
House holiday rentals in Southern Oregon
Find and book unique houses on Airbnb
Top-rated house rentals in Southern Oregon
Guests agree: these houses are highly rated for location, cleanliness and more.
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.

Spa Like Stay at the Britt Bungalow in J’Ville
The Britt Bungalow is an Award Winning boutique style stay in the historical heart of Jacksonville Oregon created and designed by the owner and host. Enjoy a spa like private stay w/ 2 bed, 2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in Master, fireplaced open living room with an abundance of natural light throughout. You will want for nothing during your stay. Just 2 blocks to the trolly, all the best restaurants, boutiques, Britt Gardens, and more

Gateway to Cathedral hills
Secluded forest of 5 acres only 3.5mi to Grants Pass with a private trail into legendary Cathedral Hills. A 3/2 home with DSL Wifi, dining area, living room, pellet stove, a fun converted carport for dining/entertainment/BBQ as well as a hot tub out back. Property has a seasonal creek and pond, a safe 300' from the house, and a classic tree fort. Enjoy outdoor dining, hiking, biking, or relaxing in the quiet southern Oregon woods. We are pet friendly, require a $30 per pet fee, and limit 2

Amazing Ocean Views, Beach Path & SPA
Enjoy amazing beach access and epic ocean views at this charming seaside home. Stroll down the boardwalk and explore one of Oregon's most amazing beaches or sit back on the patio and enjoy the epic ocean views, hot tub and fireplace. This cozy home sleeps 6 with with 2 king size beds, a queen sleeper sofa, has 2 full baths, dining area over looking the ocean and fireplace. The Beach House at Spirit Cove will be a place of lasting Oregon Coast memories for you and your friends and family.

New Barndo: Stunning Rogue River access!
Escape to our chic one-bedroom retreat with stunning Rogue River access, blending luxury and serenity. Fish, raft, or relax by the river with wine or coffee in hand. The spacious bedroom boasts a king-size bed with plush linens, while the cozy living area offers a queen sleeper sofa. Cook with ease in the fully equipped kitchen featuring stainless steel appliances. Perfect for a tranquil getaway, this riverside haven awaits. Book now to experience the Rogue River’s breathtaking beauty!

Secluded mountain retreat, 10m. to Ashland, by PCT
Beautiful hand built log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to Ashland, 20 minutes to Mt. Ashland Ski Area, and a three minute walk to Pacific Crest Trail. This home is a cozy, quiet getaway: surrounded by a 38 acre old forest w/ endless mountains and trails at your doorstep. Features include glassed in sun room (sleep under the stars), fully equipped kitchen, large covered deck, seasonal wood-fired sauna, swimming pond and walking trails.

Airy Bend Oasis - Two Ensuites
Cheers to your stay at Bent Pine Oasis, located in the picturesque west side of Bend! This home provides the ideal location for any outdoor enthusiast: Mt Bachelor's slopes are just a 20 minute drive & the Deschutes River Trail is mere steps from the front door- your avenue to biking, running and exploring Bend. Looking for a more relaxing day? You can make the 5 minute drive into the Old Mill District to enjoy food trucks, a river float, or fresh hops at a local brewery.

Hygge Hideaway. A home for rest and adventure
In Scandinavia, "hygge" represents contentment & coziness. Settle into this sun-soaked, mountain-side, madrone forest & valley view home for relaxation on the deck, wine by the fire, & mineral baths. This solar powered home has easy access to outdoor adventures. Options include Laundry, Wood Stove (fire logs avail $), & fully equipped Kitchen. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

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.

A Restful Studio Near a Creek and Forest - Pets
Please read below for details about the occupancy. We are nestled in the country between Roseburg and Glide. This updated studio is private, clean, restored, and sits atop a 50's cabin. This is a shared guest property, and the parking and entrances are completely separate! Open the windows, listen to the creek, or sit on the porch and look at the trees. We are on the way to the North Umpqua river, many hiking trails, waterfalls, and Crater Lake!

