Search Vacation Homes in Medford

Compare 160 Vacation Homes in Medford with updated reviews, rates, and availability.

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!

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (47)
"This was a beautiful and clean home in a perfect location. So close to downtown and the Shakespeare Festival. The walk was easy, well lite and safe. The home was clean and the beds were comfortable. We would definitely recommend and return!!"
Premier Downstairs Flat in Perfect Down Town Location

Hanna's House | 1 block to downtown!

10.0 out of 10, Exceptional, (160)
"This is a wonderful little space that's within a block of old town Ashland and all its restaurants, coffee shops, and theaters. Wonderful helpfulness and communication from our host, and the space had everything we needed - all with modern remodeling, it seems. We loved it!"
The price is AED 509
AED 1,072 total
includes taxes & fees
5 Jan - 6 Jan
Hanna's House | 1 block to downtown!

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 Wood Mountain View Retreat

10.0 out of 10, Exceptional, (3)
"Very easy access to the Shakespeare Festival. Great loft for sleeping and night-gazimh"
Cedar Wood Mountain View Retreat

The Red Dragon House

10.0 out of 10, Exceptional, (85)
"A truly wonderful home away from home. A great space that feels like a stay out in the country, but just a 10 minute drive to all that downtown Ashland has to offer. The best stocked vacation rental we’ve ever stayed with. The attention to detail to make our stay as comfortable and enjoyable as possible was evident in every aspect of the home. All with plenty of space to spread out, inside and out."
The price is AED 643
AED 746 total
includes taxes & fees
5 Jan - 6 Jan
The Red Dragon House

Charming home, w/hot tub, close to downtown Pet-Friendly!

10.0 out of 10, Exceptional, (33)
"We had a one night stay at this property with our two dogs on our way to Southern California and met all of our needs. Wonderful fence yard front and back of the house. Wonderful communication with the manager/owner. We had a great time."
The price is AED 643
AED 1,757 total
includes taxes & fees
4 Jan - 5 Jan
Charming home, w/hot tub, close to downtown Pet-Friendly!

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

The Phoenix House- a place to relax and rejuvenate

8.8 out of 10, Excellent, (6)
"We have stayed there twice now. Our art gallery reception was last night in Medford. Today I visited a friend in Ashland. Debbie’s Diner is very close for breakfast and Starbucks down the road. The house has an elegant feel to it, high ceilings and lots of windows to the backyard. Thank you so much."
The price is AED 1,028
AED 1,895 total
includes taxes & fees
1 Feb - 2 Feb
The Phoenix House- a place to relax and rejuvenate

Cheerful 3-Bedroom home in Central Point

10.0 out of 10, Exceptional, (17)
"This house is in a very nice, quiet neighborhood but really centrally located to surrounding amenities. A beautiful and clean home - love the way it is decorated!! Jill was a great host. Her response time to any communication was almost instant."
Cheerful 3-Bedroom home in Central Point

Comfy Cozy Casa

10.0 out of 10, Exceptional, (36)
"Came in town for a race event house was clean and organized."
The price is AED 331
AED 917 total
includes taxes & fees
6 Jan - 7 Jan
Comfy Cozy Casa

Great, clean house in the middle of Medford

9.2 out of 10, Wonderful, (41)
"The house was nice and just what we needed. Check in was easy and so was check out."
The price is AED 477
AED 1,182 total
includes taxes & fees
5 Jan - 6 Jan
Great, clean house in the middle of Medford

Spectacular large home with seasonal pool.

9.8 out of 10, Exceptional, (10)
"Such a warm, inviting and cozy home! My family had such a wonderful time! We really enjoyed the beautiful pool, the large kitchen, and the open floor plan that made the family room our great meeting & games place! The owners are wonderful human beings! We can’t wait to visit again!"
Spectacular large home with seasonal pool.

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

9.4 out of 10, Exceptional, (34)
"House was clean and as shown in pictures. Truly is only parking for 2 cars, any additional need to park on the road above."
Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.

Cheerful new 2 bedroom home in cul de sac Netflix

9.0 out of 10, Wonderful, (9)
"Just overnight and this was a comfortable little cottage."
The price is AED 263
AED 649 total
includes taxes & fees
27 Jan - 28 Jan
Cheerful new 2 bedroom home in cul de sac Netflix

Tastefully remodeled 3 bedroom 2 bath home with large private back yard

10.0 out of 10, Exceptional, (33)
"The house is great. The recliners were very comfortable as were the beds. TV for everyone. I have two concerns that should not stop you from renting this house but you should be aware of: The bbq was not clean and could not be used. The master bathroom has no door. A door could be installed at the entrance to the sink area. Overall I would rent the house again and highly recommend it. "
The price is AED 525
AED 1,248 total
includes taxes & fees
26 Jan - 27 Jan
Tastefully remodeled 3 bedroom 2 bath home with large private back yard

Spacious contemporary home nestled in the foothills of RoxyAnn.

10.0 out of 10, Exceptional, (14)
"The owners thought of everything that we might need, it was super clean and beautiful! We will definitely stay again!"
Spacious contemporary home nestled in the foothills of RoxyAnn.

ZZ ZANY ZOO II - Townhome, with Carport & Garage

10.0 out of 10, Exceptional, (78)
"Fun place, clean, quiet. Great host. "
ZZ ZANY ZOO II - Townhome, with Carport & Garage

New Downtown 3 Bedroom Upstairs Flat with views

9.6 out of 10, Exceptional, (23)
"The Double Bed Futon on the listing is inaccurate since the couch does not fold out. The property itself was great and perfect for our girl's weekend to see the plays! Within walking distance to the theatres. I liked how the bathrooms had the sinks separate from the toilet and shower room. Great for friends."
New Downtown 3 Bedroom Upstairs Flat with views

Quiet cottage with views

9.0 out of 10, Wonderful, (2)
Quiet cottage with views
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 Medford

Sunshine Studio - Private apt and yard (eco, solar)

10.0 out of 10, Exceptional, (50)
"Clean, almost felt like camping, used the fire pit got real close real quick, ( bathroom door). Lovely little place "
The price is AED 367
AED 496 total
includes taxes & fees
4 Jan - 5 Jan
Sunshine Studio - Private apt and yard (eco, solar)

Comfy Cozy Casa

10.0 out of 10, Exceptional, (36)
"Came in town for a race event house was clean and organized."
The price is AED 331
AED 917 total
includes taxes & fees
6 Jan - 7 Jan
Comfy Cozy Casa

Great, clean house in the middle of Medford

9.2 out of 10, Wonderful, (41)
"The house was nice and just what we needed. Check in was easy and so was check out."
The price is AED 477
AED 1,182 total
includes taxes & fees
5 Jan - 6 Jan
Great, clean house in the middle of Medford
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.