This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Southern Oregon Vacation Rentals Show this location only Back to top
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The Victorian Secret - Just Steps from Theatres, Restaurants & Park
2BR/2BA
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Sleeps 4-6
– Ashland #62216
$200 - $250 per night 2 night min stay
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Extra Guests 50% Off! 2000 Sq Ft Home, Koi Ponds, Pool, & Hot Tub!
3BR+/3BA
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Sleeps 16
– Grants Pass #145009
$175 - $275 per night 2 night min stay
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Lake Side Lodge Kids and Pets Welcome. Short Drive to Ashland
3BR+/2.5BA
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Sleeps 10-12
– Ashland #1792
$250/nt all taxes included
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Idyllic House & Cottage W/ English Country Gardens - Groups Welcome
3BR+/2BA
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Sleeps 8-10
– Ashland #172702
From $145 - $250 $ US
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Location-Comfort-Luxury - Just Steps from Ashland's Plaza
5BR+/6BA
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Sleeps 2-16
– Ashland #152492
$85- $195/nt/unit
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Charming Country Retreat, Minutes to Ashland!
2BR+/2.5BA
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Sleeps 8
– Ashland #345636
$200 per night 2 night min stay
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Beautiful Turn-of-the-Century Farmhouse on Working Horse Ranch
4BR+/5BA
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Sleeps 1-16
– Ashland #44014
$325 per night 2 night min stay
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Beautifully Remodeled 2 Blocks from Theater and Town!
1BR+/1BA
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Sleeps 2-4
– Ashland #407195
$175 per night
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Abbott'S Cottages - Delightful Cottages - Close to Theatres
3BR+/2BA
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Sleeps 10
– Ashland #181789
$150- $250/nt
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Town Center -2 Modern Executive Townhomes with Full Security
2BR/2BA
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Sleeps 4
– Ashland #286244
$225- $325/nt
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Rogue River Resort on the Wild and Scenic Rogue
3BR/3BA
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Sleeps 6-8
– Grants Pass #471399
$175 - $300 per night 2-3 night min stay
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Whistlers Lane Hideaway: River Front Property
4BR/2.5BA
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Sleeps 8-10
– Oakland #3538346ha
$300 per night 2 night min stay
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Charming Craftsman House and Studio, 4/3, Close to Theatres
4BR+/3BA
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Sleeps 10-14
– Ashland #239720
From $200/nt
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Adorable, Immaculately Clean, Spacious & Comfortable 2 Bedroom
2BR+/1BA
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Sleeps 4-6
– Ashland #308963
$125 - $175 per night 2 night min stay
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Bad Taste *B -N- B*
3BR+/2BA
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Sleeps 8-10
– Ashland #38030
From $115/nt - $2200/mo
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Delaunay House....One Block from Town and Shakespeare.
4BR+/4BA
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Sleeps 8-14
– Ashland #88337
$110 - $135 per night 2 night min stay
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World Class Eco Gem - Waterfront Home - Bird/Boat Paradise
2BR+/2BA
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Sleeps 4
– Klamath Falls #195008
$1200/wk - $3500/mo
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Beautiful 1 Bed Apartment in Historic Home 3 Blocks to Downtown
1BR+/1BA
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Sleeps 2-4
– Ashland #289973
140.00 TO 160.00 PER NIGHT
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Romantic Country Cottage with European Ambiance
1BR+/1BA
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Sleeps 3
– Ashland #305090
$165/nt
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Classic Victorian- Sleeps 2-8...a Short Stroll to the Theatres
3BR+/2.5BA
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Sleeps 8
– Ashland #302211
From $240/nt full house
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Beautiful Historical Home 2 Blocks from Theater and Plaza!
