Vacation rentals with outdoor seating in Roseburg

A bright living area features a plush leather sofa paired with two accent chairs. A cozy fireplace is set into a brick surround, and a large Smart TV is mounted on the wall. Decorative artwork and greenery add a welcoming touch to the room.

4.95 out of 5 average rating, 117 reviews

Mid-Century Retreat: Discover Modern Serenity

Discover a cozy retreat designed for those who love style, comfort, and the warmth of home. Welcome to The Berd Haus, a mid-century modern escape in Roseburg’s tranquil West Harvard neighborhood. Whether you’re sipping wine on the patio, unwinding in a plush bed, or savoring morning coffee in a sunlit living room, every detail is crafted for relaxation and connection. Just minutes from wineries, outdoor adventures, and the best of Southern Oregon, this stylish home is your perfect getaway.

The exterior of a charming bungalow is presented, featuring a tan facade with a sloped roof. Colorful shrubs and trees in shades of red and green enhance the yard, while a stone pathway leads to a welcoming entrance. A black awning shades a window, completing the inviting look.

4.9 out of 5 average rating, 182 reviews

Heavenly Bungalow, Immaculate, Guest Favorite

You will sleep well knowing that ALL linens are washed and entire home is cleaned thoroughly after each guest. This 2 queen bedroom vacation home is Ideally located off of I-5, a short distance to historic downtown Roseburg. This recently updated bungalow is charming and artfully decorated. Whether you are visiting Roseburg, Umpqua Valley wine country, Crater Lake, the Oregon Coast, or just passing through on I-5. We provide all the amenities you need to feel as if you are home away from home.

5 out of 5 average rating, 101 reviews

A cozy bedroom features a spacious bed adorned with a quilted cover and decorative pillows. A wooden tray with two mugs, a plate with snacks, and a small vase of flowers rests on the bed. Light streams in through two windows, highlighting the calming decor.

Cottage in Tenmile

The Cottages at Porter Hill (Green)-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 green fields 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.

4.94 out of 5 average rating, 325 reviews

A serene outdoor area features a view of the North Umpqua River, framed by lush trees and hillside. Seating arrangements include several chairs and a shaded patio umbrella. Flower pots filled with vibrant blooms add color to the space, while a fire pit invites cozy gatherings.

Home in Roseburg North

Bailey River House

Spacious 3 BR 2 bath. The primary bedroom has a king bed. The other 2 rooms have queen beds. The extra bonus room has 2 cots, full sofa sleeper and a Queen platform bed. The home is fully stocked with EVERYTHING you need. NO PETS and NO SMOKING inside the home, especially Marijuana. There will be a $100 -$200 fee if this rule is broken. PARTIES & EVENTS are not allowed until further notice. Airbnb has a global ban of no more than 16 people allowed on the property. Outside cameras in use.

4.99 out of 5 average rating, 147 reviews

A serene aerial view captures the Main Umpqua River bordered by lush greenery and expansive fields. Nearby vineyards and farms stretch across the landscape, conveying a sense of tranquility in the heart of wine country.

Guest suite in Roseburg

Riverfront Hideaway - Hot Tub - Private Entrance

Kick back and relax in this calm, stylish space. While located in the heart of wine country with river views and river access only a few short steps away, it's still just a quick 10-minute jaunt into town. Fishing, agriculture, local activities, and wildlife surround our peaceful hideaway. We fell in love with this place! Come immerse yourself in its natural serenity. The unit is on 12+ acres and attached to the main house. It's been recently remodeled. Seasonal water sports available.

The classic mid-century home is positioned atop a slight hill, offering expansive views of downtown Roseburg and surrounding landscapes. The exterior features a flat roof and a mix of stone and wood finishes. A deck extends from the entrance, framed by lush greenery.

4.91 out of 5 average rating, 222 reviews

A Mid Century Getaway in Roseburg Hills

Classic mid century home sitting above downtown Roseburg with 3 bedrooms and 2.5 baths. Home has beautiful views of the city from each of its five decks. Home is fully furnished with everything you'll need to relax, or work with a private office space and high speed WiFi. Walking distance to shopping and dining. Use as your base to explore Southern Oregon with trips to the Oregon Coast, Wildlife Safari, or hiking/fishing/rafting in the Umpqua National Forest. Dogs welcome with a fee.

4.94 out of 5 average rating, 109 reviews

A cozy bedroom features a queen bed with an olive-green quilt and terracotta pillows. A decorative wall piece showcasing wine imagery hangs above the bed. Soft lighting is provided by wall sconces, and a wooden barn door leading to a closet adds rustic charm to the space.

