Search Holiday Rentals in Southern Oregon

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Check prices for these dates

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Holiday Rentals in Southern Oregon

Terrace/patio
Grandview of Ashland

Holiday Home in Ashland

3.0 star property
10.0 out of 10, Exceptional, (2)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
United States
Monica
The price is 8.419.337 ₫
14.212.632 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Grandview of Ashland
Sun deck
Rocky Point Resort

Cabin in Klamath Falls

2.5 star property
8.2 out of 10, Very good, (400)
"Had a wonderful stay..!! Would love to stay again."
United States
NAGA HALINI
The price is 2.253.951 ₫
2.558.168 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Rocky Point Resort
Property grounds
Crater Lake Resort

Cabin in Chiloquin

3.0 star property
8.4 out of 10, Very good, (518)
"Beautiful area"
United States
Jann
Crater Lake Resort
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Cottage in Talent

4.5 star property
9.6 out of 10, Exceptional, (13)
"Very nice and hassle free check in "
United States
Matthew
The price is 3.369.064 ₫
5.923.989 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Paschal Winery
The Mastree | 1 bedroom, individually decorated, individually furnished
Out 'N' About Treehouse Treesort

Treehouse in Cave Junction

2.5 star property
9.8 out of 10, Exceptional, (13)
"Very nice place and people who work there are awesome "
United States
Jason
The price is 3.688.044 ₫
4.680.046 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Out 'N' About Treehouse Treesort
Grand House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
The Mountain Ave House by WanderLodges

Holiday Home in Ashland

4.0 star property
10.0 out of 10, Exceptional, (7)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is 6.572.047 ₫
11.867.414 ₫ total
includes taxes & fees
15 Dec - 16 Dec
The Mountain Ave House by WanderLodges
Family House, Kitchen, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Lanka Rose House by WanderLodges

Holiday Home in Phoenix

3.5 star property
10.0 out of 10, Exceptional, (1)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is 2.989.451 ₫
6.557.010 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Lanka Rose House by WanderLodges
Hiking
Union Creek Resort

Cabin in Prospect

3.0 star property
8.0 out of 10, Very good, (910)
"Clean, rustic, and good front desk personnel. "
United States
Charlotte
Union Creek Resort
Main House | Terrace/patio
A Cowslip's Belle Inn

Apartment in Ashland

3.0 star property
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is 3.558.870 ₫
5.437.822 ₫ total
includes taxes & fees
30 Nov - 1 Dec
A Cowslip's Belle Inn
Apartment (0 Bedroom) | Interior
Resort Cabin on the River ~ 21 Mi to Crater Lake!

Apartment in Chiloquin

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very cute and cozy cabin by the river. Nothing fancy but comfortable and clean and quiet. Joey is on-site manager and very friendly."
United States
Sarah
The price is 4.455.178 ₫
7.692.959 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Resort Cabin on the River ~ 21 Mi to Crater Lake!
City Bungalow, Garden Area | Private kitchen | Oven, stovetop, dishwasher, toaster
Hanna's House by WanderLodges

Holiday Home in Historic Railroad District

4.0 star property
10.0 out of 10, Exceptional, (2)
"This is a true gem!!! "
United States
Deirdre
The price is 4.034.572 ₫
6.519.254 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Hanna's House by WanderLodges
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels
The Rellik House and Winery

Holiday Home in Central Point

3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is 4.294.370 ₫
6.863.176 ₫ total
includes taxes & fees
26 Dec - 27 Dec
The Rellik House and Winery
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Holiday Home in Ashland

4.0 star property
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
United States
Melissa
The price is 3.914.757 ₫
7.772.151 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Barclay Klum House by WanderLodges
Studio, 1 Queen Bed, Kitchenette | Private kitchenette | Coffee/tea maker, electric kettle, toaster, paper towels
Rosewood Studio by WanderLodges

Holiday Home in Medford

3.0 star property
The price is 3.295.250 ₫
4.893.447 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Rosewood Studio by WanderLodges
Family Villa, Multiple Bedrooms, Valley View | Private kitchen
Meadowsweet Farm by WanderLodges

Holiday Home in Medford

3.0 star property
Meadowsweet Farm by WanderLodges
House | 3 bedrooms
Enchanting Getaway: Farmhouse and Tiny House Duo

Aparthotel in Jacksonville

2.0 star property
The price is 2.982.932 ₫
6.770.725 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Enchanting Getaway: Farmhouse and Tiny House Duo
Property grounds
Rosewood Landing- Hot Tub- Sauna

Holiday Home in Medford

3.0 star property
The price is 7.876.966 ₫
14.501.474 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Rosewood Landing- Hot Tub- Sauna
Cottage (1 Bedroom) | Interior
On-site Winery & Tasting Room: Oregon Bungalow!

Cottage in Central Point

3.0 star property
8.4 out of 10, Very good, (5)
"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 3.374.336 ₫
5.632.505 ₫ total
includes taxes & fees
1 Dec - 2 Dec
On-site Winery & Tasting Room: Oregon Bungalow!
House (1 Bedroom) | Interior
Fish & Hike: Peaceful Cabin on Williamson River

Cottage in Chiloquin

3.0 star property
The price is 5.166.952 ₫
8.472.483 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Fish & Hike: Peaceful Cabin on Williamson River
Apartment | 6 bedrooms
Medford Home and 2 Condos With Pool and Hot tub

Aparthotel in Medford

2.0 star property
The price is 2.354.771 ₫
5.966.544 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Medford Home and 2 Condos With Pool and Hot tub
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 Southern Oregon Hotel Reviews

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

10/10 Excellent
"Quite nice, will come again!"
Emily 1-night trip
Posted 2 days ago
Rogue Regency Inn and Suites