House holiday rentals in Southern Oregon

Modern retreat in central Bend

Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

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

<SALE> River Front | Hot Tub | Old Mill | Dogs

Enjoy this Contemporary Luxury Home directly on the Deschutes River. Literally step out your back door and stroll, run or paddle up and down the river. The river trail is a 3 3/4 mile loop and one of the best hikes around. Back at home sit on your deck or in the Hot Tub and listen the the sounds of the river going by and enjoy peaceful solitude. Shop or get a bite to eat at The Old Mill, Box Factory, Food Carts and more which are a peaceful 3/4 mile stroll along the river trail. Enjoy!

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.

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.

The Little Lodge

The Little Lodge is a 2024 remodeled mid-century cottage. Centrally located around restaurants, golf, hiking, waterfalls, fishing, and the McKenzie River. This mountain style home is perfect for an individual, or two. A private trail from the back deck leads down to the emerald waters of the McKenzie River. Detailed craftsmanship intended to offer the cozy mountain feel, and outdoor living for scenic relaxation.