Hotel vacation rentals in Southern Oregon

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Top-rated hotel rentals in Southern Oregon

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Guest favorite

A spacious guest room features exposed brick walls and a large window with blue curtains. A plush king bed with decorative pillows is complemented by bedside tables and stylish lamps. A seating area with a wooden chair adds comfort and warmth to the space.

Hotel room in Jacksonville

5 out of 5 average rating, 31 reviews

Jacksonville Inn RM #1 | King Suite w/ Lux Tub

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the "most romantic" hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king bed suite offers a luxurious copper soaking tub, walk-in shower, smart TV, and Nespresso coffee. Walk to Britt Festival.

Guest favorite

A spacious outdoor deck features comfortable seating arrangements made of wicker. Colorful cushions adorn the sofas, complemented by potted plants and a small table at the center. Lush greenery surrounds the area, providing a serene backdrop against a clear blue sky.

Hotel room in Gold Beach

4.96 out of 5 average rating, 121 reviews

Coastal King Room at Endicott Gardens 21 & Over

Welcome to Endicott Gardens Bed & Breakfast, Spa and Tea House! We are a smoke free, pet free, 21 and over venue where you can get away from it all and relax! You can also add on our organic, innovative farm to table breakfast to your stay (breakfast is additional). All rooms have private ensuite bathrooms and your own heat and air! This room features a King Bed, with private bath and tub/shower combo! We are located 7 minutes from the ocean and right across the street from the river!

Guest favorite

A large, vintage sign displaying the word 'Ranch' in bold yellow letters is set against a twilight sky. The sign is flanked by simple landscaping with low flowers illuminated by ground-level lights, providing a welcoming entrance to the property.

Hotel room in Oakland

4.92 out of 5 average rating, 38 reviews

Retro A-frame Motel-Roadside Americana!

Welcome to The Ranch Motel! We invite you to celebrate the classic roadside motel and rest your head in an A frame. We are an independent, boutique motel with a mid-century vibe, friendly service, and clean and comfortable rooms for a great price. We offer an inviting retreat off the interstate and hope to elevate the motel experience and create a lifelong guest. The property’s unique A-frame structures are highly visible and have been beckoning travelers from the road since the 1960’s.

Guest favorite

An open-air theater is depicted, showcasing a stage adorned with intricate scenery. Rows of audience seating are filled with guests watching a performance, surrounded by lush trees. The building reflects a traditional architectural style, with detailed wooden beams and a close-knit, inviting atmosphere.

Hotel room in Ashland

4.93 out of 5 average rating, 15 reviews

Chanticleer Inn: Pertelote, pet-friendly

'Pertelote' is a garden-level, *pet-friendly room with a separate access onto patio and garden area. Decorated with eclectic charm, the room features a queen bed, hardwood floor, antique desk, bathroom with shower/tub, smart TV, small refrigerator and other amenities. Guests receive 20% discounts on all OSF tickets in the B and C sections, and 30% off discounts on Mt. Ashland daily ski lift passes. * Additional pet fee applies, collected at time of check in. $30/day for up to (2) dogs

Guest favorite

A kitchenette showcases a sleek sink beneath a wooden shelf displaying various dishware. A coffee maker and a decorative basket sit on the countertop, with a striking patterned backsplash enhancing the space. Natural light filters through the window, complemented by green plants.

Hotel room in Ashland

5 out of 5 average rating, 20 reviews

Grand Luxe Suite with Jetted Tub

Our King Suite featuring large jetted tub to relax and unwind. WE ARE STEPS TO ALL ASHLAND HAS TO OFFER. STAY AND PLAY AT SWANK HOUSE SUITES. 🔹 1 block to grocery store 🔹 2 blocks to Ashland Escape Room 🔹 3 blocks to start exploring all the downtown restaurants 🔹 4 blocks to Growler Guys 🔹 6 blocks to Ashland's Plaza Center 🔹 7 minute walk to Chozu Bath & Tea Gardens 🔹 BIKE & HIKE (ride from your front door to the trails) 🔹 Plush KING bed, coffee, & attention to every detail

Superhost

A spacious hallway features wide wooden flooring with a mix of light and dark tones. The light-colored walls create a warm environment. Stairs lead to an exit at the end, where natural light enters the space, highlighting the various wood patterns.

Hotel room in Yachats

4.75 out of 5 average rating, 719 reviews

Pedal Out - Blue

This is one of 5 hostel-style rooms located within an eclectic complex of boutique lodging at The Drift Inn, Yachats, Oregon. Sorry, no pets. This tiny room offers a step up from "bare essentials." It includes a flat-screen TV, storage for luggage under the bed, and a small fold-down table with chair for seating. The bed dominates the majority of the room, so be aware when booking. It’s is a very tiny private bedroom. (Shared restrooms, showers, and kitchenette are across the hall.)