2BR+/1BA
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Sleeps 4-6
– Ashland #406820
$225 per night 2 night min stay
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Best House to Visit Oregon Shakespeare Festival
4BR+/4BA
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Sleeps 10-12
– Ashland #89026
$350/nt
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The Perfect Vacation Cottage
2BR+/2BA
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Sleeps 6
– Ashland #175956
$225 - $275 per night 2 night min stay
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Artycottage... May 2-11 4 Nights Price of 3
1BR+/1.5BA
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Sleeps 4
– Ashland #205948
$150/nt - $975/wk
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Ist Class Reviews! Beautiful House, Peaceful Creekside Setting
2BR/2BA
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Sleeps 4
– Ashland #289543
250.00
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Frieda's House: 'Gorgeous Vintage Artist Home with Mt.Views '
4BR+/2.5BA
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Sleeps 6-12
– Ashland #176506
$2500 - $6000
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Asian Inspired Escape with View - Just 3 Miles from Downtown
4BR+/3BA
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Sleeps 8-12
– Ashland #318531
$400 per night 3 night min stay
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Stunning, Modern, up Scale House, Walk to Town
2BR+/1BA
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Sleeps 4
– Ashland #135974
$150.00
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Heaven and Earth - Luxury Mtn Retreat Villa
4BR+/3.5BA
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Sleeps 10-16
– Ashland #106758
$250-$450/nt- $2250/wk
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Most Spectacular River Front House on the Rogue River
4BR+/4BA
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Sleeps 10-12
– Grants Pass #404641
From $350/nt to $2250-2750/wk
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Magnificent New Log Home with 360 Degree Views of Woods & Mountains
4BR+/4BA
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Sleeps 11
– Shady Cove #429511
$400 Max. Per Nt.
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Spectacular Running Y Ranch Lake View Timber Frame Home
5BR+/4BA
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Sleeps 5-8
– Klamath Falls #309531
$2150
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Charming Light Filled Home Close to Theatres
2BR+/1BA
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Sleeps 6-7
– Ashland #347557
$175 per night 2 night min stay
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Elegant Townhome Near Ashland's Shakespeare Theaters
3BR/2.5BA
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Sleeps 6
– Ashland #339655
From $2400 - $3000/mo.
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Meadow House ~a Sanctuary in the Heart of the Colestin Valley
3BR+/3BA
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Sleeps 8-12
– Ashland #374452
$130-$190/nt - $850- $1250/wk
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Sweet & Cheerful Studio, Short Walk to Shakespeare
Studio/0BA
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Sleeps 2-3
– Ashland #471639
$150 per night 2 night min stay
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A Zen-Like Getaway! Just Minutes to Ashland! Beautifully Appointed!
2BR/1BA
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Sleeps 4
– Ashland #368473
$125 - $150 per night 2 night min stay
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Stunning Studio, Italian Motif, Walk to Town
Studio/1BA
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Sleeps 0-2
– Ashland #368352
$99- $125.00
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Helman House-Three Blocks from the Oregon Shakespeare Festival
2BR/1.5BA
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Sleeps 5-6
– Ashland #151735
$150 - $250 per night 2 night min stay
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River Front Hideaway in the Southern Oregon Cascade Mountains
2BR+/2.5BA
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Sleeps 6
– Tiller #235157
$180 per night 2 night min stay
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Charming Historic District Cottage
1BR+/1BA
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Sleeps 2-4
– Ashland #152162
From $150/nt - $850/wk - $2700/mo
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New Listing 'Cabin in the Tree Tops'
4BR+/4BA
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Sleeps 10-12
– Ashland #440724
$425 per night 3 night min stay
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Quiet, Peaceful, Family or Romantic Getaway, Ashland
2BR+/1BA
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Sleeps 7
– Ashland #326005
$175 per night 2 night min stay
- Cozy Cabin and Rv Space on Williamson River 2BR+/1BA – Sleeps 6 – Klamath Falls #386061ha
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Gorgeous Riverfront Home Wild and Scenic Rogue River
3BR+/2.5BA
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Sleeps 6-8
– Grants Pass #241698
$300/high season $250/low season
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Hidden Pine Retreat
4BR+/3BA
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Sleeps 12-20
– Grants Pass #426429
$500/night
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2nd Street Cottages -- Just Steps from Theaters & Downtown
4BR+/3BA
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Sleeps 8-14
– Ashland #402580
From $220- $420/nt
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Ashland's Favorite Family Lodging, 1 Block to Theaters!
