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Holiday Rentals in Roseburg

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29 rentals in Roseburg.
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Country Living, City Conveniences In The Rural Heart Of The Land Of The Umpqua, holiday rental in Roseburg
Country Living, City Conveniences In The Rural Heart Of The Land Of The Umpqua, holiday rental in Roseburg
Country Living, City Conveniences In The Rural Heart Of The Land Of The Umpqua, holiday rental in Roseburg

Country Living, City Conveniences In The Rural Heart Of The Land Of The Umpqua

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sophisticated Bungalow,  Sparkling clean!, holiday rental in Roseburg
Sophisticated Bungalow,  Sparkling clean!, holiday rental in Roseburg
Sophisticated Bungalow,  Sparkling clean!, holiday rental in Roseburg

Sophisticated Bungalow, Sparkling clean!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Riverfront Log Cabin in Roseburg’s Wine Country, holiday rental in Roseburg
Riverfront Log Cabin in Roseburg’s Wine Country, holiday rental in Roseburg
Riverfront Log Cabin in Roseburg’s Wine Country, holiday rental in Roseburg

Riverfront Log Cabin in Roseburg’s Wine Country

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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OREGON HILLTOP RETREAT, holiday rental in Roseburg
OREGON HILLTOP RETREAT, holiday rental in Roseburg
OREGON HILLTOP RETREAT, holiday rental in Roseburg

OREGON HILLTOP RETREAT

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Luxury, Full Service Bed and Breakfast - you are the only guest in our home!, holiday rental in Roseburg
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!, holiday rental in Roseburg
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!, holiday rental in Roseburg

Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Firewater Lodge Cabin Experience, holiday rental in Roseburg
Firewater Lodge Cabin Experience, holiday rental in Roseburg
Firewater Lodge Cabin Experience, holiday rental in Roseburg

Firewater Lodge Cabin Experience

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Holiday Special! Beulaire, a MCM Hillside Retreat Suite.  Beautiful, holiday rental in Roseburg
Holiday Special! Beulaire, a MCM Hillside Retreat Suite.  Beautiful, holiday rental in Roseburg
Holiday Special! Beulaire, a MCM Hillside Retreat Suite.  Beautiful, holiday rental in Roseburg

Holiday Special! Beulaire, a MCM Hillside Retreat Suite. Beautiful

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Bucket List Retreat, holiday rental in Roseburg
The Bucket List Retreat, holiday rental in Roseburg
The Bucket List Retreat, holiday rental in Roseburg

The Bucket List Retreat

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxe 2.64-Acre Estate | Huge Riverfront Deck | Chef’s Kitchen & Home Office, holiday rental in Roseburg
Luxe 2.64-Acre Estate | Huge Riverfront Deck | Chef’s Kitchen & Home Office, holiday rental in Roseburg
Luxe 2.64-Acre Estate | Huge Riverfront Deck | Chef’s Kitchen & Home Office, holiday rental in Roseburg

Luxe 2.64-Acre Estate | Huge Riverfront Deck | Chef’s Kitchen & Home Office

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Holiday Special!~Keasington House, a Mid Century Gem in Hucrest.  2bdrm, holiday rental in Roseburg
Holiday Special!~Keasington House, a Mid Century Gem in Hucrest.  2bdrm, holiday rental in Roseburg
Holiday Special!~Keasington House, a Mid Century Gem in Hucrest.  2bdrm, holiday rental in Roseburg

Holiday Special!~Keasington House, a Mid Century Gem in Hucrest. 2bdrm

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful 1920 Craftsman Bungalow, holiday rental in Roseburg
Beautiful 1920 Craftsman Bungalow, holiday rental in Roseburg
Beautiful 1920 Craftsman Bungalow, holiday rental in Roseburg

Beautiful 1920 Craftsman Bungalow

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Heavenly Bungalow, Entire Home!, holiday rental in Roseburg
Heavenly Bungalow, Entire Home!, holiday rental in Roseburg
Heavenly Bungalow, Entire Home!, holiday rental in Roseburg

Heavenly Bungalow, Entire Home!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Delfino Vineyards B&B, holiday rental in Roseburg
Delfino Vineyards B&B, holiday rental in Roseburg
Delfino Vineyards B&B, holiday rental in Roseburg

Delfino Vineyards B&B

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Engle House Luxurious Villa and Event Space in Oregon Wine Country, holiday rental in Roseburg
The Engle House Luxurious Villa and Event Space in Oregon Wine Country, holiday rental in Roseburg
The Engle House Luxurious Villa and Event Space in Oregon Wine Country, holiday rental in Roseburg

