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Ashland Vacation Rentals

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Bed & Breakfast
Apartment
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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.

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Best Vacation Home Deals in Ashland

House Ashland
Dec 16 - Dec 23
-42%
$358
$208 per night
House ∙ 6 guests ∙ 3 bedrooms
Lovely House in Ashland + Great View
5.0
"Excellent" (15 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Apr 7 - Apr 14
-49%
$616
$316 per night
House ∙ 14 guests ∙ 5 bedrooms
House in Ashland
5.0
"Excellent" (11 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Mar 23 - Mar 30
-60%
$391
$158 per night
House ∙ 6 guests ∙ 2 bedrooms
Lovely Vacation Home in Ashland
4.9
"Excellent" (31 ratings)
Ashland, Jackson County, Oregon, United States
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Compare and find a dreamlike property from $96 per night by searching and comparing the 851 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 60%.

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Top-Rated Rentals and Accommodations in Ashland

House Ashland
Mar 23 - Mar 30
-60%
$391
$157 per night
House ∙ 6 guests ∙ 2 bedrooms
Lovely Vacation Home in Ashland
4.9
"Excellent" (31 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Jul 29 - Aug 5
$275 per night
House ∙ 10 guests ∙ 3 bedrooms
House in Ashland with Yard & Grill
4.8
"Excellent" (18 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Apr 7 - Apr 14
-49%
$616
$313 per night
House ∙ 14 guests ∙ 5 bedrooms
House in Ashland
5.0
"Excellent" (11 ratings)
Ashland, Jackson County, Oregon, United States
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Recommended Vacation Rentals in Ashland

Find your perfect vacation rental in Ashland: from $95 per night

House Ashland
Sep 16 - Sep 23
$278 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Ashland with Grill & Yard + Valley View
5.0
"Excellent" (143 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Mar 9 - Mar 16
$441 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Ashland with Yard
5.0
"Excellent" (170 ratings)
Ashland, Jackson County, Oregon, United States
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Cottage Ashland
Sep 2 - Sep 9
$100 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in Ashland with Yard
4.9
"Excellent" (16 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Jun 24 - Jul 1
$148 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Ashland with Yard + Mountain Views
5.0
"Excellent" (69 ratings)
Ashland, Jackson County, Oregon, United States
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Cottage Ashland
Apr 15 - Apr 22
$145 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Pleasant Cottage in Ashland with Yard & Grill + Mountain Views
5.0
"Excellent" (45 ratings)
Ashland, Jackson County, Oregon, United States
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Condo Ashland
Apr 1 - Apr 8
-31%
$1,488
$1,025 per night
Condo ∙ 12 guests ∙ 4 bedrooms
Condo in Ashland + Mountain Views
Ashland, Jackson County, Oregon, United States
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House Ashland
Jul 15 - Jul 22
$275 per night
House ∙ 10 guests ∙ 3 bedrooms
House in Ashland with Yard & Grill
4.8
"Excellent" (18 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Dec 16 - Dec 23
-30%
$266
$200 per night
House ∙ 6 guests ∙ 2 bedrooms
Lovely House in Ashland with Grill & Yard
5.0
"Excellent" (58 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Mar 25 - Apr 1
-50%
$395
$201 per night
House ∙ 10 guests ∙ 3 bedrooms
Charming House in Ashland with Grill & Yard
4.7
"Outstanding" (53 ratings)
Ashland, Jackson County, Oregon, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Ashland

House Ashland
Jun 24 - Jul 1
$149 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Ashland with Yard + Mountain Views
5.0
"Excellent" (69 ratings)
Ashland, Jackson County, Oregon, United States
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Cottage Ashland
Apr 15 - Apr 22
$145 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Pleasant Cottage in Ashland with Yard & Grill + Mountain Views
5.0
"Excellent" (45 ratings)
Ashland, Jackson County, Oregon, United States
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House Ashland
Dec 16 - Dec 23
-42%
$358
$208 per night
House ∙ 6 guests ∙ 3 bedrooms
Lovely House in Ashland + Great View
5.0
"Excellent" (15 ratings)
Ashland, Jackson County, Oregon, United States
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Vacation rentals with Wi-Fi

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

House Internet Ashland
Apr 8 - Apr 15
-65%
$447
$157 per night
House ∙ 8 guests ∙ 3 bedrooms
Lovely Vacation Home in Ashland
4.8
"Excellent" (27 ratings)
Ashland, Jackson County, Oregon, United States
Internet
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House Internet Ashland
Sep 16 - Sep 23
$167 per night
House ∙ 4 guests ∙ 2 bedrooms
Pleasant Vacation Home in Ashland + Mountain Views
5.0
"Excellent" (84 ratings)
Ashland, Jackson County, Oregon, United States
Internet
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Apartment Internet Ashland
Mar 9 - Mar 16
-29%
$149
$107 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in Ashland with Grill + Magnificent View
5.0
"Excellent" (41 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.

