Vacation Rentals in Jackson County

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Vacation Rentals in Jackson County

Hiking
Union Creek Resort
Union Creek Resort
3.0 star property
8.0 out of 10, Very Good, (907)
"Beautiful location near Crater Lake. Lots of short scenic hikes nearby. "
United States
karen
Union Creek Resort
Suite #4, 2 beds, Sleeps 4 | Private kitchen | Fridge, microwave, oven, stovetop
Peach Street Inn by WanderLodges
Peach Street Inn by WanderLodges
2.0 star property
9.2 out of 10, Wonderful, (27)
"Very nice property and rooms are spacious and clean. Will definitely return,"
United States
Nancy
Peach Street Inn by WanderLodges
Studio, 1 Queen Bed, Kitchenette | Private kitchenette | Coffee/tea maker, electric kettle, toaster, paper towels
Rosewood Studio by WanderLodges
Rosewood Studio by WanderLodges
3.0 star property
The price is ￥21,030
￥30,567 total
includes taxes & fees
Nov 6 - Nov 7
Rosewood Studio by WanderLodges
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery
Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (13)
"It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion said if she didn’t know better she would think she was in Switzerland."
United States
Heidi
The price is ￥12,069
￥26,833 total
includes taxes & fees
Nov 18 - Nov 19
Paschal Winery
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels
The Rellik House and Winery
The Rellik House and Winery
3.5 star property
9.4 out of 10, Exceptional, (3)
"Beautiful property on the winery. Nicely decorated room & large shower. Separate living, kitchenette & bedroom area. The only downside is the room we had had the parking area on one side & the winery tasting room on the other. So we kept our curtains closed. Also the hot tub was dirty. We were looking forward to using it. "
United States
Laurel
The price is ￥22,519
￥37,440 total
includes taxes & fees
Dec 4 - Dec 5
The Rellik House and Winery
Coffee and/or coffee maker
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
9.8 out of 10, Exceptional, (100)
"This is a really great spot to stay. I was attending a wedding in Central pPoint. Lots of wineries close by, hiking trails, and of course you can get into town pretty easily. Beautiful spots to enjoy the river are within minutes. There’s even a couple stores and restaurants that you can walk to. I would definitely stay here again."
United States
Michelle H.
The price is ￥14,958
￥27,063 total
includes taxes & fees
Nov 9 - Nov 10
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Fridge, microwave, oven, stovetop
Jacksonville Place
Jacksonville Place
9.0 out of 10, Wonderful, (28)
"It was a nice quiet place, wish I could’ve stayed longer. "
United States
steven
The price is ￥17,545
￥29,236 total
includes taxes & fees
Nov 13 - Nov 14
Jacksonville Place
Fridge, microwave, oven, stovetop
New house with king beds and 3 full bathrooms
New house with king beds and 3 full bathrooms
9.4 out of 10, Exceptional, (37)
"While this property had a few quirks, I really enjoyed this stay a lot. It was so nice to relax after a long day traveling."
United States
Emily Z.
The price is ￥30,240
￥47,836 total
includes taxes & fees
Dec 2 - Dec 3
New house with king beds and 3 full bathrooms
House | 3 bedrooms
Enchanting Getaway: Farmhouse and Tiny House Duo
Enchanting Getaway: Farmhouse and Tiny House Duo
2.0 star property
The price is ￥14,178
￥36,142 total
includes taxes & fees
Nov 6 - Nov 7
Enchanting Getaway: Farmhouse and Tiny House Duo
Property grounds
*Riverfront* "Cabin on The Rogue", Gateway to Crater Lake! Sleeps 2-4
*Riverfront* "Cabin on The Rogue", Gateway to Crater Lake! Sleeps 2-4
9.8 out of 10, Exceptional, (164)
"The cabin met our needs for touring southern Oregon. "
United States
Dianne M.
*Riverfront* "Cabin on The Rogue", Gateway to Crater Lake! Sleeps 2-4
Property grounds
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
9.8 out of 10, Exceptional, (41)
"It is a very unique property with good location and things you need!"
United States
Ivy D.
The price is ￥16,440
￥25,256 total
includes taxes & fees
Nov 13 - Nov 14
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Outdoor spa tub
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
9.8 out of 10, Exceptional, (60)
