Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

Apartments
Bungalows
Cabins
Chalets
Cottages
Estates
Farmhouses
Homes
Studios
Barns
Boats
Castles
Condos
Hotels
Lodges
Townhomes
Villas
Yachts

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Save time when booking: choose rentals that accept online reservations or online payments

Ashland Long Term Vacation Rentals(30)

30 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 9
2 night minimum stay
(7)
$200 - $280
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(23)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(8)
$375 - $395
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
$150
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(13)
$225 - $275
per night
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 5 night minimum stay
(16)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night minimum stay
(7)
$1,700 - $1,900
per month
29 - 30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
29 - 30 night minimum stay
1 Review
$300 - $400
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(32)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
1 - 2 night minimum stay
(28)
$300 - $375
per night
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 night minimum stay
(12)
$195 - $220
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(9)
$99 - $189
per night
2 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(7)
$800 - $1,050
per month
30 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 3
30 night minimum stay
(4)
$1,400 - $1,700
per month
29 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
29 night minimum stay
(9)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(17)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(21)
  • Studio,
  • 1 BA,
  • Sleeps 3
(26)
$2,200 - $3,750
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 3
30 night minimum stay
(8)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 night minimum stay
(4)
$99 - $140
per night
3 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
3 night minimum stay
(5)
$1,500 - $1,800
per month
30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
30 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
3 night minimum stay
$100 - $135
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 16
2 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
1 Review
Advertisement
 

Recent Ashland Reviews

Convenient, Cozy, Clean

5 of 5
The home is a lovely remodeled older home with all the most modern conveniences and the feel of staying at grandma's. Just a few minutes walk to town, park your car and walk at your leisure to anything you want to do. We enjoyed plays at the Shakespeare Festival and had some of the best barbecue ever next door at Smithfields. Alla, the land lady is so helpful, just a text away to help and answer any questions. We can't wait to go to Ashland again next year and hope we can stay in the same house!
  • Submitted: Oct 8, 2014
  • Stayed: Oct 2014

Ashland Retreat

4 of 5
Enjoyed our stay in Ashland for our son's wedding. Alla was helpful when plumbing issues arose and refunded 1 day of our rental fee to compensate us. We appreciated that generosity and thought the house was well appointed. Ideal location for visiting hot spots in Jackson Co. Quiet neighborhood located adjacent to U of Southern Oregon.
  • Submitted: Aug 22, 2014
  • Stayed: Jul 2014

We enjoyed our stay in Juliet's Hideaway.

5 of 5
My husband and I recently moved to Ashland and rented Juliet's Hideaway for one month. It had all the amenities and more to make our stay comfortable while looking for a condo to buy. The close proximity to downtown, not quite two miles,was an added bonus. We discovered a foot path across the street and up the hill that took us to the railroad district, which was about a 10 minute walk. Ashland has many great restaurants that we liked to frequent in the plaza area, and LIthia Park is real gem for walking or just relaxing, Ana, the owner, provided us with great customer service while allowing us to have our privacy. I would most definitely recommend Juliet's Hideaway to anyone moving to Ashland and needing a long term rental.
  • Submitted: Jun 7, 2014
  • Stayed: May 2014