
Guesthouse vacation rentals in Medford
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Medford
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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!

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!

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

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.

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

The Cedar Cottage - creekside studio
This vintage guest house is nestled along Neil Creek in the beautiful Rogue Valley. Only 4 miles (10 min drive) from the downtown plaza of Ashland you can enjoy restaurants, boutiques and the world famous Oregon Shakespeare Festival. Mt. Ashland is 30 minutes away and we are mere minutes from hiking and biking locations. We are conveniently located directly across the street from the public golf course, Oak Knoll, with easy access to I-5. Cedar Cottage is your perfect home away from home!

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.

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.

Mindy’s Ashland Hideaway
Detached guest house offers a 5 minute drive to the I5 exit/Tesla Chargers & 10 mins to downtown Ashland. spacious, rural feel nestled by open pasture on a serene 1 acre property, this quiet getaway is great for a relaxing vacation, or a quick recharge! With enough parking for a trailer, boat, or other toys, this could be your spot to refresh on your road trip. Quick access to Oregon Shakespeare Festival , wineries, fishing, hiking, mountain biking, or Skiing in Southern Oregon!

Charming Guest House - One block from Downtown!
This private, comfortable, two story guest house is located one block from Downtown! With stylish furniture, a large furnished private deck, and a space that can sleep 4, it's sure to give you a great visit. Enjoy a short walk to Shakespeare (6-8 mins per iPhone map), great coffee shops, Lithia Park, amazing restaurants, or stay in and enjoy the view off the private second story deck. We feel fortunate to offer such a lovely space in such a great location. PA number on file.

BEE WELL Organic Spa Garden Studio w/ Hot Tub
This detached 420 sf apartment is perfect for 1 or 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 endless wilderness. Come enjoy! We celebrate diversity!

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.
Popular amenities for Medford guesthouse rentals
Family-friendly guest house rentals

The Milkhouse

Hillside Retreat with Privacy, Studio with 2 beds

Million Dollar View No city tax! Huge 4k tvs

Close to Downtown Grants Pass Everything you Need!

Quiet, Private Guest House

Casita Petunia Pass

Alice Berry Cottage

Country Chic Private Studio Apartment
Guest house rentals with a patio

The Peach Pit Inn! A sunny retreat w self check-in

La Petite Maison + Hot Tub

Riverside Studio Retreat

Cozy home in Medford”

The Nest at Highcrest

Peaceful Countryside Stay with Scenic Views

New Modern Cottage on the Rogue

C Street Station Cottage
Guest house rentals with a washer and dryer

1910 Orchard Guest House

Manzanita Cottage

Rogue River Guesthouse: Rural river views near I-5

Spectacular Rogue River views & charm!

Near Downtown- Kitchen-Washer/Dryer-Parking

JJ's Loft | Downtown | Large Deck | Kitchenette

1 BDRM Cottage-Keyless self check in-Quiet Lane

East Main Downtown Bungalow "C"
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$17,583 GYD | G$17,792 GYD | G$17,373 GYD | G$18,420 GYD | G$18,838 GYD | G$18,001 GYD | G$20,513 GYD | G$20,722 GYD | G$19,676 GYD | G$19,257 GYD | G$19,885 GYD | G$19,885 GYD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 16°C | 19°C | 24°C | 24°C | 20°C | 13°C | 7°C | 4°C |
Quick stats about guesthouse rentals in Medford

Total vacation rentals
Explore 30 vacation rentals in Medford

Nightly prices starting at
Medford vacation rentals start at G$10,466 GYD per night before taxes and fees

Verified guest reviews
Over 6,010 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Medford vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Medford rentals

4.9 Average rating
Medford stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Northern California Vacation rentals
- Gold Country Vacation rentals
- Eastern Oregon Vacation rentals
- Portland Vacation rentals
- Willamette Valley Vacation rentals
- Willamette River Vacation rentals
- North Coast Vacation rentals
- Wine Country Vacation rentals
- South Lake Tahoe Vacation rentals
- Sacramento Vacation rentals
- Sacramento River Vacation rentals
- Southern Oregon Vacation rentals
- Rentals with a fire pit Medford
- Rentals with an EV charger Medford
- Condo rentals Medford
- Rentals with a hot tub Medford
- House rentals Medford
- Private suite rentals Medford
- Rentals with breakfast Medford
- Pet-friendly rentals Medford
- Rentals with pools Medford
- Rentals with a washer and dryer Medford
- Rentals with a fireplace Medford
- Hotel rooms Medford
- Rentals with outdoor seating Medford
- Cabin rentals Medford
- Rentals with a patio Medford
- Apartment rentals Medford
- Family-friendly rentals Medford
- Guesthouse rentals Jackson County
- Guesthouse rentals Oregon
- Guesthouse rentals United States



