The 29 Best Holiday Rentals in Rogue Valley

Ranked 1 out of 83 in the region, as well as being 1 of 10 for holiday rentals in Ashland.

• “The location was very convenient for walking to theaters restaurants and park”
• “Totally recommend!”
• “”
• See more reviews of Second Street Cottages

Ranked 3 out of 83 in the region, as well as being 4 of 23 for holiday rentals in Grants Pass.

• “”
• “Wonderful place that made me wish we had longer to stay!”
• “Great find!”
• See more reviews of The River House

Ranked 4 out of 83 in the region, as well as being 2 of 10 for holiday rentals in Ashland.

• “Cotton sheets would make it a ten.”
• “”
• “nice place for 4 adults”
• See more reviews of The Mountain House by WanderLodges

Ranked 5 out of 83 in the region, as well as being 1 of 13 for holiday rentals in Medford.

• “It was quiet and spacious.”
• “It was a great deal and it was comfortable. Great water pressure in the shower.”
• “Great time with family”
• See more reviews of 2 King Masters 2 Queens Sofa Bed Firepit

Ranked 6 out of 83 in the region, as well as being 2 of 13 for holiday rentals in Medford.

• “This is a small charming house.”
• “Very easy check in/check out. Nice neighborhood, very nice house”
• “Perfect quiet place at reasonable rate.”
• See more reviews of Cheerful New 2 Bedroom Home In Cul De Sac Netflix

Ranked 7 out of 83 in the region, as well as being 3 of 13 for holiday rentals in Medford.

• “Everything”
• “Good deal!”
• “Perfect getaway”
• See more reviews of Oakdale Suites - Master Property

Ranked 8 out of 83 in the region, as well as being 1 of 1 for holiday rentals in Azalea.

• “Truly Blissful!”
• “Our stay was absolutely breathe taking.”
• “Best getaway”
• See more reviews of Blissful Solitude Cottage

Ranked 9 out of 83 in the region, as well as being 4 of 13 for holiday rentals in Medford.

• “Near everything”
• “Parking at the front door.”
• “I enjoyed my time here, the space is cute and cozy.”
• See more reviews of Classic & Cozy Apartments - Parking & Close To Dw

Ranked 10 out of 83 in the region, as well as being 5 of 13 for holiday rentals in Medford.

• “Hot tub King Bed Home”
• “No curtains on the windows...... weird.”
• “Great bang for your bucks.”
• See more reviews of Hot Tub! King Bed-firepitt-near Airport& Freeway

Ranked 11 out of 83 in the region, as well as being 6 of 13 for holiday rentals in Medford.

• “15 out of 10”
• “It was easy going and very cozy and great location”
• “The privacy of having 4 rooms.”
• See more reviews of 1930s Queen Anne Historic Downtown Retreat

Ranked 12 out of 83 in the region, as well as being 7 of 13 for holiday rentals in Medford.

• “Overall very enjoyable and relaxing place to stay.”
• “”
• “We didn't end up staying here”
• See more reviews of Peach Street Super Suite

Ranked 13 out of 83 in the region, as well as being 8 of 13 for holiday rentals in Medford.

• “Perfect”
• “Awesome vacation house”
• “Would definitely come back with a big group on vacation”
• See more reviews of New house with comfortable king beds

Ranked 14 out of 83 in the region, as well as being 9 of 13 for holiday rentals in Medford.

• “”
• “Wonderful place to stay. Felt like home, very relaxing place!!”
• “We found the house great!”
• See more reviews of Central Medford Family Retreat with Large Yard!

Ranked 15 out of 83 in the region, as well as being 11 of 23 for holiday rentals in Grants Pass.

• “We will definitely be back!...”
• “Such a beautiful place to stay!”
• “A perfect river getaway location with games and toys, a kitchenette and comfortable bed.”
• See more reviews of Loft Cabin 2 - Rogue River Resort

Ranked 16 out of 83 in the region, as well as being 10 of 13 for holiday rentals in Medford.