Guest suite in Sutherlin

Sutherlin Retreat with a View & Wildlife w/brkfast

Experience wine country by touring our Douglas County vineyards. Come back and stay in our comfortable 1-bdrm w/queen bed, 1-bath apartment; a full-size hideabed; complete kitchen; living room w/big screen TV and sofa. With advance notice, we'll bring in a PacNPlay, if needed. Enjoy a dip in the pool from June thru Sept. Some breakfast materials will be in the fridge to prepare at your leisure during your stay. Free wine tasting for 2 at Reustle Winery Mon-Sat with stay.

4.99 out of 5 average rating, 253 reviews

An enclosed outdoor living area is furnished with a cozy seating arrangement, featuring a bright orange and yellow color scheme. A large umbrella provides shade, and various plants add natural beauty. Stone pathways lead throughout the space, creating a welcoming atmosphere for relaxation.

Guesthouse in Roseburg

The Bliss/amazing rates/walk to DT/food/wine/shops

Welcome to the Bliss! Crisp, clean, & ready for your arrival! Thoughtfully curated with high-end linnens & amenities, ensuring you feel pampered from the moment you arrive. Tucked behind our main residence, this private sanctuary provides a peaceful escape while keeping you close (2 blks down)to the vibrant energy of local restaurants, wineries, boutique shops, & the lively Sat farmers market. 9am-1pm hotsprings, falls, (1 hr)Crater lake (90 min)Wildlife safari (10 min)

4.96 out of 5 average rating, 160 reviews

A travel trailer is parked near an outdoor area, framed by trees. The space features artificial grass, a wooden deck, and a small fountain. A bistro set with an umbrella provides shade, while bicycles are visible in the background, enhancing outdoor accessibility.

Camper/RV in Roseburg

West Roseburg Hideaway

Our happy little camper is nestled in the Umpqua Valley surrounded by mountains, hiking trails, & waterfalls galore! Roseburg has many wineries & breweries to explore as well as coffee shops & great restauraunt options to choose from. We are located in a great neighboorhood with lots of walking & biking. There is a comfy queen bed, a full bathroom, kitchen, refrigerator & microwave to help you feel at home as well as a designated easily accessible parking space.

4.93 out of 5 average rating, 205 reviews

A wooden dock extends into the calm waters of the river, surrounded by greenery. Colorful kayaks are lined up along the edge, and a paddle rests on the dock. The tranquil scene is complemented by reflections of trees and the sky in the water.

Guesthouse in Roseburg

Riverfront Flower Farm Retreat

Welcome to Rustic River Farms! Situated on 5.5 acres in wine country along the Umpqua River, our riverfront guest house offers a quaint, quarky space to unwind. During summer months you can take in the views of lavender and seasonal flowers in our field. We are also in the heart of some awesome fish runs. A perfect base camp for the fisherman or couples looking for a quiet retreat, which can also accommodate 1 adult or 2 children on the sleeper sofa.

A studio space is displayed, featuring wooden beams and a combination of natural light from multiple windows. A spacious bed is positioned near a seating area with a sofa and coffee table. The decor includes neutral tones and a rug, creating a warm atmosphere.

4.99 out of 5 average rating, 143 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!

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House rentals with outdoor seating

A single-story cottage is set against a backdrop of tall trees and vibrant greenery. The front yard features well-maintained shrubs and a gravel pathway leading to the entrance. A covered carport is visible alongside the house, contributing to the property's charm.

4.92 out of 5 average rating, 61 reviews

Sequoia Cottage

KrystalRating, 5 stars1 week ago

Wow so amazing our stay🌸we were in town for our son’s wedding! We had a lot to help with prior to the wedding and coming back to the house was such a peaceful rest for us☺️🌸 the evening coffee outside in the private little oasis of peace was so much appreciated. From the comfy bed with clean soft linens, to all of the extras sprinkled throughout the house was amazing! So comfortable, we felt pampered, we took morning walks ea day thru the Neighbor-hood, it also was very lovely! Thank you Kathryn so very much for this stay in your lovely home, we will try and rent every time we are back in town to visit our family. God bless you and thank you again🥹

Superhost

A charming house is framed by lush greenery, featuring a vibrant exterior with red accents and a welcoming entrance. A carport is visible, providing shelter for vehicles. The expansive driveway leads to the home, set against a clear blue sky.

4.79 out of 5 average rating, 29 reviews

Tropical Creekside 3 br Bungalow style home

MikeRating, 5 stars1 week ago

The beds were very comfortable. Enjoyed the privacy of the backyard. Well stocked kitchen, TP, coffee, Scott towels etc We would definitely stay again.

The serene North Umpqua River is depicted, reflecting clear blue skies and lush greenery along its banks. Calm waters are framed by rocky outcrops and distant hills, offering a peaceful view of nature's beauty, ideal for wildlife observations and recreational activities.

4.92 out of 5 average rating, 152 reviews

Riverhaus on the Umpqua

LarissaRating, 5 stars3 days ago

We loved staying here! The place was beautiful, we felt very comfortable and it was absolutely amazing! Barbara was an incredible host, very friendly and so helpful! Give us tons of great recommendations and was so kind. We definitely recommend staying here!