8BR+/6BA
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Sleeps 31
– Ashland #442846
$824 - $1030 per night 1 night min stay
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Little Creek Ranch Cottage & Garden Studio - Groups Welcomed
4BR+/2BA
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Sleeps 5-9
– Ashland #303654
$100 - $165/nt ( $700 - $990/wk)
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Rest & Relax or Party & Play @ Running Y Ranch Mountain Home
3BR+/2BA
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Sleeps 6-10
– Klamath Falls #190941
From $200/nt - $970- $1200/wk
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Ranch on the Williamson River, 668 Feet Directly on Water
3BR+/3BA
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Sleeps 10
– Klamath Falls #100570
$325 per night 4 night min stay
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Location, Comfort and Charm - the Perfect Combination
2BR/2BA
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Sleeps 4
– Ashland #418679
$1800 per month Oct - April
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Garden Creek Townhome! Pets Allowed!
2BR/2BA
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Sleeps 2-4
– Jacksonville #317868
$88 - $195 per night 3-30 night min stay
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Charming Chalet Cabin at Running Y Ranch
2BR+/2BA
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Sleeps 6-8
– Klamath Falls #423801
$179 per night 2 night min stay
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Medford Townhouse - Centrally Located - Book Now for Summer!
2BR+/2.5BA
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Sleeps 8
– Medford #346436
$100 - $110 per night 1-5 night min stay
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Top-of-the Ridge View Home at Running Y Ranch-Fully Equipped!
3BR/2BA
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Sleeps 6-8
– Klamath Falls #240759
$160 - $175 per night 2 night min stay
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100 Year Old Farmhouse on a Vineyard.
5BR/2BA
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Sleeps 12
– Cave Junction #315296
$175 per night 2 night min stay
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Luxury and Comfort on the Rogue River
3BR+/3.25BA
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Sleeps 6-10
– Gold Hill #67238
From $175/nt (winter) - $225/nt (summer)
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Southern Oregon Home-Away-from-Home Rental
3BR/2BA
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Sleeps 6
– Medford #352099
From $125/nt
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Rogue River Escape - 19 Acres on the Rogue River
3BR+/2BA
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Sleeps 6-8
– Shady Cove #380017
$150 - $195 per night 3 night min stay
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Cascade Mountain Retreat & Reunion Ranch (Wilderness Resort)
25BR+/10BA
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Sleeps 60
– Grants Pass #173448
$850 per night 2 night min stay
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Spacious & Serene Home on the North Umpqua River
3BR/2.5BA
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Sleeps 6-8
– Roseburg #349522
$225 per night 2 night min stay
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Rogue Valley Vacation Home--Stylish, Comfy, Convenient, Quiet!
4BR/2BA
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Sleeps 7
– Medford #341390
From $150 nt
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Pet-Friendly Getaway Just Outside Crater Lake National Park
7BR+/7.5BA
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Sleeps 16-20
– Crater Lake #270124
$497 - $597 per night 2 night min stay
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Quiet, Modern, Cottage
1BR/1BA
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Sleeps 2
– Medford #290318
$80 per night 1 night min stay
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Exclusive Country Estate on Acreage W/ Views & Gardens-Groups Welcome
3BR+/2.5BA
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Sleeps 8-10
– Jacksonville #330335
From $145 - $250
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Private & Affordable Retreat with Magical Views
1BR/1BA
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Sleeps 2
– Ashland #409677
$125 per night, $750 per week
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Britt Cottage in Historic Jacksonville, Oregon
1BR+/1BA
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Sleeps 3
– Jacksonville #179500
$195 - $250 per night 1 night min stay
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Beautiful Home Right on the Rogue River
2BR+/2BA
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Sleeps 4-14
– Grants Pass #79493
From $185- $220/nt
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Majestic Estate on the Rogue River
3BR+/3BA
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Sleeps 8
– Grants Pass #34432
From $225/nt
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Rustic- Lovable- West Side of the Lake, 3 Cabins
2BR/3BA
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Sleeps 9
– Lake of the Woods #468168
$1225 per week 7 night min stay
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"One of a Kind" Custom Built Log Home with Huge Views
3BR+/3.5BA
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Sleeps 6-19
– Crescent Lake #265205
$375 - $425 per night 2-3 night min stay
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Cabin#14 on Beautiful Hyatt Lake. Mountain Views Near Ashland.
