that Southern Oregon has to offer. Our lovely home borders the Robert Trent Jones designed Eagle Point Golf Course, is located near many beautiful wineries, and is an hour and fifteen minutes away from the infamous Crater Lake.

Centrally Located - No Fees - 1BR/1BA Remodeled 15

This home is the perfect location to work remotely, visit friends and family, and have an extended stay in Southern Oregon while being much more comfortable than a hotel. There is even a small fenced back yard and we have a flexible pet policy for your best friend to travel with you. Completely remodeled, everything is new and kept extremely clean. You will find all the amenities needed to stay here as long as you like.

Designer 1 BD Apt |W/ W&D |Near I-5 & DT

Modern Designer Apartment – Ideal for Short or Extended Stays - Short walk to downtown Medford - Steps to Bear Creek walking/running path - Close proximity to Asante and Providence Medical Centers - Convenient access to I-5 freeway - Available for short or long-term stays - With Cable Roku TV - With High-speed WiFi - With Mini-Split Heat/AC - With Mini-Kitchen - Complimentary Coffee and Tea - Toiletries

Stunning Private Orchard Property

Beautiful guesthouse on private 6 acre property surrounded by apple and pear orchards, views, wifi, outdoor space and comfortable, charming indoor living! Elegant, modern farm style decor and design with personalized details for your comfort and enjoyment!