Search vacation rentals in Roseburg, OR from 100+ sites!

79 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Roseburg, OR vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Roseburg, OR

Find Vacation Rentals in Downtown of Roseburg, OR

Stay in downtown Roseburg, OR to keep top attractions within walking distance. Browse our central vacation rentals and find your perfect base.

Sophisticated Bungalow,  Sparkling Clean, Walk To Downtown, Quiet Neighborhood. - Roseburg, OR
10 86 reviews

Sophisticated Bungalow, Sparkling Clean, Walk To Downtown, Quiet Neighborhood.

apartment, Roseburg
This vacation home is conveniently located in Roseburg, within a short drive of the South Umpqua River, Stewart Park, and Harvard Medical Park, offering easy access to outdoor recreation and local attractions. The property has received excellent user ratings, suggesting a comfortable and enjoyable stay.
This two-bedroom rental accommodates up to four guests, providing ample space for a family or group of friends. The house features a fully equipped kitchen, a private yard, air conditioning, and a DVD player, ensuring a comfortable and enjoyable stay.
The Dr. J. R. Chapman Home - Roseburg, OR
9.9 263 reviews

The Dr. J. R. Chapman Home

apartment, Roseburg
This charming Craftsman bungalow is located in Roseburg's Downtown Historic District, just a short walk from restaurants, pubs, shops, and the Douglas County Courthouse. This apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This three-bedroom home comfortably accommodates up to six guests. The apartment features a fully equipped kitchen, a private garden, off-street parking, and central air conditioning, making it a perfect base for exploring Roseburg and the surrounding Umpqua Valley wine region.
Hilltop View Apartment~ 2bdrm, 1bth, Full Kitchen - Roseburg, OR
9.8 259 reviews

Hilltop View Apartment~ 2bdrm, 1bth, Full Kitchen

apartment, Roseburg
Beulaire, a mid-century Roseburg guest suite, offers a private entrance and stunning Umpqua Valley views, located in downtown Roseburg within walking distance of restaurants, breweries, and shops.
This two-bedroom apartment features a fully equipped kitchen, laundry facilities, a Smart TV with streaming, high-speed Wi-Fi, off-street parking, and comfortably accommodates up to four guests.
Amazing Mid-century Modern Home-incredible Views! - Roseburg, OR
9.8 92 reviews

Amazing Mid-century Modern Home-incredible Views!

apartment, Roseburg
This Roseburg apartment sits in a wooded neighborhood, minutes from downtown and offering views of the city, Mount Nebo, and the Callahans. It's highly rated for location, cleanliness, and overall experience. This home is perfect for travelers looking for a unique and comfortable stay. The three-bedroom, two-bathroom home sleeps up to 10 guests and features a fully equipped kitchen, a Jacuzzi, a fireplace, and a private garden. Enjoy the wrap-around deck, the patio with a fire pit, kayaks for exploring the nearby N. Umpqua River, and a notebook filled with stories about the home's history.

Best Roseburg, OR vacation rentals with air conditioning

Tiny Twin House, Close To Downtown Attractions! - Roseburg, OR
9.8 92 reviews

Tiny Twin House, Close To Downtown Attractions!

cabin, Roseburg
This Roseburg home is located on a gentle hill, just a half-mile from downtown, making it easy to explore shops, restaurants, and breweries. The home has received excellent ratings for cleanliness, location, and overall user experience.
The one-bedroom home comfortably accommodates up to two guests, with a pull-out sofa for additional sleeping space. Enjoy a fully equipped kitchen, a private garden, and convenient amenities like air conditioning, internet, and parking.
Downtown Stay At The Blue Tiny Twin - Roseburg, OR
9.6 21 reviews

Downtown Stay At The Blue Tiny Twin

apartment, Roseburg
This Roseburg apartment is located just half a mile from downtown, making it easy to explore the area's restaurants, shops, and attractions like the Douglas County Museum. Guests consistently rate this rental as excellent, highlighting its comfortable and convenient amenities.
The apartment features a spacious layout perfect for families or groups of up to three guests. Amenities include a fully equipped kitchen, air conditioning, free parking, and pet-friendly accommodations.
The Bliss/100% Privacy/ac/game Room/2 Blks 2 Dt - Roseburg, OR
10 284 reviews

