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Ashland Vacation Rentals

Find 596 available offers from 5 partners
Ashland
Anytime
Guests
Ashland
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Cabin
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

Your getaway vacation home awaits you in beautiful Ashland

Ashland boasts an array of vacation rentals ranging from quaint cottages and apartments to spacious and beautiful Victorian houses and modern homes with full amenities. For nature buffs, choose a vacation rental on the outskirts of the city limits in a chalet – or even a renovated barn.

Show all 596 properties

Vacation rentals with Wi-Fi

Stay connected while traveling and book a Ashland accommodation with high-speed internet.

House  Ashland
Oct 5 - Oct 12
$276 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Ashland with Yard, Patio & Grill

4.8
Outstanding (21 ratings)
Ashland, Jackson County, Oregon, United States
Internet
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Cottage  Ashland
Jul 27 - Aug 3
$145 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Pleasant Cottage in Ashland with Patio, Yard & Grill + Mountain Views

5.0
Outstanding (78 ratings)
Ashland, Jackson County, Oregon, United States
Internet
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House  Ashland
Mar 2 - Mar 9
$222 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Ashland with Grill, Patio & Yard + Valley View

5.0
Outstanding (172 ratings)
Ashland, Jackson County, Oregon, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Ashland rental with full kitchen.

House  Ashland
Nov 23 - Nov 30
$275 per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in Ashland

4.8
Outstanding (25 ratings)
Ashland, Jackson County, Oregon, United States
Kitchen
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House  Ashland
Apr 13 - Apr 20
$374 per night
House ∙ 6 guests ∙ 3 bedrooms

Charming Vacation Home in Ashland with Patio & Yard

5.0
Outstanding (38 ratings)
Ashland, Jackson County, Oregon, United States
Kitchen
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House  Ashland
Apr 20 - Apr 27
$140 per night
House ∙ 6 guests ∙ 2 bedrooms

Charming Vacation Home in Ashland with Yard

5.0
Outstanding (5 ratings)
Ashland, Jackson County, Oregon, United States
Kitchen
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Ashland with their own private patios and balconies.

House  Ashland
May 4 - May 11
$248 per night
House ∙ 4 guests ∙ 2 bedrooms

Lovely House in Ashland with Patio, Grill & Yard

5.0
Outstanding (108 ratings)
Ashland, Jackson County, Oregon, United States
Balcony/Patio
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Cottage  Ashland
May 25 - Jun 1
$165 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Nice Cottage in Ashland with Yard, Grill & Patio

5.0
Outstanding (71 ratings)
Ashland, Jackson County, Oregon, United States
Balcony/Patio
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Cottage  Ashland
Dec 20 - Dec 27
-16%
$299
$250 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Beautiful Cottage in Ashland with Yard, Patio & Grill

5.0
Outstanding (106 ratings)
Ashland, Jackson County, Oregon, United States
Balcony/Patio
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Best Vacation Home Deals in Ashland

Save up to 53%

House Ashland
Mar 19 - Mar 26
-53%
$720
$338 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Ashland with Seasonal Pool

5.0
Outstanding (18 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Jan 4 - Jan 11
-33%
$395
$266 per night
House ∙ 10 guests ∙ 3 bedrooms

Charming House in Ashland with Grill, Patio & Yard

4.8
Outstanding (71 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Apr 6 - Apr 13
-47%
$316
$168 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Ashland with Yard & Patio

4.5
Excellent (2 ratings)
Ashland, Jackson County, Oregon, United States
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Compare and find a dreamlike property from $79 per night by searching and comparing the 596 properties listed in Ashland. With HomeToGo, you can instantly search and compare the offers of each available property to find the best price and save up to 64%.

