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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Guest favourite
A bright bedroom features a spacious bed adorned with a neutral-toned blanket. Two woven stools are positioned at the foot of the bed, complemented by bedside tables with lamps. A desk is situated in the corner near a large window, enhancing the room's soft, natural light.
Home in Medford
4.98 out of 5 average rating, 144 reviews

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

Top guest favourite
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
4.96 out of 5 average rating, 197 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.

Guest favourite
A bright and airy sleeping area features a spacious queen bed dressed in crisp white linens. Natural light enters through a large window, complemented by light curtains. A wardrobe and bedside tables with lamps create a functional and comfortable space, accented by soft wooden flooring.
Guest suite in Medford
4.98 out of 5 average rating, 260 reviews

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.

Top guest favourite
Guest house in Medford
4.93 out of 5 average rating, 421 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

Top guest favourite
Guest house in Medford
4.98 out of 5 average rating, 726 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 favourite
A warm-toned bedroom features a spacious bed adorned with decorative pillows. Natural light enters through two large windows, partially covered by sheer curtains. A wooden wardrobe and small side table complement the earthy hues of the walls, adding to the serene ambiance.
Guest suite in Medford
4.9 out of 5 average rating, 101 reviews

Stardust Suite, urban, tranquil, & luxurious space

In the heart of Old East Medford we provide a space of quality, relaxation, and luxury for your home away from home. We are located just minutes away from the Farmers Market, Movie Theater, Downtown Medford, restaurants, and shops. Enjoy the local wineries, Shakespeare Theater, Britt Festivals, and the glorious outdoor adventures of Southern Oregon. These BnB Suites are connected to our high end Wellness center offering massage and infrared sauna among other healing treatments you can book.

Top guest favourite
An open living space features a comfortable gray sofa adorned with two yellow cushions. A wooden coffee table rests on a colorful area rug, and the kitchen area showcases white cabinetry. Bright light enters through windows and a glass door, leading to a private outdoor area.
Cottage in Phoenix
4.99 out of 5 average rating, 460 reviews

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.

Top guest favourite
A charming entrance showcases double French doors framed by decorative lanterns. A small patio area features a round table and two chairs, surrounded by planters filled with vibrant flowers. The exterior blends rustic stone with smooth siding against a backdrop of abundant greenery.
Guest suite in Grants Pass
4.9 out of 5 average rating, 752 reviews

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, 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.

Top 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, 440 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.

Top guest favourite
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.
Guest house in Jacksonville
4.93 out of 5 average rating, 1,118 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.

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, 120 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, 396 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.

Popular amenities for Medford holiday rentals

When is the best time to visit Medford?

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Avg. price$133 SGD$130 SGD$130 SGD$138 SGD$150 SGD$167 SGD$165 SGD$154 SGD$155 SGD$141 SGD$135 SGD$133 SGD
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Frequently Asked Questions

  • Where should I stay in Medford?

    Make yourself at home in Medford by choosing from our most frequently booked neighborhoods. We have over 360 vacation rentals in Central Point, and over 340 vacation rentals in Barneburg Hill.

  • Are there vacation rentals with a dedicated workspace in Medford?

    Yes! Work meets play with ease at over 250 vacation rentals in Medford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Medford?

    Four-legged friends are welcome in Medford. Choose from more than 190 vacation rentals for guests traveling with pets.

  • Are there Medford vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Medford, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in private suite rentals in Medford?

    Experience the best of Medford with our private suite rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Medford have a bbq area?

    Absolutely! We offer over 60 house rentals with a bbq area in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Medford have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Medford have wifi?

    Absolutely! We offer over 30 guesthouse rentals with wifi in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Medford have self check-in?

    Absolutely! We offer over 60 house rentals with self check-in in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Medford?

    Medford has more than 190 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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 $26 SGD 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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