
Holiday rentals with outdoor seating in Medford
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Medford
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Refined, Serene Home in Jacksonville
Professionally decorated in a Mid-Century Modern style. Sleep soundly on Hungarian down pillows and BeautyRest Black mattresses made up with soft 600 thread-count Italian linens. Beautifully tiled bathroom offering Turkish towels, bathrobes, and luxe sundries. Living room and full kitchen with gas stove and quartz counter tops. Step outside to a private yard with outdoor eating area and cozy fire pit. Other amenities include three flat-screen Smart TV's, cable, WIFI, washer and dryer and so much more. Come and enjoy! You'll have this complete private cottage to yourself with private (and ample) parking. Come and go as you please in complete privacy. Self Check-in Available I'm available, if needed. I typically give a complete walk through of the property. For busy travelers, special arrangements can be made to stock the kitchen with additional supplies such as eggs, juice, special drinks. Our goal is to provide you with wonderful service. Let us know how we may help you have a terrific stay. The house is set in a laid-back neighborhood with a mix of shopping and dining within walking distance to Jacksonville's historic core. Ashland and Oregon Shakespeare Festival are a 15 minute drive away. 9% City Guest Tax will be applied to nightly rate & any additional charges. Tax is billed at arrival and must be paid via cash or check before departure. Airbnb is not allowed to collect this tax in advance.

Serenity-Themed, Fastest WiFi, 2 King Beds Home
Book 30+ nights and receive a ★ FREE ★ $100 Gift Card to any Rogue Valley restaurant! Beautiful Rogue Valley listing - 1,475 sq/ft! ★ Covid-19 Friendly ★ Our professional cleaners have been trained on the proper use and application of PureGreen 24, an EPA-approved, non-toxic cleaner that provides 24-hour residual protection. ★ ★ Close to Wineries and the Rogue Valley Country Club ★ ★ ★ ★ Less than 4 Miles to Downtown Center ★ ★ ★ ★ Great Views of RoxyAnn and the Siskiyou Mountains ★ ★

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.

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.

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.

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

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

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.

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.

NEWLY Reno’d Spacious E. Medford Studio with 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!

Clean, comfy, pet friendly & fully stocked
Relax at Casita Blanca! Peaceful, fully stocked and tons of extra amenities for your enjoyment. Perfect for families, girls trips, dogs, and right off of I-5 if you’re passing through and need a place to rest your head. Extra care has gone into curating this home including a lavish coffee and tea bar, robes, house socks (socks are for you to keep), comfy beds, luxury amenities, pup basket, wifi, smart TV's in every bedroom, kids items, and a fully stocked kitchen.
Popular amenities for outdoor seating rentals in Medford
House rentals with outdoor seating

Medford Oasis - Perfect for family gatherings

Designer Home w/ Chef’s Kitchen

Craftsman cottage built in 2019

Brookdale Meadows Farmhouse Cutie

1930s Queen Anne Historic Downtown Retreat

Spa Like Stay at the Britt Bungalow in J’Ville

Rogue River Retreat

Cute Boho w Patio, W/D, Parking (No Chores!)
Apartment rentals with outdoor seating

The Carriage House, Winner 2025 Best of Ashland!

Peace on the Rogue river Studio

Broken Chair Ranch

Great location to I-5 and city! King bed!

Clean, Stylish Apt w/kitchen. block from Downtown

1940s Vintage apartment steps from the Rogue River

Brand New Stylish MCM Studio

The Loft
Apartment rentals with outdoor seating

Plaza North Suite 203 Windsor

Plaza North Suite 201 Alexander

Plaza North Suite 202 Sonoma

Plaza North Penthouse
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £90 | £89 | £95 | £87 | £91 | £100 | £100 | £93 | £92 | £94 | £94 | £97 |
| 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 |
Quick stats about holiday rentals with outdoor seating in Medford

Total holiday rentals
Explore 190 holiday rentals in Medford

Nightly prices starting at
Medford holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 20,780 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
190 of Medford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Medford rentals

4.9 Average rating
Medford stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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