
Guesthouse vacation rentals in Medford
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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.

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!

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!

Delightful suite in a peaceful neighborhood!
Private entrance! Fully equipped kitchenette and full private bath. Pet friendly with a one time $25 pet fee! This lovely unit has a washer/dryer, Roku TV, Air-conditioned/heated, back patio nook, and sited on a quiet dead end street not far from Rogue River access, shopping & restaurants. Minutes from hiking trails, tennis courts, historic downtown Grants Pass, and a day trip away from several local lakes, Crater Lake National Monument, The California Redwoods, and the Oregon Coast!

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.

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

1910 Orchard Guest House

Dream Cottage on the Rogue River

Close to Downtown Grants Pass Everything you Need!

Hillside Retreat with Privacy, Studio with 2 beds

Million Dollar View No city tax! Huge 4k tvs

Rogue River Guesthouse: Rural river views near I-5

Quiet, Private Guest House

Chamomile Cottage
Guest house rentals with a patio

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

La Petite Maison + Hot Tub

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

Spectacular Rogue River views & charm!

Sunflower

Peaceful Countryside Stay with Scenic Views

C Street Station Cottage

2 Bedroom Carriage house
Guest house rentals with a washer and dryer

Manzanita Cottage

Sand Creek Cottage

JJ's Loft | Downtown | Large Deck | Kitchenette

1 BDRM Cottage-Keyless self check in-Quiet Lane

Modern Guest House w/ Hot Tub, Loft & Fenced Yard

East Main Downtown Bungalow "C"

Historic carriage house close to downtown Ashland

Historic Cottage close to plaza
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$17,561 GYD | G$17,770 GYD | G$17,352 GYD | G$18,397 GYD | G$18,816 GYD | G$17,979 GYD | G$20,697 GYD | G$19,025 GYD | G$18,397 GYD | G$17,352 GYD | G$17,770 GYD | G$17,770 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$12,544 GYD per night before taxes and fees

Verified guest reviews
Over 6,070 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!
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