The Sunset
Perched on a bluff overlooking the Pacific Ocean and Nesika Beach, this beautifully reimagined Airstream has been expanded to create more space and stunning views. The open floor plan opens onto a private deck with a FIRE PIT, HOT TUB, and OUTDOOR SHOWER, perfect for watching sunsets and stargazing. This location is perfect whether you want to stay here and enjoy our beautiful property or venture out and explore the Southern Oregon coast.

Chardonnay Chalet at the Vineyard
Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.
Popular amenities for house rentals in Southern Oregon
House rentals with a pool

Sunriver by AvantStay | Modern Home w/ Indoor Pool

Sunriver Home; Hot Tub, SHARC, Fireplace and More!

A Little Peace of Paradise, A/C, & 8 SHARC Passes

Oregon Riverfront Oasis •Pool •Hot Tub •Sleeps 10+

Walk to Village, SHARC Passes, Bikes, AC, King Bed

4BR W/ View, Crater Lake, Running Y Resort House

Beautiful Country Home next to Jacksonville!

2 Story Sunriver Home w/Hot Tub+Sharc Passes+Bikes
Weekly house rentals

Riverfront Cabin

Modern high-end home, walk downtown

Downtown Craftsman with King Bed and Private Yard

Elk Beach View

Serene Riverfront Retreat 3 Acres, Fireplace, Deck

Eagle’s Nest Cottage | 40 mins to Crater Lake

Stylish home with private access to Rogue River!

Cozy Riverside Retreat, Dog-Friendly w/Hot Tub
Private house rentals

Mountain Bliss: Gateway to Mt. Bachelor and More

Modern retreat in central Bend

Country 3BR • 3 Acres • Near Town • King Bed

The Swell House [A Harris Beach Coastal Oasis]

Bayview House - Beautiful Family Friendly Home With a View

Hawthorne Haus

The Pleasant Cottage

Urban Boho Charmer! 2 Bdrm 1 Bath Fire pit table
Destinations to explore
- Northern California Holiday rentals
- Gold Country Holiday rentals
- Eastern Oregon Holiday rentals
- Portland Holiday rentals
- Willamette Valley Holiday rentals
- Jordan Valley Holiday rentals
- Willamette River Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Sacramento River Holiday rentals
- Deschutes River Holiday rentals
- Farm stay rentals Southern Oregon
- Waterfront rentals Southern Oregon
- Family-friendly rentals Southern Oregon
- Rentals with breakfast Southern Oregon
- Rentals with beach access Southern Oregon
- Tiny house rentals Southern Oregon
- Treehouse rentals Southern Oregon
- Rentals with a sauna Southern Oregon
- Guest house rentals Southern Oregon
- Private suite rentals Southern Oregon
- Chalet rentals Southern Oregon
- Flat rentals Southern Oregon
- Serviced apartment rentals Southern Oregon
- Boutique hotels Southern Oregon
- Rentals with an EV charger Southern Oregon
- Townhouse rentals Southern Oregon
- Rentals with an accessible-height toilet Southern Oregon
- Rentals with pools Southern Oregon
- Ski-in/ski-out rentals Southern Oregon
- Holiday home rentals Southern Oregon
- Barn rentals Southern Oregon
- Cottage rentals Southern Oregon
- Rentals with a hot tub Southern Oregon
- Rentals with a washing machine and dryer Southern Oregon
- Tent rentals Southern Oregon
- Rentals with a patio Southern Oregon
- Yurt rentals Southern Oregon
- Campsite rentals Southern Oregon
- Smoking-friendly rentals Southern Oregon
- Hotel rooms Southern Oregon
- Villa rentals Southern Oregon
- Bed and breakfasts Southern Oregon
- Loft rentals Southern Oregon
- Luxury rentals Southern Oregon
- Rentals with outdoor seating Southern Oregon
- Rentals with a firepit Southern Oregon
- Rentals with lake access Southern Oregon
- Beachfront rentals Southern Oregon
- Pet-friendly rentals Southern Oregon
- Motorhome rentals Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with a kayak Southern Oregon
- Apartment rentals Southern Oregon
- Fitness-friendly rentals Southern Oregon
- Rentals with a fireplace Southern Oregon
- House rentals Oregon
- House rentals United States




