Guesthouse vacation rentals in Medford

Guesthouse in Central Point

4.95 out of 5 average rating, 584 reviews

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 exterior of the unit is shown, featuring a private deck with seating and a view of the surrounding greenery. A well-maintained lawn is visible, along with flower beds and mature trees, which enhance the tranquil country setting.

4.97 out of 5 average rating, 273 reviews

Mel-Ohana: your favorite country retreat!

Mel-Ohana is a quiet, private two bedroom, 1 bath upstairs unit with comfortable queen memory foam mattresses, kitchen amenities, and a beautiful large bathroom with tiled shower. Open, bright and airy, the country views are spectacular from both bedrooms. It's the perfectly-placed retreat, with Jacksonville/Britt 5 mins away, Ashland -25 mins., and 12 mins. from Medford shopping and restaurants. Wander the 1/2 acre lawn and garden area or share a bottle of wine on the ground-level cedar deck!

An airy living space is highlighted by large windows that provide abundant natural light and views of the surrounding landscape. A wooden ladder leads to a loft area, while minimal furnishings, including a cozy sofa and a wooden table, create a serene atmosphere.

4.92 out of 5 average rating, 391 reviews

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

A gravel pathway leads to a cozy seating area featuring a wooden bench and surrounding greenery. A beige wall and wooden fence create a sense of privacy, while potted plants add a touch of natural beauty to the outdoor space.

4.98 out of 5 average rating, 682 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.

A functional walk-in closet features energy-efficient washer and dryer units, accompanied by storage shelves. Laundry supplies are visible on the shelves, and a small laundry basket is located on the floor. Soft lighting illuminates the neutral-colored walls and flooring.

4.87 out of 5 average rating, 136 reviews

Lotus 2-Peaceful-Well Stocked-W/D-Walk to Park

-No Checkout Chores- The Studio is a comfortable and relaxing place to wind down after exploring the area. It is above the garage of my home with a side entry. The full kitchen is well equipped. It has a Keurig, coffees, teas, creamers, sugar, cooking oil and spices. Vaulted ceiling and ceiling fan. The bathroom is a good size with a jacuzzi tub/shower. The walk-in closet has an energy efficient washer/dryer-laundry supplies included. Located 2 blocks from a major park-Fitchner Mainwaring

Superhost

A scenic view of rolling hills and valleys is framed by autumn foliage in various colors. The landscape features a gentle slope leading to trees and open fields, with a clear blue sky providing a backdrop to this tranquil setting.

Guesthouse in Eagle Point

4.9 out of 5 average rating, 309 reviews

Free Bird Ranch-Oregon Adventures Home Base

Crater Lake National Park is NOT closed, only the 2 mile walking path that leads to a boat ramp is closed for renovation. The rim drive is open all year round. Find peace and serenity in the Rogue Valley. Enjoy stunning valley, Cascade views, and sunsets from the deck. Minutes from vineyards, a short drive to Table Rocks (10 min) & the Rogue River (2 min). On the way to Crater Lake (50 min) & near Ashland skiing (45 min). Unwind in comfort after your adventures. Long-term inquiries welcome!

Guesthouse in Jacksonville

The exterior of a rustic wooden cottage features a welcoming door with a decorative sign reading 'The Cottage'. Flower boxes are positioned under the windows, complemented by colorful potted plants that add charm to the entrance. A canopy awning provides shade above.

4.93 out of 5 average rating, 1,041 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.

Guesthouse in Grants Pass

4.98 out of 5 average rating, 118 reviews

Serene Upstairs Studio with Bath & Kitchenette

This upstairs studio is surrounded by beautiful trees that gives you the impression of staying in a treehouse. Located in a panoramic rural area just 5 miles from downtown Grants Pass and 5 miles from downtown Rogue River. Perfect place to be away from the hectic city lifestyle, yet close enough to restaurants, local shops, wineries, jet boat rides, hiking trails and much more... In addition, this pictured-postcard location is 8 mins walking from Pierce Riffle County Park.

The bathroom features a toilet and a pedestal sink, complemented by natural light from the nearby window. A small cabinet provides additional storage space. Modern flooring enhances the overall clean and functional design.

4.88 out of 5 average rating, 154 reviews

Loft Near Downtown-Studio-Parking -Kitchenette-

Adorable upstairs guest studio apartment. Perfect location within walking distance to downtown, restaurants, farmer's market, shopping, hospitals, park, movie theater & bus lines. Apartment access & private off street parking from the rear alley. This studio includes full bathroom with tub/shower, kitchenette, queen bed, 2 chairs & a large SmartTV Stocked Kitchenette includes mini a fridge, sink, microwave, & supplies for coffee/tea. ***STAIRS REQUIRED***

Guesthouse in Central Point

4.94 out of 5 average rating, 791 reviews

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1-2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and miles of wilderness. Come enjoy! We celebrate diversity!

Guesthouse in Grants Pass

The cozy chalet is nestled among tall trees, showcasing a wooden exterior with large windows. Lush greenery surrounds the entrance, offering a natural setting. Sunlight filters through the treetops, creating a serene atmosphere in this private retreat.

4.96 out of 5 average rating, 198 reviews

Chalet in the Woods

Welcome to the little Chalet in the beautiful Oregon woods! Come relax and unplug in this charming private guest house situated on 4 acres, just 5 minutes from downtown Grants Pass and 3 minutes from grocery stores and shopping yet you feel as if you are out in the country far removed from anything and everything. This space was created to embody Swiss style living and the details speak to that. Comfortable and efficient.