Hotel holiday rentals in Southern Oregon

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.

Peach Street Inn | Suite 2 | Sleeps 4

Welcome to Suite 2 at the Peach Street Inn, your perfect retreat just blocks from downtown Medford. Our largest suite is designed for comfort & style, featuring a plush king bed & full-size pull-out couch to accommodate up to 4 people. This spacious suite boasts an open-concept kitchen, living room, and dining area, making it ideal for both relaxation & entertaining. The kitchen is well equipped with modern amenities, & the living room is a cozy space with comfortable seating & a new SMART TV

Lakeside Studio w/ Fishing, boat ramp, dock, kayak

Book the Marina Room @ The Florentine Waterfront Hotel — a charming studio less than 10 mins from Old Town Florence. You'll enjoy breathtaking sunrises and beautiful starry nights on the Oregon Coast! This newly renovated studio features 1 queen bed, sitting area with couch, a kitchenette, and curated accents w/ custom built furniture for a truly one of a kind experience! This historic property features a private boat launch & dock with some of the best kayaking, birdwatching, & fishing!

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

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.)

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.

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.

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.

Monet Studio

Enjoy a stylish experience at this centrally-located place. It is located close to downtown and the University 4 minute drive. Restaurants, Bars, and locally grown food market are one block distance. It has a very comfortable Tempurpedic queen bed. Enjoy our Netflix and MAX. Across the street, in Amazon park, there are a walking trail, a dog park, a swimming recreation facility, and YMCA (gym-pool).