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Jackson County Holiday Rentals

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Our top choices for Jackson County holiday rentals

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
10.0 out of 10, Exceptional, (1 review)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
The price is HK$1,193
HK$2,386 total
includes taxes & fees
12 Jan - 13 Jan
Starwood Sanctuary

On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
Central Point
8.4 out of 10, Very good, (5 reviews)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
The price is HK$670
HK$1,479 total
includes taxes & fees
12 Jan - 13 Jan
On-site Winery & Tasting Room: Oregon Bungalow!

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
Medford
10.0 out of 10, Exceptional, (2 reviews)
"The house is clean. There is 1 driveway parking, however street parking is available. Location is good, there are many dining and grocery options nearby."
United States
Phuc
The price is HK$1,176
HK$2,455 total
includes taxes & fees
12 Jan - 13 Jan
Clearview Comfort 3BR Near Airport

Rosie's Woodland Paradise! Come relax and rejuvenate!

Rosie's Woodland Paradise! Come relax and rejuvenate!
Gold Hill
10.0 out of 10, Exceptional, (129 reviews)
"Cozy cabin and Rosie made us a homemade meal of chili and cornbread as a warm welcome!"
United States
Michaela A.
The price is HK$779
HK$1,147 total
includes taxes & fees
13 Jan - 14 Jan
Rosie's Woodland Paradise! Come relax and rejuvenate!

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15 reviews)
"Great space and beautiful views. 10/10 experience. "
United States
Cody
The price is HK$926
HK$1,681 total
includes taxes & fees
12 Jan - 13 Jan
Paschal Winery

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
2.0 star property
Medford
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay. Very comfortable beds & very clean. "
United States
Tiffany F.
The price is HK$585
HK$1,578 total
includes taxes & fees
12 Jan - 13 Jan
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (3 reviews)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is HK$1,677
HK$3,118 total
includes taxes & fees
12 Jan - 13 Jan
Grandview of Ashland

Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Gold Hill
9.6 out of 10, Exceptional, (42 reviews)
"Very clean & comfortable beds!"
United States
Luke E.
The price is HK$765
HK$1,211 total
includes taxes & fees
12 Jan - 13 Jan
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Medford Home and 2 Condos With Pool and Hot tub

Medford Home and 2 Condos With Pool and Hot tub
2.0 star property
Medford
The price is HK$625
HK$1,734 total
includes taxes & fees
12 Jan - 13 Jan
Medford Home and 2 Condos With Pool and Hot tub

Little Wolf Tiny Home cozy, pet friendly, secluded

Little Wolf Tiny Home cozy, pet friendly, secluded
Central Point
10.0 out of 10, Exceptional, (4 reviews)
"everything was advertised, nice and quite, well maintained and kept. Would stay again."
Canada
william L.
The price is HK$596
HK$1,119 total
includes taxes & fees
12 Jan - 13 Jan
Little Wolf Tiny Home cozy, pet friendly, secluded

Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown
Skidmore Academy Historic District
10.0 out of 10, Exceptional, (6 reviews)
"Enjoyed our stay"
United States
Julie M.
The price is HK$807
HK$1,595 total
includes taxes & fees
13 Jan - 14 Jan
Charming carriage house in Ashland near downtown

Private Queen Room w/ Bathroom

Private Queen Room w/ Bathroom
White City
10.0 out of 10, Exceptional, (8 reviews)
"Very nice place to stay."
United States
Anonymous traveller
The price is HK$585
HK$870 total
includes taxes & fees
12 Jan - 13 Jan
Private Queen Room w/ Bathroom

The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (3 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is HK$1,143
HK$1,901 total
includes taxes & fees
9 Feb - 10 Feb
The Rellik House and Winery

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is HK$900
HK$2,038 total
includes taxes & fees
22 Jan - 23 Jan
Barclay Klum House by WanderLodges

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Ashland
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is HK$896
HK$1,685 total
includes taxes & fees
8 Feb - 9 Feb
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.

Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.
Medford
9.8 out of 10, Exceptional, (27 reviews)
"Super cute place! Loved staying here. The door was hard to unlock and lock, but even with that loved staying here. "
United States
Kristine S.
The price is HK$695
HK$1,298 total
includes taxes & fees
12 Jan - 13 Jan
Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.

The Shady Knoll - Peace & Quiet near the Rogue River!

The Shady Knoll - Peace & Quiet near the Rogue River!
Shady Cove
10.0 out of 10, Exceptional, (9 reviews)
"We had everything we would possibly need.The house was very nicely laid out and we spent a lot of time on the back deck. Saw turkeys and a family of deer in the yard. Would definitely stay again. "
United States
Cheri I.
The price is HK$779
HK$1,772 total
includes taxes & fees
12 Jan - 13 Jan
The Shady Knoll - Peace & Quiet near the Rogue River!

Hillcrest Nest

Hillcrest Nest
Medford
9.8 out of 10, Exceptional, (14 reviews)
"Location was great and the accommodations had pretty much everything you need to stay comfortably. Had a wonderful conversation with the residence of the main house."
United States
andrew u.
The price is HK$546
HK$1,359 total
includes taxes & fees
19 Jan - 20 Jan
Hillcrest Nest

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Trail
9.2 out of 10, Wonderful, (15 reviews)
"We enjoyed a quiet evening. Everything was kept tidy and was a good place for us to stop for the evening."
United States
Mary P.
The price is HK$663
HK$1,511 total
includes taxes & fees
12 Jan - 13 Jan
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (60 reviews)
"Very clean, great location. Well appointed . Loved it and would definitely come back. "
United States
Dawn
The price is HK$977
HK$1,975 total
includes taxes & fees
8 Feb - 9 Feb
Courtside Cottage - WalkScore 93 - Dog Friendly
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.
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Top Jackson County Hotel Reviews