• “Beautiful, clean cabin, in a peaceful location.”
• “Historic cabin updated for easy, comfortable enjoyment. Super private and welcoming.”
• “”
• See more reviews of Creekside Cabin

Ranked 17 out of 83 in the region, as well as being 3 of 10 for holiday rentals in Ashland.

• “It is clean, well equipped, comfortable and beautiful”
• “Nice Stay”
• “Great stay! We will come again!”
• See more reviews of Redtail Inn - 3 Suites Sleeps Up To 12

Ranked 18 out of 83 in the region, as well as being 11 of 13 for holiday rentals in Medford.

• “”
• “Highly economic, very clean, excellent location”
• “”
• See more reviews of Southern Oregon Gem

Ranked 19 out of 83 in the region, as well as being 12 of 23 for holiday rentals in Grants Pass.

• “Fantastic Location - Wonderful Gem - Highly Recommended”
• “It was as nice as the pictures made it seem.”
• “Was held hostage against my will by hosts who were paid anonymously to keep me hostage”
• See more reviews of DunMovin’ Oregon

Ranked 20 out of 83 in the region, as well as being 4 of 10 for holiday rentals in Ashland.

• “Location.”
• “The location was wonderful.”
• “Wonderful location and comfortable stay”
• See more reviews of Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland

Ranked 21 out of 83 in the region, as well as being 5 of 10 for holiday rentals in Ashland.

• “Mostly excellent location and property. Very high quality furnishings.”
• “Truly lovely experience.”
• “!!!”
• See more reviews of Barclay Klum House by WanderLodges

Ranked 22 out of 83 in the region, as well as being 5 of 6 for holiday rentals in Jacksonville.

• “Walking distance to everything in town . Quaint cottage and had all we needed.”
• “Always an enjoyable experience.”
• “Basically it is a nice change from motel rooms.”
• See more reviews of California Cottage

Ranked 23 out of 83 in the region, as well as being 6 of 10 for holiday rentals in Ashland.

• “Spacious area and nicely decorate.”
• “”
• “Beautiful apartment in a lovely setting!”
• See more reviews of Panoramic Views

Ranked 24 out of 83 in the region, as well as being 7 of 10 for holiday rentals in Ashland.

• “Just what we needed”
• “Good location”
• “”
• See more reviews of Bluemoon Vacation Rentals - Bluemoon Cottage

Ranked 25 out of 83 in the region, as well as being 3 of 4 for holiday rentals in Central Point.

• “Fantastic visit and will definitely plan a return!”
• “Great little bungalow!”
• “Great”
• See more reviews of On Working Winery Southern Oregon Bungalow

Ranked 26 out of 83 in the region, as well as being 15 of 23 for holiday rentals in Grants Pass.

• “Nice little place minus not enough heat for two rooms.”
• “Highly recommend staying here. Very nice! Clean and comfortable!!”
• “A great stay and would expect to return.”
• See more reviews of Deluxe Cabin 1 - Rogue River Resort

Ranked 27 out of 83 in the region, as well as being 16 of 23 for holiday rentals in Grants Pass.

• “Spacious, comfortable home in the wilderness.”
• “Absolutely loved the beautiful scenery and seclusion of the...”
• See more reviews of Peaceful Applegate River Valley Sanctuary!

Ranked 28 out of 83 in the region, as well as being 12 of 13 for holiday rentals in Medford.

• “Cul-de-sac Paradise”
• “It was pleasant!”
• “It was amazing!”
• See more reviews of Fantastic Bright 4 Bedroom- Deck - Fireplaces

Ranked 29 out of 83 in the region, as well as being 13 of 13 for holiday rentals in Medford.

• “Fantastic stay in Jacksonville!”
• “Awesome and enjoyed.”
• “Get away spot”
• See more reviews of Comfortable Jacksonville house

Ranked 30 out of 83 in the region, as well as being 18 of 23 for holiday rentals in Grants Pass.

• “Beautiful Cabin”
• “Lovely river views and a cozy bed.”
• “Nice, quiet stay.”
• See more reviews of Deluxe Cabin 5 - Rogue River Resort