The Bliss/100% Privacy/ac/game Room/2 Blks 2 Dt

house, Roseburg
This studio apartment is located just two blocks from downtown Roseburg, placing you within easy walking distance of restaurants, wineries, and shops. The studio consistently receives excellent ratings for its cleanliness, location, and overall experience.
The studio offers a unique layout, combining a living space, bedroom, and kitchenette in one room, comfortably accommodating up to three guests. Enjoy amenities like a fully equipped kitchenette, a washer and dryer, a game room, and a relaxing outdoor living area complete with a fire pit.
Hawthorne Haus - Roseburg, OR
9.8 292 reviews

Hawthorne Haus

apartment, Roseburg
This 3-bedroom, 2-bathroom apartment in Roseburg offers a convenient location with excellent user, location, and cleanliness ratings.
The apartment features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, parking, and Wi-Fi. It can accommodate up to six guests and offers amenities such as a garden and parking.

Frequently Asked Questions about vacation rentals in Roseburg, OR

  • Which neighborhood in Roseburg, OR should you consider for a vacation rental?

    The best neighborhood for vacation rentals is probably near the Roseburg Downtown Historic District. It's close to restaurants, shops, and the Douglas County Museum, and you can walk to most attractions.
  • What are the best Airbnb and vacation rentals in Roseburg, OR?

    Aviation Suites: The Hangar Suite, The Bliss/amazing Rates & Atmosphere/free Parking and Hilltop Tourists 2bdrm 1bth Full Kitchen & Views are the most popular Airbnb and vacation rentals in Roseburg, OR among travelers.

  • What are the top family-friendly attractions in Roseburg, OR?

    The Wildlife Safari is a big hit with kids, and the Douglas County Museum has some interactive exhibits. If you want to get outdoors, the Stewart Park is a great place for a picnic or a playground visit.
  • What are the most popular Airbnbs in Roseburg, OR?

  • When is the best time to book a vacation rental in Roseburg, OR?

    The best time to book a vacation rental in Roseburg is during the summer, from June to August. It's the most popular time to visit, so you'll want to book ahead. The weather is nice and there are lots of events going on.
  • What are the best vacation rentals with a pool in Roseburg, OR?

  • What events or festivals should visitors check out in and around Roseburg, OR?

    The Roseburg Downtown Farmers Market is a great way to experience local produce and crafts. The Roseburg Annual Christmas Festival is a fun event for the whole family. The Umpqua Valley Wine Trail hosts several events throughout the year.
  • What are the best rentals for families and kids in Roseburg, OR?

  • What are the best budget-friendly activities in Roseburg, OR?

    You can walk or bike along the Umpqua River Trail, visit the Stewart Park, or take a picnic to the Roseburg Downtown Historic District. The Douglas County Museum has free admission on the first Saturday of each month.
  • What are the best rentals or Airbnbs with a jacuzzi in Roseburg, OR?

    The best vacation rentals or Airbnb with a jacuzzi in Roseburg, OR are Bar Run Golf House With Pool, The Loft @ Paradise Point - Enjoy The Jacuzzi and Proximity Center Of Town.

  • What are the best restaurants with local dishes in Roseburg, OR?

    The Riverfront Restaurant has great views of the Umpqua River and serves classic American dishes. The Old Town Restaurant is a local favorite, known for its burgers and sandwiches. Try a locally brewed beer at The Brew Pub.
  • What are the best walking or cycling routes in Roseburg, OR?

    The Umpqua River Trail is a great option for both walking and cycling. It runs along the Umpqua River and offers beautiful views. The Roseburg Downtown Historic District is also a pleasant area to walk around, with its historic buildings and shops.
  • Are there pet-friendly attractions in Roseburg, OR?

    The Stewart Park is a great place to take your dog for a walk. The Umpqua River Trail is also dog-friendly, but make sure to keep your dog on a leash.
  • What are the benefits of choosing a vacation rental in Roseburg, OR?

    Vacation rentals offer more space and privacy than a hotel. You can also often find rentals with kitchens, so you can cook your own meals. Some rentals are located in quieter neighborhoods, which can be a nice change of pace from a hotel.

