Photo by Ann Sair

Holiday Homes in Gold Hill

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Featured Holiday Homes in Gold Hill

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

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 NZ$848
includes taxes & fees
4 Jan - 5 Jan
Charming home, w/hot tub, close to downtown Pet-Friendly!

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. "
The price is NZ$601
includes taxes & fees
5 Jan - 6 Jan
The Rellik House and Winery

Pet-Friendly Medford Vacation Rental w/ Yard!

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

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 NZ$922
includes taxes & fees
1 Feb - 2 Feb
The Phoenix House- a place to relax and rejuvenate

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

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 NZ$522
includes taxes & fees
5 Jan - 6 Jan
Hanna's House | 1 block to downtown!

California Cottage: Downtown!

9.6 out of 10, Exceptional, (20)
"The property was so cozy. Exactly like the listing description. Literally a few steps from downtown Jacksonville. Everything that we hoped for!"
The price is NZ$473
includes taxes & fees
4 Jan - 5 Jan
California Cottage: Downtown!

230-Downstairs-Duplex-Private Bathroom-Mountain View

9.8 out of 10, Exceptional, (17)
"Quiet neighborhood; convenient parking; great HVAC system; comfy beds; hot shower; good wine. Owner gives codes day of stay. "
230-Downstairs-Duplex-Private Bathroom-Mountain View

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

Brookdale Meadows sleeps 6

10.0 out of 10, Exceptional, (14)
"Four adults stayed at the house. We were in Medford to visit our family matriarch. We enjoyed spending the evening together cooking dinner, sharing a meal and visiting. The house is the best! Clean, comfortable and so well appointed with quality linens, towels abd cookware."
Brookdale Meadows sleeps 6

Sun Cottage Downtown Jacksonville

10.0 out of 10, Exceptional, (14)
"Cute little cottage. Great location for exploring Jacksonville and the surrounding areas. You can easily walk to all the shops, restaurants, Britt Amphitheater and nature trails. The host is also very responsive. "
The price is NZ$587
includes taxes & fees
6 Jan - 7 Jan
Sun Cottage Downtown Jacksonville

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

2.0 star property
10.0 out of 10, Exceptional, (4)
"Highly suggest. Very clean, easy to get in, effortless process. "
The price is NZ$376
includes taxes & fees
5 Jan - 6 Jan
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

Cedar Wood Mountain View Retreat

10.0 out of 10, Exceptional, (2)
"Very easy access to the Shakespeare Festival. Great loft for sleeping and night-gazimh"
Cedar Wood Mountain View Retreat

Serene Riverfront Escape w/ Hot Tub & Views!

9.8 out of 10, Exceptional, (42)
"The house is a great location with an amazing river view. The house was well stocked with plenty of Kitchen and bathroom needs. Very roomy and cozy. We will be back!"
Serene Riverfront Escape w/ Hot Tub & Views!

Southern Oregon Gem (EV Charger)

10.0 out of 10, Exceptional, (35)
"Great spot. Loved the fenced in yard for the dog and toddler. Parking easy. Felt safe. The house was spacious, clean, with comfortable beds. "
The price is NZ$270
includes taxes & fees
20 Jan - 21 Jan
Southern Oregon Gem (EV Charger)

Luxe Grants Pass Getaway with Riverfront Views!

9.8 out of 10, Exceptional, (24)
"We were in town for my neice's bat mitzvah and washed a house with space for all of the or of town guests to hang out. The house was perfect. My only complaint was a lack of soap and shampoo and conditioner in the bathrooms and barely enough toilet paper for a group of 8 people "
Luxe Grants Pass Getaway with Riverfront Views!

'RIVER HAVEN' is a serene riverside cabin on the Rogue River

10.0 out of 10, Exceptional, (30)
"My husband and I had a wonderful 5 days at River Haven! The cabin was adorable and so comfy. Kitchen had everything you would need if you plan on cooking. We spent most of our time outside on one of the 3 decks watching all the fisherman and rafters go by. My husband even tried fly fishing for the first time and really enjoyed it! We took a day trip up to crater lake and couldn’t believe how beautiful it was! And to top it all off we had the neighborhood Siamese cat, Dante, visit us every day....
'RIVER HAVEN' is a serene riverside cabin on the Rogue River

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 NZ$465
includes taxes & fees
20 Jan - 21 Jan
Comfy Cozy Casa
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 Gold Hill

Serene Historic Cabin, Nine Acre Estate, Just Off I-5

9.6 out of 10, Exceptional, (25)
"It is a very unique property with good location and things you need!"
The price is NZ$286
includes taxes & fees
4 Jan - 5 Jan
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Big Foot River Lodge

10.0 out of 10, Exceptional, (61)
"Our stay was wonderful. Every need was meet, from having toddler high chairs and pac n plays, to all appliances needed for adult comfort. Highly recommend! Great property, great hosts!"
The price is NZ$520
includes taxes & fees
6 Jan - 7 Jan
Big Foot River Lodge

Rosie's Woodland Paradise! Come relax and rejuvenate!

10.0 out of 10, Exceptional, (113)
"Nicely decorated, clean, comfortable, peaceful. The host replied to all of my messages. I will stay again. "
The price is NZ$261
includes taxes & fees
31 Jan - 1 Feb
Rosie's Woodland Paradise! Come relax and rejuvenate!
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.