The Engle House Luxurious Villa and Event Space in Oregon Wine Country

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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NEW: 20% DISCOUNT, 3BR Bungalow w/ Secluded Backyard, Fire Pit, BBQ, holiday rental in Roseburg
NEW: 20% DISCOUNT, 3BR Bungalow w/ Secluded Backyard, Fire Pit, BBQ, holiday rental in Roseburg
NEW: 20% DISCOUNT, 3BR Bungalow w/ Secluded Backyard, Fire Pit, BBQ, holiday rental in Roseburg

NEW: 20% DISCOUNT, 3BR Bungalow w/ Secluded Backyard, Fire Pit, BBQ

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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JOHN RAST HOUSE circa 1875, holiday rental in Roseburg
JOHN RAST HOUSE circa 1875, holiday rental in Roseburg
JOHN RAST HOUSE circa 1875, holiday rental in Roseburg

JOHN RAST HOUSE circa 1875

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Relax & Rejuvenate in 4BR home with Hot Tub & Deck, in heart of Roseburg, holiday rental in Roseburg
Relax & Rejuvenate in 4BR home with Hot Tub & Deck, in heart of Roseburg, holiday rental in Roseburg
Relax & Rejuvenate in 4BR home with Hot Tub & Deck, in heart of Roseburg, holiday rental in Roseburg

Relax & Rejuvenate in 4BR home with Hot Tub & Deck, in heart of Roseburg

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Reustle Vineyards Carriage House, holiday rental in Roseburg
Reustle Vineyards Carriage House, holiday rental in Roseburg
Reustle Vineyards Carriage House, holiday rental in Roseburg

Reustle Vineyards Carriage House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Historic Craftsman Home Downtown Roseburg, holiday rental in Roseburg
Historic Craftsman Home Downtown Roseburg, holiday rental in Roseburg
Historic Craftsman Home Downtown Roseburg, holiday rental in Roseburg

Historic Craftsman Home Downtown Roseburg

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hilltop Hideaway � Sunset Room, holiday rental in Roseburg
Hilltop Hideaway � Sunset Room, holiday rental in Roseburg
Hilltop Hideaway � Sunset Room, holiday rental in Roseburg

Hilltop Hideaway � Sunset Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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4 bedroom House River-adjacent in the Fabulous Old Melrose area of Roseburg!, holiday rental in Roseburg
4 bedroom House River-adjacent in the Fabulous Old Melrose area of Roseburg!, holiday rental in Roseburg
4 bedroom House River-adjacent in the Fabulous Old Melrose area of Roseburg!, holiday rental in Roseburg

4 bedroom House River-adjacent in the Fabulous Old Melrose area of Roseburg!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital, holiday rental in Roseburg
Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital, holiday rental in Roseburg
Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital, holiday rental in Roseburg

Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Sweet little Retreat, peacefully/centrally-located. Pet Friendly. 1.5ml off I5, holiday rental in Roseburg
Sweet little Retreat, peacefully/centrally-located. Pet Friendly. 1.5ml off I5, holiday rental in Roseburg
Sweet little Retreat, peacefully/centrally-located. Pet Friendly. 1.5ml off I5, holiday rental in Roseburg

Sweet little Retreat, peacefully/centrally-located. Pet Friendly. 1.5ml off I5

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Hilltop Hideaway � Sunrise Room, holiday rental in Roseburg
Hilltop Hideaway � Sunrise Room, holiday rental in Roseburg
Hilltop Hideaway � Sunrise Room, holiday rental in Roseburg

Hilltop Hideaway � Sunrise Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Hilltop Hideaway � Solar Room, holiday rental in Roseburg
Hilltop Hideaway � Solar Room, holiday rental in Roseburg
Hilltop Hideaway � Solar Room, holiday rental in Roseburg

Hilltop Hideaway � Solar Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Holiday Special!The Urban Boho Charmer, holiday rental in Roseburg
Holiday Special!The Urban Boho Charmer, holiday rental in Roseburg
Holiday Special!The Urban Boho Charmer, holiday rental in Roseburg

Holiday Special!The Urban Boho Charmer

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy Countryside Retreat, holiday rental in Roseburg
Cozy Countryside Retreat, holiday rental in Roseburg
Cozy Countryside Retreat, holiday rental in Roseburg

Cozy Countryside Retreat

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lovely 1 bedroom apartment, holiday rental in Roseburg
Lovely 1 bedroom apartment, holiday rental in Roseburg
Lovely 1 bedroom apartment, holiday rental in Roseburg

Lovely 1 bedroom apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Relaxing Riverfront 1875 Farquar Historic Home, holiday rental in Roseburg
Relaxing Riverfront 1875 Farquar Historic Home, holiday rental in Roseburg
Relaxing Riverfront 1875 Farquar Historic Home, holiday rental in Roseburg

Relaxing Riverfront 1875 Farquar Historic Home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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