Book Jackson County, OR Cottages

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Top cities with Cottages to explore in Jackson County

Medford

Medford

Cottages
Medford

Top Cottages in Jackson County

Paschal Winery

Paschal Winery

4.5 out of 5
1122 Suncrest Rd Talent OR
$208 nightly
The price is $211 total per night
$211 total
Dec 28 - Dec 29
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
Kitchen
Pet friendly
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Central Point OR
$143 nightly
The price is $161 total per night
$161 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This cottage features a gym and a hot tub. A garden and laundry facilities are also provided.
Hot Tub
Kitchen
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Jacksonville OR
$275 nightly
The price is $304 total per night
$304 total
Dec 28 - Dec 29
Total with taxes and fees
This cottage features a water park, a garden, and concierge services.
Kitchen
Free WiFi
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Jacksonville OR
$215 nightly
The price is $218 total per night
$218 total
Dec 22 - Dec 23
Total with taxes and fees
Stay at this cottage in Jacksonville. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Red Lily Vineyards and Devitt Winery and Vineyards are located nearby.
Kitchen
Pet friendly
Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!

Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!

Gold Hill OR
$210 nightly
The price is $210 total per night
$210 total
Dec 28 - Dec 29
Total with taxes and fees
A hot tub is featured at this cottage, along with a garden and barbecue grills.
Hot Tub
Kitchen
Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly

Ashland OR
$213 nightly
The price is $238 total per night
$238 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This cottage features laundry facilities.
Kitchen
Dryer
Blue Gate Cottage on the Rogue River

Blue Gate Cottage on the Rogue River

Eagle Point OR
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This cottage includes a garden and barbecue grills.
Kitchen
Pet friendly
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

Central Point OR
$229 nightly
The price is $232 total per night
$232 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This cottage includes a garden and laundry facilities.
Kitchen
Washer
The Ashland Cottage, walk to town

The Ashland Cottage, walk to town

Ashland OR
$261 nightly
The price is $291 total per night
$291 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This cottage includes a garden and barbecue grills.
Kitchen
Air conditioning
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

Jacksonville OR
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A water park and a hot tub are featured at this smoke-free cottage. A garden and concierge services are also provided.
Hot Tub
Kitchen
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

Ashland OR
$336 nightly
The price is $374 total per night
$374 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This cottage features laundry facilities.
Washer
Dryer
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

Medford OR
$206 nightly
The price is $232 total per night
$232 total
Dec 22 - Dec 23
Total with taxes and fees
A gym is featured at this cottage, along with a garden and laundry facilities.
Breakfast included
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Jackson County Cottages essential information

Accommodation
129 Cottages
Lowest Price
$161
Highest Price
$374
Popular accommodation
Paschal Winery, Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub, Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT , Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville, Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!, Courtside Cottage - WalkScore 93 - Dog Friendly, Blue Gate Cottage on the Rogue River, Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area. , The Ashland Cottage, walk to town, TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL, Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!, HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

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