Recommended Vacation Rentals in Ashland

Find your perfect vacation rental in Ashland: from $79 per night

House Ashland
Nov 23 - Nov 30
$167 per night
House ∙ 4 guests ∙ 2 bedrooms

Pleasant Vacation Home in Ashland with Patio + Mountain Views

5.0
Outstanding (104 ratings)
Ashland, Jackson County, Oregon, United States
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Farmhouse Ashland
Oct 5 - Oct 12
$287 per night
Farmhouse ∙ 9 guests ∙ 4 bedrooms

Farm in Ashland with Yard & Patio

4.8
Outstanding (73 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
May 11 - May 18
$221 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Ashland with Grill, Yard & Patio

5.0
Outstanding (30 ratings)
Ashland, Jackson County, Oregon, United States
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Apartment Ashland
Jan 4 - Jan 11
$127 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Rental Apartment in Ashland with Yard & Patio

4.9
Outstanding (113 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Mar 2 - Mar 9
$158 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Ashland with Patio & Yard + Mountain Views

5.0
Outstanding (106 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Jan 4 - Jan 11
$320 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in Ashland with Patio & Yard

5.0
Outstanding (171 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Nov 23 - Nov 30
$268 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Ashland with Patio

5.0
Outstanding (56 ratings)
Ashland, Jackson County, Oregon, United States
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Cottage Ashland
Dec 20 - Dec 27
$191 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Family Friendly Cottage in Ashland with Patio & Grill + Mountain View

4.9
Outstanding (30 ratings)
Ashland, Jackson County, Oregon, United States
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Cottage Ashland
Jan 4 - Jan 11
$175 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage in Ashland with Yard, Grill & Patio

5.0
Outstanding (207 ratings)
Ashland, Jackson County, Oregon, United States
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Budget-friendly Vacation Rentals in Ashland

Find Fantastic yet Inexpensive Offers

Farmhouse Ashland
Jan 4 - Jan 11
-37%
$802
$502 per night
Farmhouse ∙ 10 guests ∙ 4 bedrooms

Farm in Ashland with Japanese Garden + Gorgeous Views

5.0
Outstanding (14 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Mar 9 - Mar 16
$452 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Ashland with Patio & Grill

5.0
Outstanding (71 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Feb 15 - Feb 22
-49%
$325
$165 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Ashland with Grill, Yard & Patio

4.9
Outstanding (95 ratings)
Ashland, Jackson County, Oregon, United States
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Top-Rated Rentals and Accommodations in Ashland

Book Vacation Rental Offers with the Highest User Rating

House Ashland
Nov 9 - Nov 16
$167 per night
House ∙ 4 guests ∙ 1 bedroom

House in Ashland with Yard

5.0
Outstanding (206 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Oct 5 - Oct 12
$301 per night
House ∙ 8 guests ∙ 2 bedrooms

Vacation Home in Ashland with Yard & Patio

5.0
Outstanding (93 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Mar 2 - Mar 9
-55%
$359
$160 per night
House ∙ 6 guests ∙ 3 bedrooms

Lovely House in Ashland + Great View

5.0
Outstanding (35 ratings)
Ashland, Jackson County, Oregon, United States
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Popular Rental Amenities in Ashland

  • Pet-friendly (74)
  • WiFi (574)
  • Kitchen (265)
  • Pool (251)
  • TV (506)
  • Fireplace (175)
  • Hot tub (99)
  • Balcony/patio (280)
  • No smoking (593)
  • Yard (368)
  • Washing machine (190)
  • Air conditioning (563)

Properties can be chosen based on the amenities they offer. Above, you will find the number of properties that provide a specific amenity in Ashland. Most of the vacation rentals in Ashland provide "Pets allowed" or "Internet," which makes it a fantastic vacation destination if you bring your pet everywhere or you can't imagine a vacation without internet. Three features that are not common are "Fenced," "Sauna," and "Crib."

The Weather in Ashland

max.
Min.
48°
30°
15 days 15
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55°
36°
14 days 14
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61°
39°
17 days 17
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68°
43°
13 days 13
max.
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77°
48°
9 days 9
max.
Min.
84°
54°
6 days 6
max.
Min.
93°
61°
2 days 2
max.
Min.
93°
59°
3 days 3
max.
Min.
84°
52°
5 days 5
max.
Min.
72°
45°
11 days 11
max.
Min.
55°
37°
15 days 15
max.
Min.
45°
32°
20 days 20
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. During July, maximum temperatures go up to more than 93° However, temperatures can go lower than 30° in Ashland in January. The rainiest month is December while the driest month is July.

