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.

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Top guest favorite
A spacious living area features a light-colored couch paired with a glass coffee table adorned with a floral arrangement. Natural light enters through large windows with sheer curtains, illuminating vintage furnishings and a chandelier hanging from the ceiling.
Home in Jacksonville
5 out of 5 average rating, 247 reviews

Unwind at a Luxury Cottage in Jacksonville's Historic Core

Enjoy your stay at "The Laundry" a lovely historic home. Remodeled and professionally decorated in French Country Chic style with luxury Italian Frette sheets, Turkish towels, robes, slippers, enchanting landscaping with two private fountains and outdoor eating! Ample onsite parking with complete privacy! Two flat screen SMART WIFI TV's with Cable and WIFI/Internet provided, desk/work area along with fun games. A washer/dryer with soap supplies is provided for your convenience. A fully stocked kitchen with stainless steel appliances and gas range. Cuisinart coffee pot with Starbucks coffee and tea provided. You will have access to the entire home. Approximately 1250 sq. ft. with high ceilings. For your comfort the bedroom has a large king size BeautyRest Black mattress with feather-bed topper, Italian linens and Hungarian down pillows. The living room has a large deep couch with feather stuffing. Couch is also a Queen size sofa sleeper that can comfortably accommodate 2 adults. We offer self check-in but I live only 5 minutes away from the cottage. We're happy to help answer questions :) This property is in the core of historic Jacksonville, very conveniently located close to quaint shops and restaurants. Explore hiking trails, try wine tasting, and take an easy day trip to Crater Lake National Forest for a nature fix.

Top guest favorite
Cabin in Grants Pass
4.99 out of 5 average rating, 116 reviews

Mountain Greens Cabin

Looking for a peaceful getaway?🌲Welcome to Mountain Greens Cabin! Enjoy a relaxing stay at this unique & tranquil cabin right in the beautiful forest of Southern Oregon. You will feel right at home in this cozy cabin with scenic Mountain views. Conveniently located right off the freeway, just 10 miles from Grants, you can also visit the famous Hellgate Canyon on the wild and scenic portion of the Rogue River! Enjoy your own private nature walks, where you can view wildlife right from the cabin!

Top guest favorite
The exterior of the guest suite features a covered porch with white railings and a set of wooden steps leading to the entrance. Lush greenery surrounds the property, providing a natural setting in the hills of east Medford.
Guest suite in Medford
4.97 out of 5 average rating, 213 reviews

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.

Top guest favorite
Guesthouse in Medford
4.98 out of 5 average rating, 750 reviews

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.

Guest favorite
A comfortable living area features a light gray sofa adorned with decorative pillows. A flat-screen television is mounted on the wall in front, while a potted plant adds a touch of greenery. Natural light streams in through large windows with blinds, complementing the warm wood flooring.
Home in Medford
4.99 out of 5 average rating, 164 reviews

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.

Guest favorite
Cottage in Phoenix
4.99 out of 5 average rating, 468 reviews

Wine Country Farm Stay Near Ashland

Stunning romantic wine getaway on a flower farm with spectacular views. Farm stay offers the perfect base for exploring the Rogue Valley wine trail, 15 minutes to over 20 Jacksonville and Ashland wineries in the heart of the valley. Cozy private deck offers a perfect spot to relax and enjoy wine with views of mountains, pastures, and fields. Home of the Oregon Shakespeare and Britt Festivals. One mile from the Greenway, a bike and pedestrian pathway. Enjoy a beautiful ride to local wineries.

Top guest favorite
A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.
Home in Ashland
4.96 out of 5 average rating, 141 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!

Top guest favorite
An inviting outdoor patio area is surrounded by greenery, featuring a round table with a floral tablecloth and two green chairs. A large red umbrella provides shade. The cottage's door is framed by a vibrant window box filled with flowers, contributing to a charming ambiance.
Guesthouse in Jacksonville
4.93 out of 5 average rating, 1,154 reviews

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.

Superhost
The exterior of the charming home features a light grey facade with white trim, complemented by a welcoming porch. Wooden planters are mounted under two windows, and a neatly landscaped path leads to the front door, framed by seasonal foliage.
Home in Medford
4.89 out of 5 average rating, 424 reviews

Southern Oregon Gem (EV Charger)

Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

Top guest favorite
A wooden deck extends along the riverbank, framed by lush green trees. Two chairs provide seating for relaxation, while flower pots add a touch of color. The tranquil water reflects the surrounding nature, creating a serene atmosphere ideal for enjoying the outdoors.
Home in Gold Hill
4.98 out of 5 average rating, 280 reviews

Rogue River Retreat

A nature lovers retreat on the beautiful Rogue River. Watch osprey from the sprawling cedar deck, fish for salmon right on the river bank, or take a soak in the deep tub, this peaceful cabin you won't want to leave. Located half way between Grants pass and Medford with easy access to the 5 freeway, you can enjoy all that Southern Oregon has to offer. The cabin has one deluxe bathroom and one cozy bedroom that has a king size bed with a water view.

Top guest favorite
A charming cottage exterior features a dark gray facade with white trim and a welcoming orange door. Two evenly spaced windows are flanked by neatly trimmed shrubs, and a concrete pathway leads to the front entrance, surrounded by a well-maintained lawn.
Home in Medford
4.99 out of 5 average rating, 313 reviews

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.

Top guest favorite
A warm living area features a brown leather sofa positioned beside a round coffee table with a woven design. Three framed botanical prints adorn the wall above, and sunlight filters through the sheer curtains by the window, illuminating the space.
Home in Medford
4.99 out of 5 average rating, 138 reviews

Charming Two

Your family will be close to everything when you stay at this centrally-located place. Providing a clean and cozy environment. This Airbnb is close to everything and minutes away from Roxyann peak and winery. Close to all hospitals, parks, and located in east Medford. There’s a park 2 blocks away. Great for kids and pets. Safe and large back yard gated for kids and pets.

Popular amenities for Medford vacation rentals

When is the best time to visit Medford?

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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 $20 per night before taxes and fees

  • Verified guest reviews

    Over 33,850 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 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

    370 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!

Destinations to explore

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  3. Oregon
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  5. Medford