"Michael’s place was great! A short walk to many things and enough room for lots of family. "
United States
Emily Y.
The price is ￥27,064
￥73,850 total
includes taxes & fees
Nov 9 - Nov 10
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Main House | Terrace/patio
A Cowslip's Belle Inn
A Cowslip's Belle Inn
3.0 star property
9.8 out of 10, Exceptional, (39)
"This place is serene, beautiful and has a perfect location for walking downtown"
United States
Seth
The price is ￥20,722
￥31,663 total
includes taxes & fees
Nov 18 - Nov 19
A Cowslip's Belle Inn
Outdoor dining
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
10.0 out of 10, Exceptional, (32)
"Beautiful cottage; very comfortable, excellent amenities, so close to everything. One block to Lithia Park, OSF and everything walkable in downtown. There was a lot of thought put into every detail of the space, and we appreciated it. Thanks, Kathy, for sharing your place!"
United States
Janet T.
The price is ￥16,118
￥30,295 total
includes taxes & fees
Dec 3 - Dec 4
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
Terrace/patio
Sunshine Studio - Private apt and yard (eco, solar)
Sunshine Studio - Private apt and yard (eco, solar)
10.0 out of 10, Exceptional, (86)
"Incredibly inviting, clean, thoughtful cultivation of the space. Would absolutely stay again and also recommend! "
United States
Dakotah S.
The price is ￥15,421
￥20,818 total
includes taxes & fees
Nov 6 - Nov 7
Sunshine Studio - Private apt and yard (eco, solar)
Terrace/patio
Riverfront on the Rogue! Ideal Southern Oregon location
Riverfront on the Rogue! Ideal Southern Oregon location
9.8 out of 10, Exceptional, (65)
"This was a great place for my large family to stay. It was clean, spacious (both indoors and outdoors), and a perfect spot to relax by the river. Sara and David were by far the most responsive and accommodating hosts I’ve ever encountered. Many memories were made at this waterfront gem. Next time my family visits Southern Oregon, this is where we’d want to stay. "
United States
Anonymous traveler
Riverfront on the Rogue! Ideal Southern Oregon location
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges
Barclay Klum House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (6)
"Hannah was such a good communicator and so helpful for my husband and I… We were in Ashland to visit friends and it was such a great place to be. So centrally located but also spacious and clean and beautiful… We would stay there anytime and hope to stay there again"
United States
Eileen
The price is ￥23,624
￥46,238 total
includes taxes & fees
Nov 18 - Nov 19
Barclay Klum House by WanderLodges
Exterior
The Red Dragon House
The Red Dragon House
10.0 out of 10, Exceptional, (102)
"Mike and Mindy's place had everything we could ask for and more."
United States
Carol C.
The price is ￥26,863
￥30,851 total
includes taxes & fees
Nov 18 - Nov 19
The Red Dragon House
Interior
Hyatt Prairie Mountain Cabin
Hyatt Prairie Mountain Cabin
10.0 out of 10, Exceptional, (57)
"Great cabin , loved our stay"
United States
Carol B.
The price is ￥27,630
￥62,946 total
includes taxes & fees
Nov 6 - Nov 7
Hyatt Prairie Mountain Cabin
Terrace/patio
Grandview of Ashland
Grandview of Ashland
3.0 star property
10.0 out of 10, Exceptional, (1)
"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 ￥55,512
￥89,808 total
includes taxes & fees
Nov 12 - Nov 13
Grandview of Ashland
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jackson County Hotel Reviews

Clarion Pointe Medford

Clarion Pointe Medford

10/10 Excellent
"Nice, clean room with a comfy bed. Check in clerk was courteous and friendly. Breakfast has a great selection. Would definitely stay here again "
Christel 1-night trip
Posted 2 days ago
Clarion Pointe Medford

Find out more about Jackson County

Vacation Apartments in Jackson County

Search for Vacation rentals in Jackson County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Jackson County using one of the methods below:

  • View our selection of featured Vacation rentals in Jackson County
  • Use the map to find apartments and other Vacation homes in the Jackson County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Jackson County while they last

Look no further and take a look at our great range of rental properties in Jackson County!