
Holiday rentals in Medford
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Top-rated holiday rentals in Medford
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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!

Cute Boho w Patio, W/D, Parking (No Chores!)
Top floor of house is all yours with private exterior entrance. The first floor is a separate unit with separate entrance. Fast Wifi + Kitchen + Privacy + Outside Deck! Welcome to our charming, boho unit, nestled on the entire, private second floor of this historic 1937 home. A perfect getaway for couples, small families, and business travelers alike -- private entrance and deck. Explore the scenic Rogue Valley, indulge in local wineries, and enjoy a comfortable stay in this picturesque gem

Angel Crest Casita Guest Suite - East Medford
Enchanting, large, private 1 bedroom guest suite with a view In Upper East Medford. Beautiful, open concept living /dining area has plenty of room to relax and unwind. This space also includes a semi private queen bed. There is a large luxurious shower, kitchenette, and other amenities (microwave, fridge, and coffee maker). Outside there is a large private covered deck with outside seating and a fire pit. Close to wineries, golf, restaurants, and great hiking. This is a non smoking property.

Parkside East Medford Studio (Easy I-5 Access)
Unwind in this cozy East Medford studio conveniently located near the Rogue Valley Int'l Airport (8 min), Hospitals (Providence - 2 min & Asante - 5 min), less than 2 miles from both Medford I-5 exits, 7 miles from Britt Gardens in historic Jacksonville & 78 miles from Crater Lake. This space offers private entrance & off-street parking. Kitchenette includes basic dishes & cookware. Bathroom includes rainmaker shower. Studio includes wifi, Roku TV, Netflix, Prime, and other streaming options.

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 Cutie Little Loft
The Cutie Little Loft is a clean, stylish and centrally located new build. A comfortable bed, a full kitchen with brand new appliances, and extra special little touches, will make your stay easy and enjoyable. Whether your main destination is Medford, or perhaps you plan to visit nearby cities like historic Jacksonville or Ashland, the CLL is a great point of access for all. Numerous restaurants, hiking trails and wineries are nearby allowing an eventful trip to the beautiful Southern Oregon.

The Hideaway - A Private Entrance Suite
Escape to this charming private EDU cottage with its own entrance and convenient parking. This cozy retreat includes a mini-fridge, microwave, Keurig, fast WiFi, and TV with Netflix. The soothing décor, custom-tiled bathroom, and spa-style shower make it a relaxing getaway. Located 3 miles from historic downtown Grants Pass in Oregon's beautiful farm country, the property features a tranquil pond alive with birds in spring and summer. Unwind and enjoy the perfect blend of comfort and nature.

Modern Getaway on Sunflower Farm
Stunning modern getaway on a flower farm with spectacular views. Nestled in the heart of the valley. 15 minutes from Ashland and Jacksonville. Home of Shakespeare and Britt Festivals. Over 6 wineries and a distillery within a 3 mile radius. Bright design with beautiful features. The many windows and French doors offer light in all directions with views of sunflowers, pear orchards and Roxy Ann Peak. One mile from the Greenway, a bike and pedestrian pathway linking Central Point to Ashland.

Suite Comice EV Charging
*NOTE*: We disinfect all surfaces before and after new guests arrive. Studio suite with private entrance. Comfortable, light, clean and airy. Host on location in attached home. Breakfast nook with coffee, and tea. Neighborhood is quiet with shopping and dining not far away. Only one small step into the unit. Also on the property is another 2 bedroom Airbnb unit, Comice Valley Inn, in the event you have a larger party. This is a new listing, so please see some of my many 5-star reviews.

Serene & Spacious E. Medford Studio with own W/D
Clean and spacious daylight lower level studio convenient to everything in Medford. Walkable to Starbucks and Providence Hospital and within 5 min drive to I-5, the airport, Asante RRMC and all major shopping/restaurants. There’s a separate private and fully lit entrance to the unit with no awkward shared spaces(!) and you’ll have use of a personal in-unit washer/dryer, countertop dishwasher, refrigerator, and an induction cooktop for meal prep. Ideal for traveling healthcare workers!

