
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.

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!

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.

Tranquil Studio Near Scenic Redwood Highway
The studio offers a perfect balance of proximity to town and the tranquility of nature just 8 miles west of downtown Grants Pass. Enter the unit through a flourishing garden and enjoy a cozy, clean oasis. This is a great stopover for road trippers and a convenient home base for exploring the Redwoods and Rogue River. The unit features a spacious deck overlooking a seasonal pond (dry in summer). If you're seeking peace, quiet, and a restful night's sleep, this is the place for you!

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!

Loft Near Downtown-Studio-Parking -Kitchenette-
LOFT UNIT A - 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***

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!

Private Casita Hidden Above The Valley
You are renting the separate guesthouse behind the main home. It is connected only by an outdoor covered walkway. It's a one bed, one bath studio with its own private deck and separate HVAC and water heater. The home sits on 2 acres but it feels like more since it's heavily wooded and hard to see any neighboring buildings. You'll share the property with deer, turkey, quail, hawks, owls, and humming birds. The perfect spot for a tranquil night’s sleep.
Popular amenities for guest house rentals in Medford
Family-friendly guest house rentals

1910 Orchard Guest House

Dream Cottage on the Rogue River

Million Dollar View No city tax! Huge 4k tvs

Hillside Retreat with Privacy, Studio with 2 beds

Quiet, Private Guest House

Hanna's House by WanderLodges |1 block to downtown

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

Spectacular Rogue River views & charm!

Cozy home in Medford”

Sunflower

Peaceful Countryside Stay with Scenic Views

C Street Station Cottage

2 Bedroom Carriage house

Courtside Cottage - WalkScore 93 - Dog Friendly
Guest house rentals with a washing machine and dryer

Manzanita Cottage

Rogue River Guesthouse: Rural river views near I-5

Spacious Cottage w/King Bed, Fireplace, 65" TV

Sand Creek Cottage

JJ's Loft | Downtown | Large Deck | Kitchenette

1 BDRM Cottage-Keyless self check in-Quiet Lane

East Main Downtown Bungalow "C"

New Modern Cottage on the Rogue
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 $78 SGD per night before taxes and fees
Verified guest reviews
Over 6,070 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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