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Compare 425 Vacation Homes in Southern Oregon with updated reviews, rates, and availability.

Serene Riverfront Escape w/ Hot Tub & Views!

9.8 out of 10, Exceptional, (43)
"Enjoyed our stay"
Serene Riverfront Escape w/ Hot Tub & Views!

Downtown Delight: 3BDR Urban Escape

10.0 out of 10, Exceptional, (14)
"Stayed here oner Thanksgiving with another couple. House is so charming and genuine. It's location is perfect for accessing downtown Ashland via foot. "
Downtown Delight: 3BDR Urban Escape

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (48)
"Great location - close to restaurants and shops! "
Premier Downstairs Flat in Perfect Down Town Location

California Cottage: Downtown!

9.8 out of 10, Exceptional, (21)
"Great cottage ideal for two at an ideal location, close to everything Jacksonville has to offer. "
The price is AED 528
AED 973 total
includes taxes & fees
2 Feb - 3 Feb
California Cottage: Downtown!

Pet-Friendly House w/ Deck: Near Crater Lake!

10.0 out of 10, Exceptional, (4)
"This property is a hidden gem. It’s perfect for larger gatherings. The location is close to CraterLake and is surrounded by beautiful woods. We saw deer every morning. It is extremely well stocked with ample bedding, towels, kitchen supplies, games etc. The best part of the stay was the host Cindy. She went above and beyond to accommodate anything we needed. It truly was an incredible stay. "
Pet-Friendly House w/ Deck: Near Crater Lake!

ZZ ZANY ZOO II - Townhome, with Carport & Garage

10.0 out of 10, Exceptional, (80)
"Adorable family-friendly theme with holiday spirit made for a memorable vacation."
ZZ ZANY ZOO II - Townhome, with Carport & Garage

Chalet at Running Y Resort w/ Wraparound Deck!

9.8 out of 10, Exceptional, (39)
"This cabin was great. We utilized the pool over at the lodge a couple times and it was easy to access. All in all everything was top notch."
Chalet at Running Y Resort w/ Wraparound Deck!

232-Duplex-Private Bathroom-Mountain View

10.0 out of 10, Exceptional, (34)
"I would shorten the code to get in."
232-Duplex-Private Bathroom-Mountain View

Pet-Friendly Medford Vacation Rental w/ Yard!

9.2 out of 10, Wonderful, (7)
"Great cozy location"
Pet-Friendly Medford Vacation Rental w/ Yard!

Cedar Mountain - Suite C

10.0 out of 10, Exceptional, (47)
"We've stayed at the riverside cabins, and thought they were great, i like these better because of the bigger size. "
The price is AED 290
AED 503 total
includes taxes & fees
9 Feb - 10 Feb
Cedar Mountain - Suite C

Spacious Western Home on 2 acres in the Pines close to Crater Lake

10.0 out of 10, Exceptional, (96)
"Love the quietness and the cleanness of the place and Mario Cart "
The price is AED 551
AED 1,243 total
includes taxes & fees
2 Feb - 3 Feb
Spacious Western Home on 2 acres in the Pines close to Crater Lake

Peaceful Rogue Riverfront Home on 3 Acres!

9.8 out of 10, Exceptional, (145)
"House was very clean. We will definitely come back."
Peaceful Rogue Riverfront Home on 3 Acres!

Jacksonville Mountain Retreat

9.6 out of 10, Exceptional, (61)
"This is a very nice home. "
Jacksonville Mountain Retreat

Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.

9.6 out of 10, Exceptional, (39)
"House was amazing, stayed with family and new grand baby. Everything you could need and the split level was perfect for us! Definitely will rent again next time were in Medford. "
Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.

Railroad District, steps to downtown, everything you need to enjoy Ashland!

10.0 out of 10, Exceptional, (136)
"Clean. Tidy. comfortable. Well appointed. But we left a pair of walking polls behind and would like Sugar to keep them for us and we will pick them up when we stay again in the fall of 2025. David Roberts"
Railroad District, steps to downtown, everything you need to enjoy Ashland!

BRAND NEW-777 Hideaway

10.0 out of 10, Exceptional, (20)
"House was just as advertised and more! We found it very clean and comfortable for my family and I. We have 2 under 2 and it was just perfect. We’ll be back!"
BRAND NEW-777 Hideaway

Riverside Cabin 3 - (Brand New Construction)

10.0 out of 10, Exceptional, (47)
"It was very clean and quiet. Had everything we needed. Would definitely stay here again!"
The price is AED 320
AED 536 total
includes taxes & fees
9 Feb - 10 Feb
Riverside Cabin 3 - (Brand New Construction)

Home Theater - Gamer Ready!<br>Suite A

9.8 out of 10, Exceptional, (42)
"Love the beautiful set up at this House A! We've stayed twice and will certainly be back. Conveniently located in the center of town and we can launch to all of our families from there. Parking is challenging but everything about this little house is beautiful and you feel like you are in your own words when inside."
The price is AED 375
AED 637 total
includes taxes & fees
2 Feb - 3 Feb
Home Theater - Gamer Ready!<br>Suite A

Riverside Cabin 6

10.0 out of 10, Exceptional, (63)
"Very nice property. "
Riverside Cabin 6

Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

10.0 out of 10, Exceptional, (10)
"We loved this place. It was a special time for us, visiting family (including a very ill grandparent) over christmas. This wonderful riverside home was fantastic to come back to. No complaints whatsoever. The host was great, communication was great. We are incredibly grateful. Honestly, it was likely because of what we were going through, but this house felt a bit magical to us. A sanctuary. What a blessing."
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
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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Other property types in Southern Oregon

Crater Lake Resort

3.0 star property
8.6 out of 10, Excellent, (396)
"great location and very cozy room for family"
The price is AED 540
AED 595 total
includes taxes & fees
2 Feb - 3 Feb
Crater Lake Resort

Rocky Point Resort

2.5 star property
8.2 out of 10, Very Good, (346)
"This was a wonderful property. Clean quiet and sun rises amazing. No dining as stated in check in informaion made difficult. Communication was difficult but we got help from 140 store. Overall this place exceeded expectations. Thx to all who helped."
The price is AED 400
AED 454 total
includes taxes & fees
14 Feb - 15 Feb
Rocky Point Resort

Paschal Winery

4.5 star property
9.4 out of 10, Exceptional, (6)
"Very nice and hassle free check in "
The price is AED 377
AED 731 total
includes taxes & fees
2 Feb - 3 Feb
Paschal Winery
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.