House holiday rentals in Southern Oregon

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Top-rated house rentals in Southern Oregon

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Top Guest favourite
A relaxing outdoor space features a hot tub with gentle blue lighting, surrounded by a paved patio. A fire pit with seating is visible, along with a cozy lounge area, creating an inviting atmosphere for gatherings or quiet evenings.
Home in La Pine
4.99 out of 5 average rating, 115 reviews

The Blue House in La Pine | Hot Tub | 2 King Beds

Nestled in the heart of nature, the Blue House offers you a perfect blend of forest charm & modern comforts. You can relax and unwind in the 4-6 person hot tub. Enjoy the soaring, vaulted wall of windows that bring nature to you. This modern, newly constructed 2300 sf. home is centrally located in Oregon to enjoy all that Oregon has to offer; amazing lakes, great food, close to Bend & all outdoor activities. This home features 2 King sized beds, 1 Queen bed & 1 single bed with luxury linens.

Guest favourite
A circular fire table with a glass centerpiece is set on a wooden patio overlooking an expansive sandy beach and the ocean. Lush greenery frames the scene, with gentle waves visible on the horizon under a clear sky.
Home in Gold Beach
4.93 out of 5 average rating, 124 reviews

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.

Top Guest favourite
A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.
Home in Ashland
4.96 out of 5 average rating, 130 reviews

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Guest favourite
A charming craftsman log home is surrounded by mature pines, featuring a welcoming entrance with a covered patio. The lush green yard is complemented by well-maintained landscaping, providing a peaceful outdoor setting. A small umbrella is visible over the seating area, enhancing the inviting atmosphere.
Home in Bend
4.94 out of 5 average rating, 294 reviews

Cascade Basecamp | Fully Fenced | Hot Tub |Private

Welcome to Cascade Basecamp! Here you’ll find yourself immediately relaxed and in vacation mode. The beautiful, full acre lot is graced by mature pines and is wonderfully immersed in nature. The yard is massive and is a doggo paradise! All of the Central Oregon recreation is right off your doorstep. Enjoy countless adventures in the Cascade Mountains, Deschutes River, and nearby cascade lakes & finish your day off right by soaking in the private jacuzzi. Your next adventure awaits!

Top Guest favourite
A cozy log house features a red metal roof and is surrounded by tall trees and lush greenery. The structure showcases a covered porch area and a spacious, welcoming outdoor space. Sunlight filters through the trees, enhancing the serene forest setting.
Home in Ashland
4.97 out of 5 average rating, 299 reviews

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.

Top Guest favourite
A spacious dining area features a large wooden table surrounded by six chairs. Natural light fills the room through two large glass doors that open to a deck with forest views. A bowl sits at the center of the table, adding a welcoming touch.
Home in Gold Hill
4.99 out of 5 average rating, 215 reviews

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.

Top Guest favourite
A wooden deck extends along the riverbank, framed by lush green trees. Two chairs provide seating for relaxation, while flower pots add a touch of color. The tranquil water reflects the surrounding nature, creating a serene atmosphere ideal for enjoying the outdoors.
Home in Gold Hill
4.97 out of 5 average rating, 277 reviews

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.

Top Guest favourite
Home in Roseburg
5 out of 5 average rating, 204 reviews

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!

Guest favourite
A hot tub is positioned on a private deck, with bubbles gently rising from the water. In the background, an expansive lawn leads to a view of the Pacific Ocean, complemented by clear skies and distant greenery.
Home in Gold Beach
4.95 out of 5 average rating, 263 reviews

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.

Top Guest favourite
The guest house features a striking wooden exterior, with large glass doors framed by a covered porch. Sunlight shines brightly above, casting an inviting glow. Surrounding the house, lush vineyards and rolling hills create a scenic backdrop.
Home in Roseburg
4.97 out of 5 average rating, 673 reviews

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.

Guest favourite
A cottage entrance is framed by wooden steps and surrounded by landscaped stones. Two white Adirondack chairs with striped cushions are positioned on either side of a fire pit, which features a rustic wood arrangement. Soft lighting strands add a welcoming glow.
Home in Lane County
4.94 out of 5 average rating, 130 reviews

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.

Top Guest favourite
A modern cabin exterior features large glass doors opening onto a wooden deck. A spacious living area with a sofa is visible, while surrounding trees provide a natural backdrop. Two outdoor chairs are positioned on the deck amidst a serene forest setting.
Home in Chiloquin
4.98 out of 5 average rating, 191 reviews

Modern Cabin Near Crater Lake

Modern home in the woods just 25 minutes from the entrance of south entrance of Crater Lake National Park. Located in a quiet community near the shore of Agency Lake. Watch the sunset or soak in the oversized tub while a fire crackles downstairs. This cabin is surrounded by song birds year round, with resident bald eagles and great horned owls all in this last grove of old growth Ponderosa Pines on Agency Lake.

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