Superhost

A wall-mounted shelf displays a welcoming booklet for the Bell-Air Motel. A trailing plant adds a touch of greenery, while two black hooks are positioned below. An electrical outlet is visible, providing convenient access for guests.

Hotel room in Redmond

4.8 out of 5 average rating, 25 reviews

Bell Air Motel | Cottagecore Room

Perfectly located & appropriately priced. Our Cottagecore Rm is perfect for explorers seeking beauty & adventure in Central Oregon. Our 1940s roadside motel is undergoing a facelift. The Cottagecore Rm is our 2nd available to vacationers in decades. This room has a RELAXINGVIBE. 10 miles south to Bend, 10 min. north to Redmond, 15 min. to Smith Rock, 20 min. to Sisters, a western town, 45 min. to Mt Bachelor world-class 6th largest ski resort in North America- KOWABUNGA!!!

Guest favorite

A modern bathroom sink is featured with a sleek, metallic faucet and a clean, white basin. Textured grey stone countertops provide a stylish contrast. Wall-mounted dispensers for toiletries are visible above, enhancing the convenience of the space.

Hotel room in Medford

4.87 out of 5 average rating, 52 reviews

City Center Motel - Queen Room

City Center Motel, your go-to for modern comfort and convenience. Family-owned with a personal touch, our rooms are designed to make your stay easy and relaxing. Enjoy amenities like air conditioning, a refrigerator, microwave, K-cup coffee maker, hair dryer, iron and board, and free Wi-Fi. Whether you’re here for work or leisure, our dedicated team is committed to providing excellent service and ensuring a memorable stay. Experience comfort and care, all in one place.

Guest favorite

Two large flat-screen televisions are mounted on a rustic wooden wall. One screen displays a sports event featuring football players in action, while the other shows an aerial view of a football stadium. Natural light filters through adjacent windows, highlighting the warm tones of the wood.

Hotel room in Sisters

4.96 out of 5 average rating, 133 reviews

Ski Inn Taphouse Hotel, Downtown Sisters- Room 104

Enjoy our brand-new, 6 unit, boutique hotel located in the heart of downtown Sisters, Oregon. This listing is for Room 104 featuring a king bed, seating area, private bathroom, and access to the shared, wrap-around patio with breathtaking views of the Three Sisters mountain peaks. You'll experience a private, unique setting upstairs while having the option to eat and drink as a local downstairs at the Ski Inn Taphouse.

Superhost

The river flows gently through a rocky landscape adorned with vibrant greenery. Trees line the riverbanks, creating a natural setting. Sunlight filters through the foliage, illuminating the water and highlighting the varying textures of the rocks and plants.

Hotel room in Douglas County

4.66 out of 5 average rating, 29 reviews

Beautiful room overlooking the river

Relax in rustic luxury in one of our eight River View Cabins. All rooms feature a king size bed and a private bathroom with a shower. The gas stove will keep you warm in the winter and the breeze off the river will keep you cool in the summer. And did we mention the view? Relax with a glass of wine on the deck and watch the river flow by below you. Imagine being lulled to sleep by the sounds of the North Umpqua!

Superhost

A rustic outdoor seating area features colorful chairs and a wooden bench under a covered structure. Potted plants are placed thoughtfully around the space, while a patterned rug adds warmth. Strings of lights enhance the inviting atmosphere, making it ideal for relaxation.

Hotel room in Bandon

4.83 out of 5 average rating, 144 reviews

B. Dune: Feel RELAXED in this king-bed room!

Welcome to the B-Side Motel & RV Park located in gorgeous Bandon on the famous Oregon Coast! Come enjoy year-round fishing, hiking, beach-combing, golf or simply relaxation in one of Oregon’s most beautiful gems. Your private room includes a King bed with plush linens, private bathroom with shower and access to on-site facilities such as free wi-fi, clean bathrooms, shared outdoor spaces, and a coin-op laundry.

Top guest favorite

A grand bathroom features a freestanding tub beside a window, allowing natural light to enhance the space. A vintage-style pedestal sink is complemented by a round mirror. Fresh towels are neatly arranged on a wall-mounted rack, with additional linens stored on a rolling cart.

Hotel room in Bend

4.95 out of 5 average rating, 1,211 reviews

Tudor Inn Crown Ste - Downtown Bend

Our beautiful Crown Suite is a sight to be seen! It boasts a King Bed, large living area, and a grand bathroom fit for royalty. The Tudor Inn is ideally located on a quiet, tree lined street, just one block from all that downtown Bend has to offer. Please keep in mind that this is a royally old building and sound travels fluidly throughout the house -- you may hear your neighbors coming and going.