Popular destinations

Best Vacation Rentals with Balconies in Roseburg, OR

Start your morning right with a vacation rental in Roseburg, OR featuring a private balcony and stunning views.

Cozy Roseburg Home W/ Deck + Gas Grill! - Roseburg, OR
9.4 21 reviews

Cozy Roseburg Home W/ Deck + Gas Grill!

house, Roseburg
Cozy Roseburg Home with Fire Pit and Gas Grill! is a one-bedroom, one-bathroom house conveniently located in Roseburg, just 11 miles from Wildlife Safari. It has a very good user rating and excellent cleanliness rating.
The house has a floor area of 880 square feet and can accommodate up to two guests. It features a fully equipped kitchen, air conditioning, a private patio with a fire pit and gas grill, and complimentary Wi-Fi.
Relax & Rejuvenate In 4br Home With Hot Tub & Deck, In Heart Of Roseburg - Roseburg, OR
9.8 41 reviews

Relax & Rejuvenate In 4br Home With Hot Tub & Deck, In Heart Of Roseburg

apartment, Roseburg
This Roseburg apartment is located in the city center, right on the river, within walking distance of Stewart Park and the South Umpqua River. It has received excellent user ratings, making it a popular choice for travelers. This four-bedroom, three-bathroom home provides 2380 square feet of space, comfortably accommodating up to nine guests. The apartment features a fully equipped kitchen, a private hot tub, a spacious living area with a fireplace, and a private outdoor space with a deck, patio, and pellet smoker.
Charming 4-bedroom Pearce Historic Farmhouse In Roseburg With Ac And Wifi - Roseburg, OR
10 23 reviews

Charming 4-bedroom Pearce Historic Farmhouse In Roseburg With Ac And Wifi

farm, Roseburg
This Roseburg farmhouse rental, situated in a rural area near Spangler Vineyards and Tesoaria Vineyard & Winery, offers easy access to Stewart Park, Wildlife Safari, and the Douglas County Museum of History and Natural History (driving distances vary).
The 4-bedroom, 2-bathroom farmhouse sleeps 8 guests and includes a fully equipped kitchen with a fridge, microwave, and dishwasher; Wi-Fi, a washer, and air conditioning are also provided, plus on-site fitness facilities.

Top Vacation Rentals for Families in Roseburg, OR

These kid-friendly vacation rentals in Roseburg, OR keep you close to top city attractions for a stress-free family vacation.

4 Bedroom House Across From River In Best Roseburg Area! - Roseburg, OR
10 30 reviews

4 Bedroom House Across From River In Best Roseburg Area!

apartment, Roseburg
This spacious Roseburg house rental is located in the desirable Old Melrose area, approximately 7 minutes from downtown, Mercy Hospital, and the Garden Valley shopping district.
The 1700-square-foot home features four bedrooms, two bathrooms, sleeps ten guests, and includes a private kitchenette in the master suite, high-speed internet, and in-house laundry facilities; nearby attractions include the Seven Feathers Casino and Wildlife Safari.
<Br>~keasington House, A Mid Century Gem In Hucrest.  2bdrm, 2bath - Roseburg, OR
9.8 111 reviews

<Br>~keasington House, A Mid Century Gem In Hucrest. 2bdrm, 2bath

apartment, Roseburg
Centrally located in Roseburg, this vacation home is within easy reach of Stewart Park, Harvard Medical Park, and Mercy Medical Center. It has earned excellent user ratings, making it a popular choice among travelers.
The house features 2 bedrooms, 2 bathrooms, and a fully equipped kitchen with a refrigerator, oven, stovetop, microwave, and ample cookware. It can accommodate up to 5 guests, making it ideal for families or small groups. Guests can enjoy free WiFi, a smart TV, air conditioning, and an outdoor grilling area.
Luxury Riverfront Escape- Hot Tub & Fire Pit - Roseburg, OR
9.8 25 reviews

