Ashland Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Ashland Vacation Homes

Fridge, microwave, oven, stovetop
New house with king beds and 3 full bathrooms
9.6 out of 10, Exceptional, (21)
"The home was nice and in itself was clean. It is conveniently located and close to restaurants and shopping. Unfortunately they were running behind and we had to wait in our cars and werent able to check in until 430 and had zero towels to use and were left with a closet full of dirty linens. We had a 530 show to get to and were hoping to spruce up a bit but there was no time and we didnt bring our own towels. We literally didnt even have a hand towel to dry our hands in the bathroom. The owner...
The price is CA $248
CA $315 total
includes taxes & fees
May 20 - May 21
New house with king beds and 3 full bathrooms
Fridge, microwave, stovetop, dishwasher
Lovely Medford Home w/ Patio, Fire Pit + Gas Grill
9.6 out of 10, Exceptional, (4)
"Couldn’t have been happier. We would recommend this house to anyone wanting to stay in Medford."
Lovely Medford Home w/ Patio, Fire Pit + Gas Grill
Smart TV, books
Downtown Ashland Pet-Friendly Haven
9.6 out of 10, Exceptional, (9)
"We stayed for a week and it met all our needs. We loved the location, the beds were comfortable, the house was very clean and we felt safe. Thanks for a relaxing stay."
The price is CA $170
CA $418 total
includes taxes & fees
May 22 - May 23
Downtown Ashland Pet-Friendly Haven
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Outdoor dining
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views
9.6 out of 10, Exceptional, (32)
"Beautiful and comfortable"
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views
Full-size fridge, microwave, oven, stovetop
Renovated Home in Central Point
10.0 out of 10, Exceptional, (13)
"Very clean and comfortable house in a nice quiet neighborhood. Everything about our booking and check in process was seamless."
Renovated Home in Central Point
Fridge, microwave, oven, stovetop
Great, clean house in the middle of Medford
9.2 out of 10, Wonderful, (39)
"The house was nice and just what we needed. Check in was easy and so was check out."
The price is CA $224
CA $496 total
includes taxes & fees
May 19 - May 20
Great, clean house in the middle of Medford
Fridge, microwave, oven, stovetop
Railroad District, steps to downtown, everything you need to enjoy Ashland!
10.0 out of 10, Exceptional, (129)
"Had the best stay in Ashland; went everywhere. The leaves were brilliant and bright."
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Fridge, microwave, oven, stovetop
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
10.0 out of 10, Exceptional, (17)
"This house was perfect for our family and dogs. We loved the backyard. The inside is spacious, well equipped with anything you need, and we loved the furniture and decor. Medford is a great place to visit and this was a great home to stay in."
The price is CA $245
CA $534 total
includes taxes & fees
May 20 - May 21
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
Exterior
1930s Queen Anne Historic Downtown Retreat
9.8 out of 10, Exceptional, (23)
"A wonderful time at your lovely, beautifully updated home! Extremely comfortable, clean, roomy. Outstanding communication with hosts, who were very solicitous of our comfort. Great backyard for our little dog and us with patio table when weather permitted. Quiet and safe neighborhood. Highly recommend this home!!!"
The price is CA $180
CA $416 total
includes taxes & fees
May 21 - May 22
1930s Queen Anne Historic Downtown Retreat
Property grounds
Award Winning Britt Bungalow in the Heart of Jacksonville Oregon
9.6 out of 10, Exceptional, (14)
"Be home, exactly as present, and maybe even better than the pictures imply! The host was gracious very easy to communicate with, and very accommodating for my stay. I will definitely be back."
The price is CA $388
CA $661 total
includes taxes & fees
May 20 - May 21
Award Winning Britt Bungalow in the Heart of Jacksonville Oregon
Fridge, microwave, oven, stovetop
Premier Downstairs Flat in Perfect Down Town Location
10.0 out of 10, Exceptional, (31)
"Very, very clean home. Excellent location with very comfortable beds and all the appliances needed to create a comfortable weekend."
Premier Downstairs Flat in Perfect Down Town Location
Microwave, dishwasher
East Main Downtown Bungalow
9.6 out of 10, Exceptional, (15)
"clean and comfy bed. Overall, nice. BUT front door lock and instructions not good. The numbers on the lock are invisible. there is no obvious "home" button to push. None of which is mentioned in the instructions. Also, the sign on the top of the fridge needs attention. The headline is "Before you leave" with no hint that tenants should read it upon arrival to see the internet instructions. There is no book of further information as claimed."
The price is CA $231
CA $423 total
includes taxes & fees
May 19 - May 20
East Main Downtown Bungalow
Fridge, microwave, oven, stovetop
Welcome to our charming Hygge home in East Medford, OR
8.6 out of 10, Excellent, (4)
"Would stay again!"
Welcome to our charming Hygge home in East Medford, OR
Exterior
Cozy, dog-friendly 3-bedroom fully stocked home in Medford with AC, WiFi
The price is CA $184
CA $340 total
includes taxes & fees
May 19 - May 20
Cozy, dog-friendly 3-bedroom fully stocked home in Medford with AC, WiFi
Property grounds
A luxury retreat: Siskiyou Mountain Place, Ashland. 2 br, kitchenette
The price is CA $216
CA $342 total
includes taxes & fees
May 18 - May 19
A luxury retreat: Siskiyou Mountain Place, Ashland. 2 br, kitchenette
Exterior
Sun Cottage Downtown Jacksonville
10.0 out of 10, Exceptional, (7)
"Very lovely and well-appointed cottage in the perfect location for enjoying Jacksonville. The host was very responsive to all our questions and there were no problems at all. Can't wait to visit again!"
Sun Cottage Downtown Jacksonville
Property grounds
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Living area
Retreat Near Hospital w/ Self Check-in + Laundry<br>
Retreat Near Hospital w/ Self Check-in + Laundry<br>
Fridge, microwave, stovetop, dishwasher
Stunning Medford Escape w/ Panoramic Views!
10.0 out of 10, Exceptional, (24)
"Cathy is Great, The home is a giant older single story Family Home with a basement full of beds and air hocky table, Huge kitchen and dining room, Hot tub, Pool, alot of toys for the pool, garage, even entry gates to the property its fenced, and surrounded by wild turkeys and deer ! It was really nice ! and they allow your Dogs ! Thanks Again Cathy!"
Stunning Medford Escape w/ Panoramic Views!
Fridge, microwave, oven, stovetop
Southern Oregon Gem (EV Charger)
10.0 out of 10, Exceptional, (27)
"The accommodations were great and very comfortable. We couldn't find any information about WiFi in the house though, and when I sent a message to the host, asking if there was WiFi his response was "yes" without any further information. Otherwise no complaints!"
The price is CA $103
CA $185 total
includes taxes & fees
May 20 - May 21
Southern Oregon Gem (EV Charger)
Don't see what you're looking for?
See all available properties in 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.