5 out of 5 average rating, 82 reviews

A cozy living area features a leather couch, a lounge chair, and a barrel chair arranged around a wooden coffee table. A large window provides views of the outdoors, while a patterned area rug lies on the warm-toned floor, enhancing the tranquil ambiance.

Home in Myrtle Creek

Highlands and Horses Ranch

TaylorRating, 5 stars4 days ago

Everything you could ask for and more! Horses come up to greet you when you pull in and you can even see them through the living room window right up by the fence :) Toni thought of everything. Beautifully updated and so peaceful. Can’t recommend enough

A spacious deck is furnished with a modern sofa and a coffee table, providing a comfortable area for outdoor relaxation. The view captures rolling hills and a wide expanse of sky, framed by trees, enhancing the natural surroundings of the serene retreat.

4.92 out of 5 average rating, 61 reviews

The Lookout PNW Roseburg Retreat

LauraRating, 5 stars2 days ago

The property looks newly remodeled. Far exceeded my expectations. Sat on the back porch and saw 3 bucks walk by. Beautiful views from the backyard. Would definitely stay again.

A cozy living room features warm wooden walls and floors, complemented by a plush brown couch adorned with colorful throw pillows and a soft blanket. French doors lead outside, while a record player and decorative items add character to the inviting space.

5 out of 5 average rating, 20 reviews

Rewild Your Soul at The Rose Wolf River Retreat

JamesRating, 5 stars1 week ago

5 stars – A peaceful retreat in nature! We absolutely loved our stay at this beautiful home! The river in the backyard is stunning—so peaceful and relaxing. Surrounded by nature, it truly felt like a getaway from the hustle and bustle. The house itself was clean, cozy, and had everything we needed for a comfortable stay. Paulina was a wonderful host—super responsive, kind, and made sure we had everything we needed. She checked in to make sure we were comfortable, which we really appreciated. If you’re considering booking this home—do it! You won’t regret it. It’s perfect for families, and we made memories here that we’ll always treasure!

4.92 out of 5 average rating, 200 reviews

A cozy living area features upholstered seating with accent pillows, complemented by a rustic wooden dining table and chairs. Natural light enters through glass doors and a window adorned with soft curtains. Decorative greenery adorns the ceiling, adding a touch of nature.

Home in Myrtle Creek

Myrtle Creek Guest House

DeAnnRating, 5 stars3 weeks ago

This place was so beautiful and relaxing. Very private, overlooking the mountains. Hosts were friendly and attentive. Will rebook when in the area for sure

Refinished hardwood floors are featured prominently, showcasing a unique inlaid design. A cozy seating area includes two chairs, one patterned and one upholstered, positioned near a stone fireplace surrounded by a wooden mantel. Soft natural light enhances the inviting space.

4.96 out of 5 average rating, 53 reviews

HawksNest

BretRating, 5 stars5 days ago

this is a great little home, well groomed simple outside spaces in a quiet place. the beds were great and we hadn't slept that sound for some time. Stacey was away on vacation but still was able to respond within minutes. the checking was flexible and the house was crispy clean. this place is worth the stay even if you lived in town.

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Apartment rentals with outdoor seating

4.93 out of 5 average rating, 228 reviews

The living area features a spacious seating arrangement with a plush gray sectional sofa and a cozy area rug. A well-equipped kitchen is visible in the background, complemented by decorative lighting. An inset photo captures a nighttime view of the city, highlighting twinkling lights.

Apartment in Roseburg

Hilltop Tourists! 2Bdrm 1Bth Full Kitchen & Views

IrideRating, 5 stars4 months ago

We were very pleased with April's Airbnb! We only stayed a few days but felt very comfortable and whenever we had a question, she responded quickly. Roseburg and Oregon in general is very beautiful and we had a wonderful view from the deck area!

4.96 out of 5 average rating, 100 reviews

The spacious studio layout features a modern design with a cozy seating area, a large television, and a dining space with multiple white chairs. A stone accent wall adds character, while natural light enters through the windows, illuminating the soft carpeting.

Apartment in Roseburg

Serene Escape Studio (with w/d, a/c, kitchen)

JoyRating, 5 stars2 weeks ago

This was a wonderful place to stay and would highly recommend it. The hosts went above and beyond to make sure everything was perfect.

A spacious living area is furnished with two large couches adorned with tropical-patterned cushions. A dark coffee table sits in the center on a textured area rug, with hardwood floors adding warmth to the space. Open access to the kitchen and dining area is visible in the background.

Apartment in Sutherlin

4.84 out of 5 average rating, 19 reviews

Lost World Lodge - Jurassic Park

JohannaRating, 5 stars2 months ago

comfortable, nice atmosphere and unique experience.