Discover a selection of 1,000 vacation rentals in Southern Oregon, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $142 per night, and houses and cabins are popular options for a stay in Southern Oregon. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Southern Oregon

What are the top vacation rentals in Southern Oregon?

Chic villas, unique houseboats and rustic cottages — everyone's dream escape is different. Whatever your style, you're sure to find something that catches your eye among our top vacation rentals in Southern Oregon:

  • "Red Blanket Cabin Near Crater Lake National Park": This Prospect property comes with 2 bedrooms and is rated highly among visitors. Amenities such as towels and a fridge help make your stay comfortable.
  • "Stone's Throw Bungalow ~ Walk To Plays": Book a few nights or more at this option in Skidmore Academy Historic District and you'll have access to books, internet services and more. It has 1 bedroom to accommodate your family and friends.

For even more great options, use the search bar at the top of the page to find the perfect Southern Oregon vacation rental for you.

What are the best tiny house vacation rentals in Southern Oregon?

You need only step inside one of our tiny house vacation rentals in Southern Oregon to figure out that good things really do come in tiny packages. Efficiently designed to maximize every square inch of space, these fun-sized digs deliver a big vacation experience:

  • Escape from the world and disappear to "Cozy Tiny House Small But Mighty". This property in Central Point packs plenty of comforts into its compact space, such as an iron and ironing board and a kitchenette.
  • "Tiny Home Cabin" offers convenient extras like a TV and a kitchen. Located in Grants Pass, you'll be able to live big in this small yet comfy hideaway.

Can I find log cabins to rent in Southern Oregon?

There's something very enticing about running away to a log cabin where it's just you, the fam and the great outdoors. Leave behind the noise of big cities and towns and stay in one of these wooden refuges in Southern Oregon:

  • "B And B Spacious Log Cabin Home. 5 Minutes Walk To Historic Jacksonville" in Jacksonville proves you don't have to rough it to get back to nature. Ditch camping for this cabin's creature comforts, such as a kitchen and off-street parking options.
  • Get in touch with your inner Davy Crockett at "Beautiful Riverfront Log Cabin Near Crater Lake". This log cabin in Chiloquin will immerse you in the great outdoors while offering amenities such as beach sun loungers and off-street parking options.

What are the top-rated vacation rentals for weekend getaways in Southern Oregon?

After a busy week at work, a quick getaway brimming with adventure will be just the thing to reinvigorate your spirit. Consider these leading weekend getaways in Southern Oregon where you can cram a whole lot into your stay:

  • Discover fun and relaxation at the same time at "Quiet, Modern, Cottage". This property in Southern Oregon is a terrific base for visiting nature hot spots such as Mount Ashland Ski Area and Valley of the Rogue State Park. If you're up for something a bit more active, spend your days basketball or fishing.
  • "Meadow House Near Crater Lake South Entrance" in Prospect is also perfect for a fast-paced getaway. Stay in and chill out or get out and try some hiking and biking and rafting. If you're eager to go sightseeing around here, Lower Table Rock and Spirit of the Rogue Nature Center should be on your to-do list.

Can I find studio apartments for rent in Southern Oregon?

Easy to keep clean and with everything you need within arm's reach, studio apartments are an excellent option if you're traveling by yourself or with a buddy. If you're on the lookout for someplace small and comfy to call home for a few nights, consider these studio apartments for rent in Southern Oregon:

  • "Stone's Throw Bungalow ~ Walk To Plays" in Skidmore Academy Historic District puts you within reach of some of the area's top cultural attractions, including Art Presence Art Center and Angus Bowmer Theatre. Nearby museums and outdoor furniture are among the amenities here.
  • "Quiet, Modern, Cottage" in Southern Oregon is another terrific option that comes with winery tours and an ice maker. Craterian Ginger Rogers Theatre and Angus Bowmer Theatre should be on your to-do list in this area.

Can I find short term rentals in Southern Oregon?

Yes, so forget about holing up in a noisy hotel or sleeping in someone's spare room. Select one of our short-term rentals in Southern Oregon and live large in your own private space. Here are two options that just might inspire you:

  • "Quiet, Modern, Cottage" in Southern Oregon is waiting to welcome you. Spend your vacay doing little else except relaxing here or venture out and explore. Phoenix Library and Asante Rogue Regional Medical Center are among the things to do nearby.
  • Discover what Prospect has to offer from "Meadow House Near Crater Lake South Entrance". If you go for this quality property, Mill Creek Falls and Joseph H Stewart State Park are sights to add to your must-do list.

What are the best romantic weekend getaways in Southern Oregon?

If you really want to wow your someone special, take them someplace special! Organize a romantic weekend getaway in Southern Oregon at one of these retreats and fall in love all over again:

  • Catch up on quality time and sweet snuggles at "Red Blanket Cabin Near Crater Lake National Park" in Prospect. A fireplace and air conditioning are among the thoughtful touches on offer here.
  • Alternatively, cuddle up together at "Stone's Throw Bungalow ~ Walk To Plays". Winery tours and beauty services add to the dreamy atmosphere of this property in Skidmore Academy Historic District.

What are the best large group vacation rentals in Southern Oregon?

If you're planning that special trip away, don't travel by yourself; bring the whole crew along. You'll have more fun sharing your experiences with the ones you love. These vacation rentals in Southern Oregon are ideal for larger groups:

  • "Bookstayhop - Redtail Suites ~ Entire Home": With 4 bedrooms, everyone can be a part of the fun at this popular escape in Historic Railroad District. A kitchen and mountain views are among the amenities available here.
  • "Bookstayhop - The Pioneer North And South": You'll get your squad's tick of approval at this option in Historic Railroad District which features a kitchen, a balcony and more. It has 5 bedrooms that will easily accommodate all your guests.

What are the best houses for rent with a pool in Southern Oregon?

You'll have your pick of houses with a pool in Southern Oregon, so pull on your swimsuit and get set to spend your days chilling by the water. Here are some popular options to tempt you:

  • Spend your break at "Meadow House Near Crater Lake South Entrance", where the first item on your itinerary should be kicking back by the pool. This retreat is located in Prospect and offers a range of family-friendly amenities, including childrens activities and a living room.
  • Read a book by the water while the kids paddle around at "Hanna's House - Your Home Away From Home". This option in Siskiyou-Hargadine Historic District comes with a range of conveniences to keep your crew comfy, such as a dining table and a nearby laundromat.

What are the best large family vacation rentals in Southern Oregon?

Maybe you're planning a getaway to celebrate a special event, or reuniting with all the cousins you haven't seen for months. Whatever the reason, you'll likely need loads of space. One of our large family vacation rentals in Southern Oregon could be just the thing:

  • Located in Ashland, "Craftsman Style Home In Country Setting" has 4 bedrooms and can sleep up to 10 people. Some handy amenities here include coffee and tea making facilities and a living room.
  • An equally good option, "In The Historic Railroad District" in Historic Railroad District offers 4 bedrooms and accommodates up to 8 people. A toaster and a dishwasher will keep all the gang happy and comfortable.