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.

Chic + Luxe ApartHotel in the pulse of the city

Effortless style and muted pastel accents offer sophistication and simplicity. Completely restored 1910 apartment building. Comfortable loft style space with every detail considered. Perfect kitchen for cooking a full meal. Smart 65" TV in the living/sleeping area ready for streaming. West Elm sofabed with Brooklinen luxury linens and towels. Public Goods bath essentials. Dining table for 2 and also a dedicated desk workspace with hi-speed wi-fi throughout. AC/Heat with a digital thermostat.

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!

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.)

Chanticleer Inn: Jardin, pet-friendly, suite-style

Spacious *pet-friendly King bed with freestanding fireplace and private entrance. Decorated with an earthy, travel motif in warm and inviting colors. Small sitting area at one end of room with a sleeper sofa and writing desk on the other. Comfortably accommodates up to (3) guests. Discounts on OSF tickets and Mt. Ashland ski passes. * Additional pet fee applies, collected at time of check in. $30/day for up to (2) dogs * Additional $30 third person fee taken upon check-in

The Peerless Hotel| Signature Room 1| Artist Abode

Welcome to Signature Room 1, the perfect getaway for two! With a plush queen size bed, luxurious walk-in dual head shower, and beautiful hand painted mural, this space was made for ultimate relaxation. With its separate vanity, share the space with ease as you get ready to explore the bustling Rogue Valley. The high ceilings, original brickwork, and thoughtful furnishings complete this romantic and elegant space. This room is located on the main floor and is ADA accessible.

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!

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.