Roseburg Cottages

Name: The Ashland Cottage, walk to town
Price range: $286 total

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Cottages in Roseburg

Paschal Winery

1122 Suncrest Rd Talent OR

$221 nightly

$225 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

With a stay at Paschal Winery in Talent, you'll be steps from Paschal Winery and a 4-minute drive from Talent Library.

Kitchen

Pet friendly

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

Central Point OR

$157 nightly

$177 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this cottage, you'll be centrally located in Central Point, just a 4-minute walk from Rogue Creamery and 6 minutes by foot from Central Point Library.

Hot Tub

Kitchen

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

Jacksonville OR

$277 nightly

$306 total

Dec 19 - Dec 20

Total with taxes and fees

A stay at this cottage places you in the heart of Jacksonville, steps from Quady North and 3 minutes by foot from Art Presence Art Center.

The Vintage Cottage with riverfront access

Grants Pass OR

$164 nightly

$166 total

Dec 20 - Dec 21

Total with taxes and fees

With a stay at this cottage in Grants Pass, you'll be on a river, just steps from Rogue River and a 2-minute drive from Bear Hotel Artworks Museum.

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

Jacksonville OR

$215 nightly

$218 total

Dec 13 - Dec 14

Total with taxes and fees

With a stay at this cottage in Jacksonville, you'll be a 4-minute walk from Red Lily Vineyards and 5 minutes by foot from Devitt Winery and Vineyards.

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

$210 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this cottage in Gold Hill, you'll be on the waterfront, just a 1-minute walk from Rogue River and 13 minutes by foot from Del Rio Vineyards and Winery.

Courtside Cottage - WalkScore 93 - Dog Friendly

Ashland OR

$205 nightly

$229 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

With a stay at this cottage in Ashland (Historic Railroad District), you'll be steps from Ashland Library and 5 minutes by foot from Oregon Cabaret Theatre.

Kitchen

Dryer

Blue Gate Cottage on the Rogue River

Eagle Point OR

Located in Eagle Point, this cottage is on the waterfront, a 2-minute drive from Rogue River and 7 minutes from Upper Table Rock Trailhead.

Lakefront Cabin w/ Water & Mtn Views in Chiloquin

Chiloquin OR

With a stay at this cottage in Chiloquin, you'll be within a 15-minute drive of Train Mountain Railroad Museum and Kla-Mo-Ya Casino.

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

Central Point OR

$226 nightly

$229 total

Jan 12 - Jan 13, 2026

Total with taxes and fees

This cottage is 0.2 mi (0.2 km) from Caprice Vineyards and 1 mi (1.7 km) from Kharmic Creations.

Hot Tub, Ski Shack, Willamette Pass's closest house on the Oakridge/Eugene side

Oakridge OR

$164 nightly

$183 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this cottage in Oakridge, you'll be a 1-minute walk from Willamette National Forest and 15 minutes by foot from Greenwaters Park.

The Ashland Cottage, walk to town

Ashland OR

$257 nightly

$286 total

Dec 13 - Dec 14

Total with taxes and fees

A stay at this cottage places you in the heart of Ashland, within a 10-minute walk of Ashland Library and Oregon Cabaret Theatre.

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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.