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Check prices for these dates

Next weekend
25 Jul - 27 Jul
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1 Aug - 3 Aug
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15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Vacation Homes in Ashland

In the historic railroad district, walking distance to all the best of Ashland!
Outdoor dining

In the historic railroad district, walking distance to all the best of Ashland!

10.0 out of 10, Exceptional, (182)
"Lovely old-fashioned cottage for friends to share"
In the historic railroad district, walking distance to all the best of Ashland!
Quiet and peaceful cottage close to downtown
Outdoor dining

Quiet and peaceful cottage close to downtown

9.8 out of 10, Exceptional, (58)
"My daughter, my dog and I had a wonderful stay in this guest house! Perfect location? Ideal for dogs (doggy door and fenced yard), and we had everything we needed. We would definitely stay again!"
The price is AED 680
AED 1,212 total
includes taxes & fees
25 Jul - 26 Jul
Quiet and peaceful cottage close to downtown
A beautiful Skyfall Landing
Outdoor pool

A beautiful Skyfall Landing

10.0 out of 10, Exceptional, (4)
"We like it because it was nice and quite staying out of the city it was great "
The price is AED 684
AED 1,433 total
includes taxes & fees
21 Jul - 22 Jul
A beautiful Skyfall Landing
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Outdoor spa tub

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

10.0 out of 10, Exceptional, (45)
"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Jacksonville Place
Fridge, microwave, oven, stovetop

Jacksonville Place

9.2 out of 10, Wonderful, (21)
"We enjoyed our stay here. When we first arrived, the cleaning staff was on their way. We left for dinner and came back to a clean house. We had what we needed for the 3 nights we were in town and plenty of room for me, my husband, three daughters and my mom. Fair price and decent place to stay. I’m sure we would stay here again if we come back through this area. "
The price is AED 879
AED 1,291 total
includes taxes & fees
29 Jul - 30 Jul
Jacksonville Place
Premier Downstairs Flat in Perfect Down Town Location
Fridge, microwave, oven, stovetop

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (56)
"Great location - close to restaurants and shops! "
Premier Downstairs Flat in Perfect Down Town Location
House + 2 Studios- 3 blocks from the Plaza!
Smart TV, books

House + 2 Studios- 3 blocks from the Plaza!

9.8 out of 10, Exceptional, (8)
"The house and studios were perfect for my 4 friends and myself. The location was amazing and we could walk to most of our destinations. I highly recommend staying at this house."
The price is AED 735
AED 2,088 total
includes taxes & fees
21 Jul - 22 Jul
House + 2 Studios- 3 blocks from the Plaza!
East Main Downtown Bungalow
Microwave, dishwasher

East Main Downtown Bungalow

9.2 out of 10, Wonderful, (31)
"Pros: Excellent location. Good communication with hosts. Cons: Only big enough for two adults to stay, possibly a child on the couch. The description said it accommodates 4 people, but the couch isn’t big enough for adults. Also, the water in the bathroom doesn’t allow use of shower and sink at the same time."
The price is AED 477
AED 958 total
includes taxes & fees
27 Jul - 28 Jul
East Main Downtown Bungalow
Nightly or short term rental in Medford.
Exterior

Nightly or short term rental in Medford.

2.0 star property
9.0 out of 10, Wonderful, (2)
"We booked this home for my client who was displaced from his home due to water damage. The host was extremely communicative and accommodating. Highly recommend. "
Nightly or short term rental in Medford.
Jacksonville Mountain Retreat
Exterior detail

Jacksonville Mountain Retreat

9.6 out of 10, Exceptional, (67)
"Our second stay, four long time friends. Everything we wanted, space for all our activities. House is fantastic and the view is awesome. Easy trip to Ashland. Will book it for our next trip.."
Jacksonville Mountain Retreat
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views
Outdoor dining

Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views

9.6 out of 10, Exceptional, (42)
"Very large home with everything we needed and more. Great setting and very close to Crater Lake."
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views
"Enchantment" Medford, Oregon
Outdoor dining

"Enchantment" Medford, Oregon

9.8 out of 10, Exceptional, (37)
"Carol was amazing and we enjoyed our stay here! Very responsive and clean. Highly recommend staying here!"
"Enchantment" Medford, Oregon
Spectacular large custom home with a pool!
Terrace/patio

Spectacular large custom home with a pool!

9.6 out of 10, Exceptional, (11)
"Beautiful home and beautiful stay"
Spectacular large custom home with a pool!
Red Barn in Wine Country
Property grounds

Red Barn in Wine Country

10.0 out of 10, Exceptional, (2)
"We had an amazing time and really enjoyed the property. Enjoyed the bounty of the garden with our bbq night. Our host was very kind and made sure we felt welcome. Highly recommend for a nice visit away from the city. "
The price is AED 830
AED 1,283 total
includes taxes & fees
12 Aug - 13 Aug
Red Barn in Wine Country
1907 Charmer, Perfect Downtown Location, So Clean!
Outdoor dining

1907 Charmer, Perfect Downtown Location, So Clean!

9.4 out of 10, Exceptional, (116)
"Perfect location for the Shakespeare Festival, very cute house."
1907 Charmer, Perfect Downtown Location, So Clean!
Station House Suite B~Downtown Jacksonville~Rooftop Patio~Walking Distance to Britt!
Property grounds

Station House Suite B~Downtown Jacksonville~Rooftop Patio~Walking Distance to Britt!

10.0 out of 10, Exceptional, (4)
"Great memories made here! The space was nicely decorated, it was clean, modern, and well equipped."
The price is AED 845
AED 1,492 total
includes taxes & fees
21 Jul - 22 Jul
Station House Suite B~Downtown Jacksonville~Rooftop Patio~Walking Distance to Britt!
Station House Suite A
Fridge, oven, stovetop, dishwasher

Station House Suite A

9.8 out of 10, Exceptional, (17)
"Every detail thought of for an enjoyable stay. "
The price is AED 634
AED 1,546 total
includes taxes & fees
21 Jul - 22 Jul
Station House Suite A
Upgraded Rustic Themed Retreat w/screened porch in Rocky Point.
Property grounds

Upgraded Rustic Themed Retreat w/screened porch in Rocky Point.

9.8 out of 10, Exceptional, (22)
"Great place to stay near Harrison Springs Resort."
Upgraded Rustic Themed Retreat w/screened porch in Rocky Point.
Eagle Point Golf Retreat w/ Patio + Grill!
Interior

Eagle Point Golf Retreat w/ Patio + Grill!

10.0 out of 10, Exceptional, (2)
"Highly recommend this location. Host was very sweet and helpful "
The price is AED 518
AED 1,467 total
includes taxes & fees
21 Jul - 22 Jul
Eagle Point Golf Retreat w/ Patio + Grill!
Beautiful Luxury Cottage. Walk To It All!
Outdoor dining

Beautiful Luxury Cottage. Walk To It All!

10.0 out of 10, Exceptional, (119)
"Clean, lots of amenities, centrally located and very comfy bed. Enjoyed our stay. Thank you!"
Beautiful Luxury Cottage. Walk To It All!
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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Top Ashland Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"Great stay!"
Renee 1-night trip
Posted 1 day ago
Flagship Inn of Ashland