Holiday rentals with a patio in Roseburg

Cinder Cottage ~ No Cleaning Fee

Cinder Cottage is a cozy and clean 2 bedroom home that's been recently updated and is pet & family friendly. Located on a quiet corner in the heart of historic Riddle OR just a block from the high school and walking distance to the small downtown. A few miles from the I-5 corridor it's a great place to stop for a break from driving. We're just minutes away from Seven Feathers Casino in Canyonville. Whether you're traveling, exploring or visiting friends or family come relax at Cinder Cottage.

Guest Cottage in Umpqua Valley Wine Country

Tour Umpqua Valley wine country, play a round at Bar Run Golf Course, or venture a bit further to explore the North Umpqua Trail or Crater Lake. Return from an adventure-filled day to relax at this cozy guest cottage located on the site of the Historic Cleveland Schoolhouse. Unwind on the patio and enjoy sunset over the Callahan Mountains. Cottage is nestled at the back of a quiet 1 Acre plot. Queen sized bed sleeps 2, and there is a Full size Futon available for up to 2 additional guests.

The Cottages at Porter Hill (Blue)-Near Roseburg

Welcome to The Cottages at Porter Hill, nestled in the heart of Umpqua Valley Wine Country. A perfect retreat for two! This cozy 1 bedroom cottage is inspired by the blue skies of central Italy & simple country living. We invite you to slow down, relax and experience our little slice of heaven! Conveniently located on Highway 42 with easy access to Winston, the Wildlife Safari and Roseburg (10 - 15 minutes) to the east and the Oregon coast-Coos Bay and Bandon (just 1.5 hours) to the west.

Sequoia Cottage

Sequoia Cottage - You will step back in time in this updated 1950's cottage that is centrally located. The home is fully appointed for your convenience. The cottage sits on a large lot with a big backyard shaded by a century old Sequoia tree. It includes a covered patio, BBQ, patio table with comfy chairs. The neighborhood is peaceful and quiet, perfect for walking. For those with RV's or trailers, it has a double wide 44 foot long driveway and single car garage. Please NO SMOKERS.

The Lookout •Complimentary Farm Breakfast

Part of the original homestead, The Lookout is in the fully remodeled Main Lodge Triplex. Nestled into the hillside, with sounds from the nearby creek, it's in the heart of an off grid working farm. This apartment features one bedroom, one bathroom, and a fully stocked kitchen. We also include our famous, you-cook breakfast with sausage and eggs produced here at the farm! The main living space has a futon that can fold down into a second bed, so this apartment comfortably sleeps 4.

Chic RV Retreat, Stunning Yard in Roseburg

Welcome to the Roseburg Relax Inn, a modern retreat nestled in a serene backyard oasis. Our sleek 2024 RV offers a perfect blend of contemporary comfort and outdoor charm, ideal for families, couples, or solo adventurers. With stylish interiors, a lush outdoor space, and all the modern amenities you need, this is more than just a stay—it’s a tranquil escape waiting for you. If you're craving a getaway that combines luxury with nature, Roseburg Relax Inn is the perfect choice.

Super comfy, great location & quiet neighborhood

Forget your worries in this spacious and serene space. You can curl up on the super comfortable couches and stream movies, or go outside on the covered back patio and enjoy the beautifully landscaped backyard with a good book. Just a short walk away, 1 mile, are all kinds of quaint little shops, wine tasting, breweries and numerous amazing restaurants. When you come back you can make something to eat in the well stocked, spacious kitchen, with all new appliances.

The Chadwick

Welcome to The Chadwick! This charming 1915 craftsman style home features a private queen size bedroom, private living room, kitchenette and private bathroom in the heart of Historic Downtown Roseburg. Just a few minutes off of the I5 freeway and highway 138 you are perfectly located for a quick rest stop or an extended stay in the stunning Umpqua Valley. Enjoy a complimentary tasting at Trella Vineyards, just 2 blocks from The Chadwick, on your host!

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!