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Roseburg, OR vacation rentals
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Best Vacation rentals and Airbnb offers in Roseburg, OR

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.

Peaceful Paradise - Roseburg, OR
9.7 359 reviews
Roseburg, OR
10/12 – 10/16
$124/nighttotal: $496 (4 )

Peaceful Paradise

1 2
apartment , Roseburg
This comfortable two-bedroom apartment is conveniently located just off the 5 freeway, less than two miles from Roseburg, making it an ideal base for exploring the Umpqua River and Crater Lake National Park. Guests consistently rate it excellent for location, cleanliness, and overall experience.
The apartment is perfect for families or groups of up to four, with a fully equipped kitchen and a private garden. Amenities include air conditioning, free internet, and a private parking space, ensuring a relaxing and convenient stay.
Oregon Hilltop Retreat - Roseburg, OR
9.9 201 reviews
Roseburg, OR
10/12 – 10/16
$514/nighttotal: $2056 (4 )

Oregon Hilltop Retreat

5 2
apartment , Roseburg
This 5-bedroom home is located just 10 minutes outside of Roseburg in a secluded wooded setting. It offers stunning views and easy access to the Umpqua Valley, making it perfect for a relaxing getaway. Guests have consistently rated this rental as excellent for its cleanliness, location, and overall experience.
The 4,000 square foot home comfortably accommodates up to 10 guests and includes a gourmet kitchen, jacuzzi, terrace, garden, spa, tennis court, and parking. Enjoy the peace and tranquility of the location while exploring the nearby Umpqua Valley attractions, including wineries, the Umpqua River, and Crater Lake National Park.
Luxury Riverfront Escape- Hot Tub & Fire Pit - Roseburg, OR
9.8 22 reviews
Roseburg, OR
10/12 – 10/16
$423/nighttotal: $1692 (4 )

Luxury Riverfront Escape- Hot Tub & Fire Pit

2 2
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.
Modern Bliss: Chic Retreat W/ Stylish Amenities, Ideal For Vacation & Family Fun - Roseburg, OR
9.8 39 reviews
Roseburg, OR
10/12 – 10/16
$323/nighttotal: $1292 (4 )

Modern Bliss: Chic Retreat W/ Stylish Amenities, Ideal For Vacation & Family Fun

3 2
apartment , Roseburg
This Roseburg vacation home, perfect for families, is conveniently located near Harvard Medical Park and Stewart Park, less than a mile away, with the South Umpqua River a short drive.
This 1,160-square-foot house features three bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, spa, fitness center, fenced yard, and free Wi-Fi.

Best Roseburg, OR vacation rentals with parking

Cozy Roseburg Home W/ Fire Pit + Gas Grill! - Roseburg, OR
9.6 20 reviews
Roseburg, OR
10/12 – 10/16
$159/nighttotal: $636 (4 )

Cozy Roseburg Home W/ Fire Pit + Gas Grill!

1 2
apartment , Roseburg
This Roseburg vacation home offers convenient proximity to the South Umpqua River, Happy Tails Dog Park, and Harvard Medical Park, all within 3 miles.
The 880-square-foot house features two bedrooms, one bathroom, sleeps two guests, and includes a fully equipped kitchen, patio, and access to barbecue grills.
Sophisticated Bungalow,  Sparkling Clean, Walk To Downtown, Quiet Neighborhood. - Roseburg, OR
10 143 reviews
Roseburg, OR
10/12 – 10/16
$145/nighttotal: $580 (4 )

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

2 2
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.
<Br>~keasington House, A Mid Century Gem In Hucrest.  2bdrm, 2bath - Roseburg, OR
9.8 96 reviews
Roseburg, OR
10/12 – 10/16
$162/nighttotal: $648 (4 )

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

2 2
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.
Cozy Roseburg Home W/ Deck + Gas Grill! - Roseburg, OR
9.4 21 reviews
Roseburg, OR
10/12 – 10/16
$157/nighttotal: $628 (4 )

Cozy Roseburg Home W/ Deck + Gas Grill!

1 2
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.

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.

Destinations nearby

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.

Singing Waters At N. Umpqua - Roseburg, OR
10 9 reviews
Roseburg, OR
10/12 – 10/16
$562/nighttotal: $2248 (4 )

Singing Waters At N. Umpqua

3 2
apartment , Roseburg North
This beachfront Roseburg North vacation home offers direct beach access and is conveniently located 2.5 miles from Winchester Dam, and 6 miles from both the North Umpqua River and Mercy Medical Center.
This 1500-square-foot property features three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, laundry facilities, a balcony, and barbecue grills.

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.

Super Comfy, Great Location & Quiet Neighborhood - Roseburg, OR
9.8 36 reviews
Roseburg, OR
10/12 – 10/16
$288/nighttotal: $1152 (4 )

Super Comfy, Great Location & Quiet Neighborhood

1 2
apartment , Roseburg
This home is located in a quiet residential area of Roseburg, within a mile of charming shops, wineries, breweries, and restaurants. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
This spacious home can comfortably accommodate up to 6 guests. It features a fully equipped kitchen, comfortable living spaces, a relaxing backyard, and a covered patio for enjoying the outdoors.
Safari Inspired 1 Bed 1 Bath - Roseburg, OR
9.8 10 reviews
Roseburg, OR
10/12 – 10/16
$102/nighttotal: $408 (4 )

Safari Inspired 1 Bed 1 Bath

1 2
apartment , Roseburg
This Roseburg apartment rental, located in a safe downtown area, is within walking distance of Roseburg's restaurants and shops.
The one-bedroom, one-bathroom unit sleeps two guests and features a safari-themed décor, a fully equipped kitchen, in-unit laundry, free covered parking, and complimentary Wi-Fi.
Downtown Stay At The Red Tiny Twin! - Roseburg, OR
9.8 24 reviews
Roseburg, OR
10/12 – 10/16
$131/nighttotal: $524 (4 )

Downtown Stay At The Red Tiny Twin!

1 2
apartment , Roseburg
This Roseburg apartment is conveniently located near Spangler Vineyards and Tesoaria Vineyard & Winery, offering easy access to wine tasting and tours.
The 500-square-foot apartment features a vaulted ceiling, a pull-out sofa for a child, and a pack n play for infants, making it ideal for families traveling with young children.
Serene Escape Studio (With W/d, A/c, Kitchen) - Roseburg, OR
9.9 147 reviews
Roseburg, OR
10/12 – 10/16
$145/nighttotal: $580 (4 )

Serene Escape Studio (With W/d, A/c, Kitchen)

1 2
apartment , Roseburg
This studio apartment is conveniently located in central Roseburg, close to both the city's amenities and popular day trip destinations like the Oregon coast, waterfalls, and Crater Lake National Park. The studio has received excellent ratings for cleanliness, location, and overall user experience.
This charming rental is perfect for families or groups of up to four guests. The studio has a fully equipped kitchen, a private balcony, a washer and dryer, and access to a shared backyard with a seasonal pool.
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