Other property types in Ashland

Smart TV, books
Downtown Ashland Pet-Friendly Haven
9.6 out of 10, Exceptional, (9)
"We stayed for a week and it met all our needs. We loved the location, the beds were comfortable, the house was very clean and we felt safe. Thanks for a relaxing stay."
The price is CA $170
CA $418 total
includes taxes & fees
May 22 - May 23
Downtown Ashland Pet-Friendly Haven
Main House | Terrace/patio
A Cowslip's Belle Inn
3.0 star property
9.8 out of 10, Exceptional, (9)
"This place is absolutely amazing. I stayed for a long weekend/Mt bike trip and really enjoyed it. Quiet, peaceful setting and close to everything. "
The price is CA $236
CA $475 total
includes taxes & fees
May 20 - May 21
A Cowslip's Belle Inn
Fridge, microwave, oven, stovetop
Hyatt Lake Mountain Retreat
9.8 out of 10, Exceptional, (65)
"The house was so cozy and comfortable. A sit on the porch swing and the lovely view of the prairie and lake! Host was so helpful and so accommodating!!"
Hyatt Lake Mountain Retreat
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.

Ashland Vacation Homes information

Number of reviews
416
Accommodation
201 Vacation Homes
Lowest Price
CA $103
Highest Price
CA $388

Recent Reviews in Ashland
Expedia verified reviews

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

5/5 Excellent
"We always enjoy staying here! The facility is wonderful as is the staff!"
A verified traveller stayed at Ashland Hills Hotel & Suites
Posted 1 day ago
Ashland Hills Hotel & Suites