Apartment Kitchen Ashland
Dec 16 - Dec 23
$140 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Rental Apartment in Ashland with Yard
4.9
"Excellent" (90 ratings)
Ashland, Jackson County, Oregon, United States
Kitchen
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House Kitchen Ashland
Dec 16 - Dec 23
$268 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Ashland
5.0
"Excellent" (34 ratings)
Ashland, Jackson County, Oregon, United States
Kitchen
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Cottage Kitchen Ashland
Mar 9 - Mar 16
$175 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Ashland with Yard & Grill
5.0
"Excellent" (158 ratings)
Ashland, Jackson County, Oregon, United States
Kitchen
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Vacation homes and rentals with a yard

Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Ashland with private yards.

House Yard Ashland
Sep 16 - Sep 23
$277 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Ashland with Grill & Yard + Valley View
5.0
"Excellent" (143 ratings)
Ashland, Jackson County, Oregon, United States
Yard
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House Yard Ashland
Mar 9 - Mar 16
$441 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Ashland with Yard
5.0
"Excellent" (170 ratings)
Ashland, Jackson County, Oregon, United States
Yard
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Cottage Yard Ashland
Aug 12 - Aug 19
$99 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in Ashland with Yard
4.9
"Excellent" (16 ratings)
Ashland, Jackson County, Oregon, United States
Yard
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Popular Rental Amenities in Ashland

  • Internet (646)
  • Air conditioning (604)
  • TV (541)
  • No smoking (492)
  • No pets (433)
  • Microwave (409)
  • Yard (365)
  • Kitchen (331)
  • Pool (241)
  • Balcony/Patio (199)
  • Washer (193)
  • Dishwasher (191)

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 "Internet" or "Air conditioning," which makes it a fantastic vacation destination if you need internet access during your vacation or you want to tune out with some TV time. Three features that are not common are "Smoking," "Fenced," and "Parking."

The Weather in Ashland

max.
Min.
48°
30°
15 days 15
max.
Min.
55°
36°
14 days 14
max.
Min.
61°
39°
17 days 17
max.
Min.
68°
43°
13 days 13
max.
Min.
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

Mon, 20 Mar
44°
33°

15%

0 h

3 mi/h

Tue, 21 Mar
51°
33°

10%

5 h

3 mi/h

Wed, 22 Mar
51°
35°

15%

7 h

7 mi/h

Thu, 23 Mar
46°
39°

15%

0 h

4 mi/h

Fri, 24 Mar
37°
32°

15%

0 h

8 mi/h

Sat, 25 Mar
37°
28°

15%

0 h

7 mi/h

Sun, 26 Mar
44°
30°

15%

4 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 $579 a night, with an average area of 125 m². Furthermore, this specific type of lodging is ideal for large groups, as the majority of house rental can welcome groups of 7. If you would like to rent something else, you can search many other offers, such as bed & breakfast, which are another typical property type in Ashland. Bed & Breakfast in Ashland are 34 m² on average, with average prices of $291 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 850 properties
💳 Possible discounts up to 61%
🌙 Nightly prices starting at $95
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodations 85 properties
🏊 Vacation rentals with pools 273 properties

Frequently Asked Questions

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

The average accommodation in Ashland is priced at $95 per night. If you would like to stay in a house rental, the average price is $579 per night. A bed & breakfast Ashland will cost $291 per night on average.

How many vacation rentals are available for booking in Ashland?

Currently there are 850 rentals available for booking for your trip.

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

If you're looking to book a vacation rental in Ashland, others search for homes with Internet, Air conditioning and TV.

How many vacation rentals with a pool are there in Ashland?

Check out 273 vacation rentals available in Ashland for renting.

Are dogs allowed in vacation homes in Ashland?

Finding a rental in Ashland that allows pets is possible, with 85 pet-friendly available.

What's the best time of year 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.

We list offers from thousands of providers, including:

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