7-Day Weather Forecast in Ashland

Tue, 27 Feb
42°
39°

0%

2 h

3 mi/h

Wed, 28 Feb
53°
44°

30%

0 h

4 mi/h

Thu, 29 Feb
41°
35°

15%

0 h

5 mi/h

Fri, 1 Mar
41°
32°

15%

0 h

6 mi/h

Sat, 2 Mar
35°
33°

15%

0 h

5 mi/h

Sun, 3 Mar
35°
35°

15%

0 h

5 mi/h

Mon, 4 Mar
41°
39°

10%

2 h

2 mi/h

Accommodations for your vacation in Ashland

Users who are searching for house rental in Ashland have plenty of choices, as they are the most common property type in this destination. Interestingly, specific accommodation type, this type of property in particular is $363 a night, with an average area of 150 m². Furthermore, this specific type of lodging is ideal for medium-sized groups and families, as the majority of house rental can welcome groups of 6. If you would like to rent something else, you can search many other offers, such as bed and breakfast rental, which are another typical property type in Ashland. Bed and breakfast rental in Ashland are 24 m² on average, with average prices of $301 a night.
Where to find the best food in Ashland?

Flavors for all palates

Ashland's East Main Street and Siskiyou Boulevard offer many eateries within quick walking distance. For breakfast, try the lemon ricotta stuffed French toast at Morning Glory Cafe. For brunch, skip on over to Brothers' Restaurant for a Mediterranean grilled cheese sandwich and an organic lemonade. In the evening, stroll to Alchemy Restaurant and Bar and order the scallop and cockles with a craft cocktail like "A Date with the Night". You won't regret it!

Where are the unique attractions in Ashland?

Excursions and activities for everyone

Situated in the bio diverse Siskiyou Mountain Range at the southern tip of the fertile Rogue Valley, Ashland naturally offers a wide range of activities for all ages. Spend your day skiing and playing in the snow on nearby Mount Ashland at the first certified sustainable ski resort Mt. Ashland Ski Area. Go white water rafting or horseback riding just minutes from the town center. Rent a mountain bike and ride a loop on Ashland's scenic Lithia Park Trail. For wine tasters and connoisseurs, take a wine and artisan food tour in a 20 mile radius of beautiful foothill and valley landscape.

What are the best events and festivals in Ashland?

Shakespeare galore

Last but not least, and without further ado – Shakespeare! Yes, your Ashland vacation getaway will be complete when you take in at least one live theatrical production of the renowned Oregon Shakespeare Festival. Started in 1935 and boasting hundreds of productions since its inception, the Oregon Shakespeare Festival has evolved to offer theater-goers crème de la crème actors and encore performances. Book ahead of time for the annual February-November season and enjoy live, quality theater practically at your vacation house doorstep.

Information about vacation rentals in Ashland

🏡 Vacation rentals available 596 rentals
💳 Possible discounts up to 64%
🌙 Nightly prices starting at $79
⭐ Popular amenities Pets allowed, Internet and Kitchen
🐾 Pet friendly homes 70 homes
🏊 Vacation rentals with pools 247 homes

Frequently Asked Questions

What is the price per night for a vacation rental in Ashland?

The average accommodation in Ashland is priced at $79 per night. If you’re interested in a house rental, the average price is $363 per night. A bed and breakfast rental Ashland will cost $301 per night on average.

How many vacation homes are available to book in Ashland?

There are currently 596 vacation homes to choose from for your vacation.

What are the most popular amenities for vacation homes in Ashland?

Most travelers search for Pets allowed, Internet, and Kitchen when booking a vacation rental in Ashland.

How many vacation homes with pools are in Ashland?

Ashland offers 247 Hotel room and Motel options available for booking.

Are dogs allowed in vacation rentals in Ashland?

Finding a vacation home in Ashland that allows pets is definitely possible, with 70 pet-friendly available.

What's the best month to travel to Ashland?

The warmest months in Ashland are July and August, with temperatures around 93 °F. The coldest months in Ashland are January and December, with 30 °F on average.

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