
Vacation rentals in Medford
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Top-rated vacation rentals in Medford
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy cottage in old E. Medford
Your family will be close to everything when you stay at this centrally-located home. Minutes from shops, restaurants, parks, hospitals, hikes, rivers & more. The kitchen & bathroom are freshly gutted, renovated & updated. The master has a brand new cozy king mattress. The black out shades in both bedrooms makes for a nice nights sleep. Lots of games for your family fun. Smart tv and Wi-Fi available. Cute little back patio with BBQ & yard access. Includes full laundry room with an extra fridge..

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.

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.

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.

The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

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.

Holly House: a Pet-friendly Garden Eco-Cottage
Adorable, light-filled, freshly-renovated 2-bedroom, 1.5-bath, 1940’s cottage-style home. Beautifully decorated with modern finishes and mid-century charm to create a timeless and elevated style. Private sitting and eating area on back deck surrounded by a beautiful garden of grass and flowers and two large shade trees. Easy walk to downtown Medford, restaurants, food trucks, and shopping. Easy drive to hiking trails, Rogue River, wineries, and wilderness adventures.

Cozy Cottage
Discover this charming gem nestled in the heart of Medford, Oregon! This enchanting 1 bedroom with a king bed and 1 bathroom cottage is a centrally located and offers the perfect blend of comfort and style. The sofa in the living room is a hide-a-bed which can sleep 2 additional people. Conveniently located near shopping, restaurants, and more! For the safety and security of our guests, we do have an outdoor camera monitoring common areas.

The Epic A - Charming 1960s A-Frame w/Hot tub
Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.

The Acorn dome
Nestled in the trees, the geodome has mini split ac, heat, WiFi, tv, kitchen area, stove, fridge and private detached bathroom/shower. Three miles to Ashland, yet surrounded in nature. Take advantage of the Incredible views and bird watching on the wrap around deck. Barrel sauna available for use, shared with adjacent tiny house airbnb
Popular amenities for Medford vacation rentals
Pet-friendly vacation rentals in Medford

Cozy 2BR Cottage | Quiet, Private & Pet-Friendly

5 Star Luxury Southern Oregon Suite

Peach Street Super Suite

Victorian Garden Carriage House

Kelly’s Farm 4 miles to Ashland

Charming Two

Centrally Located - No Fees - 1BR/1BA Remodeled 15

Starthistle Cottage in Applegate wine country
Other great vacation rentals in Medford

Clean, comfy, pet friendly & fully stocked

W/D, FULL Kitchen, Downtown walking , Parking

Parkside East Medford Studio (Easy I-5 Access)

Spa Like Stay at the Britt Bungalow in J’Ville

Southern Oregon Gem (EV Charger)

Cute Boho w Patio, W/D, Parking (No Chores!)

Country Garden Cottage
Unwind at a Luxury Cottage in Jacksonville's Historic Core
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,331 GYD | G$20,913 GYD | G$20,913 GYD | G$22,167 GYD | G$24,049 GYD | G$26,768 GYD | G$26,559 GYD | G$24,677 GYD | G$24,886 GYD | G$25,095 GYD | G$22,795 GYD | G$23,840 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 |
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 vacation rentals in Medford

Total vacation rentals
Explore 380 vacation rentals in Medford

Nightly prices starting at
Medford vacation rentals start at G$4,183 GYD per night before taxes and fees

Verified guest reviews
Over 33,430 verified reviews to help you choose

Family-friendly vacation rentals
200 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
380 of Medford vacation rentals include wi-fi 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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