Holiday rentals in Medford

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Top-rated holiday rentals in Medford

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Home in Medford
4.88 out of 5 average rating, 276 reviews

Charming 2BR Cottage • Near Freeway-Cul-de-sac

This charming and thoughtfully designed newer 850 sq. ft. cottage is a clean and simple, with modern amenities. A warm, welcoming atmosphere, where you can relax after a day of exploring. It is a great choice for both short visits and extended says. With its prime location, in a safe East Medford cul-de-sac close to shopping restaurants and the airport. Central location with easy access to the freeway. Full Kitchen, W/D, two queen bedrooms and a quaint little patio, with seating and a BBQ.

Top guest favourite
Home in Medford
5 out of 5 average rating, 100 reviews

Luxury Guest House in Charming Old East Medford

Nested on a great oak-canopied street in Old East Medford’s most charming neighborhood, where leisurely walks and turkeys abound, our professionally designed guest home combines authentic Swiss detailing with distinctive features of new and reclaimed materials. A chef’s kitchen and spa-like bath, complete with a soaking tub, towel warmer, and radiant floor heating, create a luxurious retreat. Perfectly situated to explore Southern Oregon, near wineries and trails, we’d be delighted to host you.

Top guest favourite
Guest house in Medford
4.93 out of 5 average rating, 448 reviews

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

Guest favourite
Home in Medford
4.96 out of 5 average rating, 102 reviews

Manor Hill Haven | Hot Tub & Accessible Features

This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor

Top guest favourite
A spacious bedroom features a large tufted bed topped with an assortment of decorative pillows. A stylish bench is positioned at the foot of the bed, and a ceiling fan is installed above. Natural light is provided by a nearby window, framed by elegant curtains.
Townhouse in Medford
4.98 out of 5 average rating, 242 reviews

Light & Spacious 2 Bedroom 2 1/2 Bath

Newer constructed townhouse located at the end of a quite dead end road. The open floor plan offers warmth and comfort, perfect for your business or pleasure trip. Large master W/fireplace-additional second bedroom upstairs. 2 1/2 baths to accommodate everyone. Located within a couple minutes off I5, 12 mins to the airport and minutes to anywhere in Medford. Walking distance to South Medford High school and a short drive to Medford's major rec parks. 5 Step Cleaning. Welcome and Sweet Dreams!

Top guest favourite
Cottage in Phoenix
4.99 out of 5 average rating, 470 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.

Guest favourite
Home in Medford
4.99 out of 5 average rating, 168 reviews

The Cutie Little Local

The Cutie Little Local is a clean, stylish and centrally located new build. A comfortable bed, a full kitchen with 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 favourite
A bright studio suite features a comfortable sleeping area with a neatly made bed. Two patterned chairs are placed in a cozy seating nook, near a small kitchenette area. Light wood flooring complements the warm tones of the walls and furnishings.
Flat in Medford
4.96 out of 5 average rating, 466 reviews

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.

Guest favourite
A modern living space features a cozy gray sofa and a wooden TV stand. A smart TV is positioned for viewing, with natural light entering through nearby windows. The entry door is white, complemented by a lamp on a side table, creating a welcoming atmosphere.
Flat in Medford
4.89 out of 5 average rating, 159 reviews

Peach Street Super Suite

Welcome to our updated 1-bedroom short-term apartment in the heart of Medford, Oregon, designed to exceed your expectations and provide a more comfortable and affordable alternative to a hotel stay. As you step into our centrally located apartment, you'll immediately notice the modern and inviting atmosphere. The living room is tastefully furnished with a cozy sofa, a smart TV for your entertainment needs, and a dining area perfect for enjoying meals or working remotely.

Guest favourite
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, 431 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 favourite
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, 329 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.

Guest favourite
An A-frame home is nestled among tall trees, featuring a wraparound deck illuminated by string lights. The natural wood structure contrasts with the surrounding greenery as the sky transitions into twilight, creating a serene ambiance.
Cabin in Grants Pass
4.96 out of 5 average rating, 150 reviews

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.

Popular amenities for Medford holiday rentals

When is the best time to visit Medford?

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Avg. price$128 SGD$128 SGD$138 SGD$135 SGD$147 SGD$164 SGD$162 SGD$151 SGD$152 SGD$153 SGD$139 SGD$146 SGD
Avg. temp5°C7°C9°C12°C16°C19°C24°C24°C20°C13°C7°C4°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 380 holiday rentals in Medford

  • Nightly prices starting at

    Medford holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 33,850 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    370 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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