1BR+/1BA
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Sleeps 2-6
– Ashland #360787
$169-$209/nt, $850/wk
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The Riverhouse
3BR/1BA
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Sleeps 6
– Crater Lake #430908
from $175.00 per night
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'Garden Cottage in the Historic District' - Walk Downtown!
3BR+/2BA
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Sleeps 3-6
– Ashland #187079
$3,500/mo
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Best View in Ashland! Vacation Rental or Month to Month.
2BR/2BA
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Sleeps 4
– Ashland #345741
$1250.00/ $1700.00 a mo
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Studio House Close to Downtown Plaza
1BR/1BA
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Sleeps 3
– Ashland #457370
$85 - $105 per night 2 night min stay
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Luxurious Home with Expansive Views on 6 Private Acres...
6BR+/4.5BA
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Sleeps 10
– Ashland #340422
From $375/nt
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Quiet Comfortable Country Home Five Minutes from Shakespeare
4BR+/2BA
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Sleeps 7-8
– Ashland #303158
$200- $350 per night.
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Oak Hideaway - Handicap Accessible Vacation Cottage, Downtown Ashland
2BR+/1BA
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Sleeps 6
– Ashland #447574
$185 - $230 per night 1 night min stay
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Beautiful 1bd/1bths All Inclusive in Jacksonville & Medford
2BR+/2.5BA
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Sleeps 6-8
– Medford #376644
$1500 per month 30 night min stay
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The Cypress House a Main St. Home ~ Walk to Theaters & More...
3BR+/2BA
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Sleeps 6
– Ashland #406005
1850- 3500
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The Lavender Country Estate in Charming Ashland Oregon
4BR/3BA
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Sleeps 8-10
– Ashland #54028
$600/nt - $4,000/wk - $13,000/mo
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Stone's Throw Bungalow ~ Charming Craftsman, Walk to Plays, Licensed
1BR/1BA
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Sleeps 1-2
– Ashland #254791
$100 - $125 per night 2 night min stay
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Large Luxury Carriage House with Amazing Views
1BR/1BA
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Sleeps 2
– Medford #342650
$89 - $99 per night 2-3 night min stay
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High -End Luxury Home.'the Woodland' There's Nothing Like it.
4BR+/2.5BA
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Sleeps 6-12
– Grants Pass #133636
$170- $350/nt
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Cabin in the Woods
3BR+/2BA
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Sleeps 6-9
– Rogue River #171077
$125 per night 1 night min stay
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Surrounding Views in This Comfortable Sprawling Mountain Home
3BR/2BA
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Sleeps 10
– Lake of the Woods #279496
$200 per night 3 night min stay
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River House -- North Umpqua River - Private View, Access, Fish
3BR+/2BA
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Sleeps 8
– Roseburg #385126
$200 per night 2 night min stay
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Large, Peaceful, Retreat House on the North Umpqua River!
4BR+/3.5BA
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Sleeps 12-18
– Roseburg #104951
$250 - $290 per night 2 night min stay
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Walk to Town from This Charming and Updated Cottage.
2BR+/2BA
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Sleeps 6
– Ashland #422587
$100 - $200 per night 2 night min stay
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Historical Jacksonville, Oregon
1BR/1BA
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Sleeps 2
– Jacksonville #89591
$75 - $100 per night 2 night min stay
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Cabin on Crescent Creek: Secluded, Dog-Friendly, 3.5 Acres
2BR+/1BA
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Sleeps 6-8
– Crescent Lake #143925
From $100/nt offpeak, $170/nt summer
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Rogue's Retreat - a True Getaway on the Rogue River
3BR+/2BA
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Sleeps 6
– Gold Hill #254118
$1,000/wk
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Peaceful Garden Setting - Downtown - Sleeps 6..Love Kids
3BR/2BA
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Sleeps 7
– Ashland #203556
$150 - $250
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A River Runs Through it!