East Medford Home w/King bed & large shower
This modern open floor plan designed home is centrally located to downtown Medford and hospitals like Asante and Providence. Also nearby are some of southern Oregon’s best wineries. This stay is a rare find being in a quite old grown in neighborhood while being a beautiful remodeled high end home. Tiled showers, bamboo wood floors and quarts counter tops are just some of the atheistic improvements, While the sonos sound system, 65” Qled tv are among other perks this home has to offer.
Popular amenities for Medford holiday rentals
Other great holiday rentals in Medford

Fieldside~king bed~pingpong

Winter wonderland near shopping centers

The Disco Daizy

Home Again Home Again Guest house in E Medford

Secluded suite in town

Stylish Craftsman Retreat w/ Jetted Tub | DTWN

The Nest at Highcrest

Peaceful Countryside Stay with Scenic Views
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 87 | € 85 | € 85 | € 90 | € 98 | € 109 | € 108 | € 100 | € 101 | € 92 | € 89 | € 87 |
| 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 |
Frequently Asked Questions
What are the best places to stay in Medford?
Downtown Medford is often suggested for easy access to restaurants, shops, and tasting rooms. Residential neighborhoods near parks and green spaces also provide convenient stays for a quieter experience.
What are the best things to do in Medford with kids?
Families can explore science exhibits at Kid Time Children's Museum, play in local parks, or enjoy the Bear Creek Greenway. Seasonal fruit picking at nearby orchards is frequently suggested for a hands-on experience.
What are some of the best things to do in Medford?
Explore tasting rooms downtown, hike Roxy Ann Peak, or stroll the Bear Creek Greenway. Visitors also enjoy local theater, public art installations, and farm-to-table dining.
How is the weather in Medford?
Medford has cool, rainy winters around 33–48°F (0–9°C) and warm, dry summers reaching 91–92°F (33°C). Spring and fall bring mild temperatures with changing foliage and blossoming fruit trees.
When is the best time to visit Medford?
Late spring through early fall is often recommended, with warm afternoons around 75–92°F (24–33°C) and fewer rainy days. These months feature blooming landscapes and local festivals.
What are the best places to visit in Medford?
The Harry & David store, Roxy Ann Peak, and Bear Creek Park are often recommended for local flavor and outdoor recreation. Downtown Medford has tasting rooms, regional shops, and historic architecture.
What are some hiking trails in Medford?
Roxy Ann Peak’s Prescott Park has scenic trails with valley views. The Bear Creek Greenway is frequently suggested for paved walking, biking, and nature observation.
What are some family activities we can do in Medford?
Visit Kid Time Children's Museum for hands-on exhibits, play at Bear Creek Park, or participate in seasonal fruit picking at local orchards. The Rogue Air Trampoline Park and public pool facilities are also family favorites.
What are some of the best day trip ideas from Medford?
Explore Crater Lake National Park’s scenic highlights, discover quaint towns known for artisanal shops, or hike among waterfalls in the Rogue River area. The surrounding region is also noted for vineyards and farm tours.
Are there any pet friendly accommodations available in Medford?
Many vacation rentals in central and residential Medford neighborhoods welcome pets. Parks like Bear Creek Park make it easier to explore outdoor spaces with your companion animal.
What are some local tips for visiting Medford?
Locals suggest checking the outdoor concert schedule and wearing comfortable shoes for markets or nature paths. Exploring the Rogue Valley's wineries or stopping for seasonal fruit at roadside stands is frequently suggested.
What is Medford known for?
Medford is known for its agricultural heritage, especially pear orchards and local vineyards. The city has access to the Rogue Valley’s outdoor spaces, and is a hub for exploring Southern Oregon’s culinary and cultural experiences.
What are the best hidden gems to explore in Medford?
Locals enjoy the outdoor art walks, community murals, and browsing historic buildings in smaller downtown blocks. Neighborhood bakeries and family-run food trucks showcase distinct flavors of the Rogue Valley.
What are the best foods to try in Medford?
Sample locally grown pears, fresh berries, and seasonal produce from farmers markets. Medford also has craft cideries, bakeries known for marionberry desserts, and a range of global cuisine reflecting the area's diverse community.
What should I bring for a trip to Medford?
Pack layers to adjust to Medford’s shifting temperatures and bring sun protection for summer visits, as afternoons can reach 90°F (33°C). A rain jacket is useful in winter and spring, and comfortable shoes help for exploring parks, markets, and trails.
What is the nightlife in Medford like?
Medford’s nightlife has casual pubs, local breweries, and venues for live music around downtown. Wine bars and theaters showcase regional artists and events throughout the year.
What are the most popular events or festivals in Medford?
The Pear Blossom Festival in spring is often recommended, celebrating local agriculture with parades, food, and community activities. Summer and fall weekends also bring outdoor concerts and farmers markets.
Are there family friendly vacation rentals in Medford?
You’ll find family friendly vacation rentals in Medford’s residential neighborhoods and near green spaces. Many homes have amenities like kitchens, multiple bedrooms, and outdoor seating areas to accommodate groups.
Quick stats about holiday rentals in Medford

Total holiday rentals
Explore 390 holiday rentals in Medford

Nightly prices starting at
Medford holiday rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 32,060 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 190 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
380 of Medford holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Medford rentals

4.8 Average rating
Medford stays are highly rated by guests – averaging 4.8 out of 5!
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