Holiday rentals near Fiasco Winery
We found 490 holiday rentals — enter your dates for availability
If you are looking to stay near Fiasco Winery, take a look at holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Fiasco Winery
Showing deals for:7 Nov - 14 Nov
Image gallery for Beautiful little place. Walk to town and theaters!
1010 out of 10 rating
Exceptional
(78 reviews)
Beautiful little place. Walk to town and theaters!
Ashland, OR
8% off
Price is S$2,313
S$2,313
S$330 per night
includes taxes & fees
Image gallery for The Epic A - Hot Tub and Views on an Acre
9.69.6 out of 10 rating
Exceptional
(12 reviews)
The Epic A - Hot Tub and Views on an Acre
Grants Pass, OR
8% off
Price is S$2,105
S$2,105
S$301 per night
includes taxes & fees
Image gallery for Florence Room at Chateau Herbe
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Florence Room at Chateau Herbe
Ashland, OR
21% off
Price is S$697
S$697
S$100 per night
includes taxes & fees
Image gallery for Chateau Herbe ~ Vienna Room
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Chateau Herbe ~ Vienna Room
Ashland, OR
21% off
Price is S$841
S$841
S$120 per night
includes taxes & fees
Image gallery for Chic & cozy 1 bedroom guest-house
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Chic & cozy 1 bedroom guest-house
Medford, OR
7% off
Price is S$896
S$896
S$128 per night
includes taxes & fees
Image gallery for Gorgeous custom Airstream with spectacular views only 4 mi. to Ashland
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Gorgeous custom Airstream with spectacular views only 4 mi. to Ashland
Talent, OR
8% off
Price is S$917
S$917
S$131 per night
includes taxes & fees
Image gallery for Chateau Herbe ~ Athens Room
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Chateau Herbe ~ Athens Room
Ashland, OR
21% off
Price is S$956
S$956
S$137 per night
includes taxes & fees
Image gallery for Your Southern Oregon Getaway
9.69.6 out of 10 rating
Exceptional
(24 reviews)
Your Southern Oregon Getaway
Medford, OR
12% off
Price is S$964
S$964
S$138 per night
includes taxes & fees
Image gallery for Sunshine Studio - Private apt and yard (eco, solar)
1010 out of 10 rating
Exceptional
(73 reviews)
Sunshine Studio - Private apt and yard (eco, solar)
Medford, OR
8% off
Price is S$1,009
S$1,009
S$144 per night
includes taxes & fees
Image gallery for Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.
Medford, OR
8% off
Price is S$1,022
S$1,022
S$146 per night
includes taxes & fees
Image gallery for ORCHARD SUITE - Private, Safe & Comfortable Getaway! Hot tub, Pet friendly
9.89.8 out of 10 rating
Exceptional
(47 reviews)
ORCHARD SUITE - Private, Safe & Comfortable Getaway! Hot tub, Pet friendly
Talent, OR
9% off
Price is S$1,030
S$1,030
S$147 per night
includes taxes & fees
Image gallery for Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
9.89.8 out of 10 rating
Exceptional
(96 reviews)
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Central Point, OR
12% off
Price is S$1,042
S$1,042
S$149 per night
includes taxes & fees
Image gallery for Rosie's Woodland Paradise! Come relax and rejuvenate!
1010 out of 10 rating
Exceptional
(122 reviews)
Rosie's Woodland Paradise! Come relax and rejuvenate!
Gold Hill, OR
9% off
Price is S$1,082
S$1,082
S$155 per night
includes taxes & fees
Image gallery for Charleen's Cottage~Couple Perfect!Great Location! A Gem!
9.89.8 out of 10 rating
Exceptional
(160 reviews)
Charleen's Cottage~Couple Perfect!Great Location! A Gem!
Jacksonville, OR
13% off
Price is S$1,123
S$1,123
S$160 per night
includes taxes & fees
Image gallery for Updated historical cottage steps from the Rogue River, bars and restaurants!
1010 out of 10 rating
Exceptional
(11 reviews)
Updated historical cottage steps from the Rogue River, bars and restaurants!
Gold Hill, OR
8% off
Price is S$1,140
S$1,140
S$163 per night
includes taxes & fees
Image gallery for Hillcrest Nest
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Hillcrest Nest
Medford, OR
8% off
Price is S$1,149
S$1,149
S$164 per night
includes taxes & fees
Image gallery for Peaceful & Beautiful Fully furnished guesthouse in the country
1010 out of 10 rating
Exceptional
(28 reviews)
Peaceful & Beautiful Fully furnished guesthouse in the country
Central Point, OR
18% off
Price is S$1,165
S$1,165
S$166 per night
includes taxes & fees
Image gallery for Cozy Wild West Covered Wagon next to River
1010 out of 10 rating
Exceptional
(6 reviews)
Cozy Wild West Covered Wagon next to River
Jacksonville, OR
9% off
Price is S$1,168
S$1,168
S$167 per night
includes taxes & fees
Image gallery for Enchanted Conestoga Wagon on the Applegate River
1010 out of 10 rating
Exceptional
(20 reviews)
Enchanted Conestoga Wagon on the Applegate River
Jacksonville, OR
9% off
Price is S$1,168
S$1,168
S$167 per night
includes taxes & fees
Image gallery for Cozy private family ranch cottage! Vineyards, Britt Festival and Applegate Lake!
1010 out of 10 rating
Exceptional
(8 reviews)
Cozy private family ranch cottage! Vineyards, Britt Festival and Applegate Lake!
Jacksonville, OR
9% off
Price is S$1,179
S$1,179
S$168 per night
includes taxes & fees
Image gallery for Large Private Carriage-House Retreat with Amazing Views
1010 out of 10 rating
Exceptional
(125 reviews)
Large Private Carriage-House Retreat with Amazing Views
Medford, OR
7% off
Price is S$1,218
S$1,218
S$174 per night
includes taxes & fees
Image gallery for Riverside on the Rogue
9.69.6 out of 10 rating
Exceptional
(58 reviews)
Riverside on the Rogue
Grants Pass, OR
8% off
Price is S$1,252
S$1,252
S$179 per night
includes taxes & fees
Image gallery for Charming carriage house in Ashland near downtown
1010 out of 10 rating
Exceptional
(5 reviews)
Charming carriage house in Ashland near downtown
Ashland, OR
12% off
Price is S$1,267
S$1,267
S$181 per night
includes taxes & fees
Image gallery for Tranquil setting surrounded by panoramic mountain views, grazing horses
9.89.8 out of 10 rating
Exceptional
(112 reviews)
Tranquil setting surrounded by panoramic mountain views, grazing horses
Phoenix, OR
11% off
Price is S$1,294
S$1,294
S$185 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Fiasco Winery
Historic Dunn Ranch Ashland Oregon. Sleeps 12 to 14 Great for large groups.
Sleeps 14 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Peach Street Inn by WanderLodges
Sleeps 4 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
21 reviews(21 reviews)
Charleen's Cottage~Couple Perfect!Great Location! A Gem!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
160 reviews(160 reviews)
The Sleepy Canoe - A Cozy River front house near everything in Southern Oregon
Sleeps 14 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Updated historical cottage steps from the Rogue River, bars and restaurants!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value