4BR/2BA
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Sleeps 10
– Crater Lake #97501
$125 - $150 per night 2 night min stay
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Historic Judge Hanna Vacation Home
3BR+/3BA
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Sleeps 8-9
– Jacksonville #177803
$240 - $260 per night 2 night min stay
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Angler's Paradise - House and Yard on North Umpqua River
3BR/1.5BA
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Sleeps 6
– Roseburg #306884
$120 per night 2 night min stay
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Log Cabin in Prospect Located Near Crater Lake
2BR+/1BA
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Sleeps 4-6
– Prospect #379034
$99 - $125 per night 2 night min stay
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Pets Welcome! Hardwood Floors, Fully Furnished, Very Quiet!
2BR+/1BA
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Sleeps 4-5
– Medford #435433
$125 per night 2 night min stay
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The Victorian Secret - Just Steps from Theatres, Restaurants & Park
2BR/2BA
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Sleeps 4-6
– Ashland #62216
Overview of Southern Oregon Vacation Rentals
South Oregon is home to North America’s deepest lake, green valleys, wineries and the breathtaking Crater Lake National Park. It is the perfect state for those who enjoy spectacular scenery and outdoor activities. From lake-filled valleys to high desert, Oregon has a huge range of activities, miles of scenic byways, world-class bird-watching and a fascinating history dating back to the legendary Gold Rush. The Britt Music Festival and Ashland’s Shakespeare Festival draw thousands to the region each year to enjoy the cultural attractions, theaters, museums and galleries.
Southern Oregon Vacation Rentals Make Great Home Bases for Travel
Those looking to enjoy the great outdoors need look no further than a comfortable cabin or home in Southern Oregon. Offering a comfortable place to call your own, vacations rentals offer plenty of privacy amidst some of Oregon’s most spectacular scenery. Take life easy from a log cabin, get up when you like, use the home as a base from which to explore, or just sit on the porch and relax. Rental homes are ideal for couples looking for a romantic retreat or larger families wanting space to spread out. With comfortable living space and a fully equipped kitchen, catering for those with special diets is easy. When you want a night out, local restaurants and bars will give guests a warm South Oregon welcome.
How to Get to Your Southern Oregon Lodging
Southern Oregon is served by several major airports; you can find the closest one, depending upon where your Southern Oregon vacation rentals are located. Portland International Airport is 226 miles from Medford, Reno-Tahoe International Airport is 252 miles from Medford and Sacramento International Airport is 259 miles away. A car is essential for reaching your vacation home but hiking, biking, kayaking and horse riding can be used to explore the local area.
Things to do in Southern Oregon
A trip to Oregon’s wild coast makes a contrast from the mountainous interior; the coast is nicknamed “America’s Wild Rivers Coast.” Visit the Heart of the Dunes or head for Jacksonville, a National Historic Landmark town from the days of the 19th-century Gold Rush. You can still pan for gold here or take a tour down an old gold mine. The High Country is where Crater Lake nestles amidst the high desert region, with incredible deep blue waters in its volcanic caldera.
Southern Oregon Cottages are Perfect for Outdoor Enthusiasts
Those looking for outdoor pursuits will love Oregon. It offers opportunities for all kinds of outdoor activities in some of the most breathtaking scenery. Adrenalin junkies will enjoy river rafting, jet boat rides, kayaking, mountain biking and waterskiing. Jet skiing, sailing and other water sports can all be enjoyed here. When the snow is on the ground, the mountains of Southern Oregon are perfect for skiing, snowboarding, snowmobiling and snow-shoeing. The area is also popular with bird-watchers and nature-lovers with a host of small mammals, deer, coyotes, road runners, hawks and even moose and mountain lions.
What to Expect from Southern Oregon Weather
The climate varies depending upon the altitude and location but generally summers are pleasantly hot and sunny, and winters are cold and snowy. Medford lodging lies between the Cascades and the Siskiyou Mountains and is drier and warmer than some other areas. Summers in Medford can have temperatures above 90 F (32 C) and even higher in July and August but the area also has fog in the winter.