
Guest house holiday rentals in Medford
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Top-rated guest house rentals in Medford
Guests agree: these guest house 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

La Petite Maison + Hot Tub
Welcome to La Petite Maison! Come take it easy at our unique and tranquil home away from home. Located in the heart of the Applegate with nearby wineries and exquisite views of the mountains. Our guest house is equipped with 1 master bedroom, full kitchen/bath, dining and living room with and private SPA on your very own deck! Only a 10 minute drive from the historic town of Jacksonville. At La Petite Maison you will have the peace and quiet of the country, and all that you may need.

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!

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!

Eco-Tiny House in SE Medford
Clean and quiet 200 sq ft. detached guesthouse with kitchenette nestled among vegetable gardens and native wildflower beds. Within walking distance of Asante hospital and several shops and restaurants. Easy access to freeway. 20 minutes from downtown Ashland and Jacksonville and only and 10 minutes from downtown Medford. Off-street parking available. Well-behaved pets welcome. Please no smoking inside the guesthouse or on the property.

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 guest house rentals in Medford
Family-friendly guest house rentals

The Milkhouse

The Peaceful Log Room: 1 Bedroom Guesthouse

Carter Lane Cottage

Laurel Farm's Guesthouse

Rural Rest & Celestial Views

Chic & cozy 1 bedroom Guest-house

Silver Frog Guesthouse- downtown Ashland 'hood

Adorable guest house with hot tub.
Guest house rentals with a patio

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

Cozy home in Medford”

Riverside Studio Retreat

The Nest at Highcrest

Peaceful Countryside Stay with Scenic Views

New Modern Cottage on the Rogue

C Street Station Cottage

Charming 2BR Carriage House Outside Jacksonville
Guest house rentals with a washing machine and dryer

Manzanita Cottage

Spectacular Rogue River views & charm!

Sand Creek Cottage

Deer Ridge Guesthouse

JJ's Loft | Downtown | Large Deck | Kitchenette

1 BDRM Cottage-Keyless self check in-Quiet Lane

East Main Downtown Bungalow "C"

Historic carriage house close to downtown Ashland
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $107 SGD | $108 SGD | $105 SGD | $112 SGD | $114 SGD | $109 SGD | $124 SGD | $126 SGD | $119 SGD | $117 SGD | $121 SGD | $121 SGD |
| 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 guest house rentals in Medford

Total holiday rentals
Explore 30 holiday rentals in Medford

Nightly prices starting at
Medford holiday rentals start at $64 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Medford holiday rentals include wifi 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!
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