Luxury Riverfront Escape- Hot Tub & Fire Pit

apartment, Roseburg North
This Roseburg North vacation rental is conveniently located within 6 miles of Tesoaria Vineyard & Winery and Glaser Estate Winery & Distillery, and the South and North Umpqua Rivers, perfect for wine tasting and outdoor recreation.
This two-bedroom, two-bathroom house sleeps six guests and boasts a fully equipped kitchen, in-house laundry, a jacuzzi, and a private garden; enjoy relaxing in the hot tub after a day of exploring the Umpqua Valley.
Family Home - Roseburg, OR
10 14 reviews

Family Home

apartment, Roseburg
This Roseburg vacation home offers convenient access to the South Umpqua River, Harvard Medical Park, Stewart Park (all within 3 miles), and Mercy Medical Center (under 6 miles).
This three-bedroom, two-bathroom house sleeps six guests and includes in-house laundry, essential bathroom amenities, and is situated in a quiet residential area near the Douglas County Museum of History and Natural History.

Best Roseburg, OR vacation rentals with parking

Heavenly Bungalow, Immaculate, Guest Favorite - Roseburg, OR
9.8 220 reviews

Heavenly Bungalow, Immaculate, Guest Favorite

apartment, Roseburg
Nice 1 Bedroom Upstairs Apartment - Roseburg, OR
9.7 22 reviews

Nice 1 Bedroom Upstairs Apartment

resort, Roseburg
Hipflat Studio - Stay In Comfort And Convenience - Roseburg, OR
9.7 7 reviews

Hipflat Studio - Stay In Comfort And Convenience

apartment, Roseburg
Nice Private 1 Bedroom Lower Unit Apartment - Roseburg, OR
9.7 106 reviews

Nice Private 1 Bedroom Lower Unit Apartment

apartment, Roseburg

Compare Luxury Vacation Rentals in Roseburg, OR

Discover high-end comfort in Roseburg, OR with upscale rentals that prioritize luxury and guest satisfaction.

Chic Rv Retreat, Stunning Yard In Roseburg - Roseburg, OR
8.8 23 reviews

Chic Rv Retreat, Stunning Yard In Roseburg

glamping, Roseburg

Our Favorite Pet-Friendly Vacation Rentals in Roseburg, OR

Discover dog-friendly vacation rentals in Roseburg, OR situated perfectly for city walks and nearby dog parks.

Rustic Log Cabin At Celebration Ranch - Roseburg, OR
9.5 33 reviews

Rustic Log Cabin At Celebration Ranch

farm, Roseburg
Celebration Ranch - Roseburg, OR
9.6 159 reviews

Celebration Ranch

bungalow, Roseburg
Xenia House - North Roseburg - Roseburg, OR
9.9 58 reviews

Xenia House - North Roseburg

apartment, Roseburg North
Super Comfy, Great Location & Quiet Neighborhood - Roseburg, OR
9.8 42 reviews

Super Comfy, Great Location & Quiet Neighborhood

apartment, Roseburg

Explore Vacation Rentals with a Pool in Roseburg, OR

A vacation rental with a pool in Roseburg, OR makes it easy to fit in a proper swim right in the heart of the city.

Bar Run Golf House
With Pool - Roseburg, OR
10 115 reviews

Bar Run Golf House With Pool

apartment, Melrose

Search Vacation Rentals with Jacuzzi in Roseburg, OR

These Roseburg, OR city rentals feature private hot tubs, providing the perfect sanctuary after a day of urban exploration.

Country View Retreat-3 Bd 2 Ba & Outdoor Seating - Roseburg, OR
10 7 reviews

Country View Retreat-3 Bd 2 Ba & Outdoor Seating

apartment, Green
Dreamy Hilltop View: Roseburg Retreat W/ Hot Tub! - Roseburg, OR
10 8 reviews

Dreamy Hilltop View: Roseburg Retreat W/ Hot Tub!

cottage, Roseburg North
Oregon Hilltop Retreat - Roseburg, OR
9.9 206 reviews

Oregon Hilltop Retreat

apartment, Roseburg
Dreamy Hilltop View: Roseburg Retreat W/ Hot Tub! - Roseburg, OR
10 2 reviews

Dreamy Hilltop View: Roseburg Retreat W/ Hot Tub!

house, Roseburg North
©2026 cozycozy.com