Oakland Holiday Rentals
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46 rentals in Oakland.
Two Story Victorian Farm House. Hot Tub!
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Romantic Vineyard Getaway in Oakland: Mtn Views!
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Vineyard Farmhouse in Oakland w/ Hot Tub!
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Southern Oregon Cabin: Fire Pit & Private Pond!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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The following properties within 20 miles of Oakland match all your filters:
Sophisticated Bungalow, Sparkling clean!
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~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
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Charming Historic lodge #2
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The Urban Boho Charmer with Private Backyard, BBQ & Hammock
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Whistlers River House - October Special Discounted Rates!!
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Riverfront
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Red Tiny Twins, Downtown Eco & Pet Friendly Stay
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The Bucket List Retreat
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Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family
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Relax & Rejuvenate in 4Br home with Hot Tub & Deck, in heart of Roseburg
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Aviation Suites: The Hangar Suite
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Just off I-5, RV available on secluded lot. 2 livestock stalls. Close to town.
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Aviation Suites: Flight Deck
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Glamping/Yurt style living!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hilltop Hideaway � Solar Room
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy apartment in Roseburg
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hilltop Hideaway � Sunset Room
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hilltop Hideaway � Sunrise Room
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Escape at The Double U
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Cozy Roseburg Home w/ Fire Pit + Gas Grill!
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Lost World Lodge - Your Jurassic Park Vacation Rental
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Stunning Views~Beulaire, a MCM Hillside Retreat Suite. Beautiful Views~
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Tiny House nestled into the Forest on 160 acre Playground.
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The Club House * The Double U
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70s Retro Lounge
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Heavenly Bungalow, Entire Home!
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Beautiful 3 bedroom home in one of the nicest neighborhoods in all of Roseburg
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Comfy home in nice neighborhood. Short walk to shops, wine, breweries and food
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Monroe River House. Jacuzzi. Private Beach. Prime Location. Family Friendly.
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Home with cabin effect- private access to river
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Singing Waters at N. Umpqua
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The Mable LUXE - Calming Retreat - Entire Home
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Amazing Mid-Century Modern Home-Incredible Views!
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Relaxing Riverfront 1875 Farquar Historic Home
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Riverfront Log Cabin in Roseburg’s Wine Country
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The Engle House Luxurious Villa and Event Space in Oregon Wine Country
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Dreamy Hilltop View: Roseburg Wine Country Retreat
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Oasis Home Away From Home
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming 4-bedroom Pearce Historic Farmhouse in Roseburg with AC and WIFI
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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5 min walk to downtown! Newly renovated with original hardwoods and clawfoot tub
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River-front cottage with private beach in lovely Roseburg
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lil Cedar Lodge
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Showing results 1-46 of 46
Frequently Asked Questions about Oakland
- Yes, here are some popular holiday rentals in Oakland that have a pool:
- Two Story Victorian Farm House. Hot Tub!
- Southern Oregon Cabin: Fire Pit & Private Pond!
- Vineyard Farmhouse in Oakland w/ Hot Tub!
- Yes, here are some popular holiday rentals in Oakland that have internet access:
- Two Story Victorian Farm House. Hot Tub!
- Southern Oregon Cabin: Fire Pit & Private Pond!
- Vineyard Farmhouse in Oakland w/ Hot Tub!
- Some of the most popular kid friendly rentals in Oakland are:
- Two Story Victorian Farm House. Hot Tub!
- Southern Oregon Cabin: Fire Pit & Private Pond!
- Vineyard Farmhouse in Oakland w/ Hot Tub!
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