How much is a vacation rental for a week in Ashland?

The average price for a weekly Ashland vacation rental found by KAYAK users in the last 2 weeks is $1,780.

How much is a vacation rental for a month in Ashland?

The average price for a monthly Ashland vacation rental found by KAYAK users in the last 2 weeks is $7,629.

What types of vacation rentals are available in Ashland?

There are loads of different property types that you can make your vacation home in Ashland. You’ll find agritourism, apartments, bungalows, cabins, castles, cottages, houses, homestays, lodges, ranches, safari/tentalows and villas.

What are some of the most-loved vacation rentals available in Ashland?

If you’re looking for something special, the vacation rental most loved by KAYAK users is Callahan's Lodge and Restaurant.

Are there any pet-friendly vacation rentals in Ashland?

There are a number of dog and pet-friendly Ashland vacation rentals, with around 24% allowing you to bring your pet along with you.

How can I find vacation rentals near me in Ashland?

Take a look at our vacation rentals map to find the best vacation rental homes near you.

Ashland Vacation Rentals from $80/night

Recommended by KAYAK

Best Ashland vacation rentals

These are the best prices for Sep 11 - 12.

Game Room Fun! Medford Family Retreat

Medford, OR

10Wonderful(12)

House

$299+

Check availability

Hanna's House by WanderLodges

Ashland, OR

9.9Wonderful(20)

House

$223+

Check availability

RedTail Inn - 3 Suites Sleeps up to 12

Ashland, OR

9.4Wonderful(11)

Apartment

$252+

Check availability

Barclay Klum House by WanderLodges

Ashland, OR

9.7Wonderful(13)

Apartment

$275+

Check availability

The Mountain Ave House by WanderLodges

Ashland, OR

9.4Wonderful(33)

House

$361+

Check availability

European Style Straw Bale Retreat

Ashland, OR

9.8Wonderful(14)

Villa

$244+

Check availability

Charming 2BR Cottage Near Freeway-Cul-de-sac

Medford, OR

House

Medford, OR

Cottage

Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.

Medford, OR

9.3Wonderful(23)

Apartment

$175+

Check availability

Classic & Cozy Apartments - Parking & Close To Dw

Medford, OR

8.9Very good(19)

Apartment

$146+

Check availability

Your Southern Oregon Getaway

Medford, OR

9.7Wonderful(18)

House

$126+

Check availability

1930s Queen Anne Historic Downtown Retreat

Medford, OR

9.7Wonderful(50)

House

$425+

Check availability

Callahan's Lodge and Restaurant

Ashland, OR

8.1Very good(93)

Lodge

$168+

Check availability

Game Room Fun! Medford Family Retreat

Medford, OR

10Wonderful(25)

House

$269+

Check availability

Ashland Lodge w/ Lake Views & Game Room Loft

Ashland, OR

9.5Wonderful(14)

House

$603+

Check availability

The Pioneer Craftsman House - Closest to Osf

Ashland, OR

9.0Wonderful(3)

House

$465+

Check availability

Booking Insights

KAYAK’s insights for vacation rentals in Ashland

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Ashland with confidence.

Which month has the cheapest vacation rental rates in Ashland?

Vacation rentals are cheapest in Ashland in November, with average rates of $60. In comparison, August is the most expensive month, with prices at $269.

What is the cheapest day of the week to book a vacation rental in Ashland?

Wednesday offers the lowest rates in Ashland, with an average nightly price of $160. The highest prices are found on Friday, with average rates at $421.

How much is a vacation rental in Ashland for tonight by property type?

The best deal for a vacation rental in Ashland found by KAYAK users in the last 5 days was $200 in a Cabin. House prices start at $479.

How much is a vacation rental in Ashland for this weekend by property type?

The best deal for a vacation rental in Ashland found by KAYAK users for the upcoming weekend was $226 in a Lodge. Cabins prices start at $312 and Houses at $404.

Find deals

Low season	High season	Average price (weeknight)	Average price (weekend night)
November	August	$240	$353
Cheapest month to stay with an average 75% drop in price.	Most expensive month to stay with an average 80% rise in price.	Average Sun - Thu price over the last 2 weeks.	Average Fri & Sat price over the last 2 weeks.

Pet friendly is the most popular vacation rental property amenity in Ashland
Vacation rentals in Ashland are around 4% more expensive than hotels on average. Search here to compare prices for all accommodation types in Ashland.
The best vacation rental properties in Ashland are Game Room Fun! Medford Family Retreat (10.0, 25 reviews), Enchanting 3 BR, minutes from Winerys, Snow Sking, exhilarating Rafting Tours. (10.0, 80), and 232 4th Street (10.0, 29), based on ratings and reviews from real travelers.
Downtown is the neighborhood in Ashland with the most affordable vacation rental properties (5 properties with an average price of $400 per night). 1907 Charmer, Perfect Downtown Location, So Clean!, High Street Cottage Artists' Garden Cottage Clean & Beautiful, and Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 3 are the most popular rental properties in Downtown.
If you’re looking for a cheap vacation rental in Ashland, you should consider visiting during the low season. The cheapest vacation homes in Ashland can be found in November and February.
The cheapest night for renting a vacation home in Ashland is Sunday. In contrast, the most expensive is Friday.
Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Ashland for 4 days.

How much is a vacation rental for a week in Ashland?
The average price for a weekly Ashland vacation rental found by KAYAK users in the last 2 weeks is $1,780.
How much is a vacation rental for a month in Ashland?
The average price for a monthly Ashland vacation rental found by KAYAK users in the last 2 weeks is $7,629.
What types of vacation rentals are available in Ashland?
There are loads of different property types that you can make your vacation home in Ashland. You’ll find agritourism, apartments, bungalows, cabins, castles, cottages, houses, homestays, lodges, ranches, safari/tentalows and villas.
What are some of the most-loved vacation rentals available in Ashland?
If you’re looking for something special, the vacation rental most loved by KAYAK users is Callahan's Lodge and Restaurant.
Are there any pet-friendly vacation rentals in Ashland?
There are a number of dog and pet-friendly Ashland vacation rentals, with around 24% allowing you to bring your pet along with you.
How much is a vacation rental in Ashland for tonight?
In the last 72 hours, users have found Ashland vacation rentals for tonight for as low as $200. Search here for similar prices
How much is a vacation rental in Ashland for this weekend?
In the last 72 hours, users have found Ashland vacation rentals for this weekend for as low as $259 per night. Search here for similar prices
How can I find vacation rentals near me in Ashland?
Take a look at our vacation rentals map to find the best vacation rental homes near you.

Ashland vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Ashland

Best Ashland vacation rentals

KAYAK’s insights for vacation rentals in Ashland

Which month has the cheapest vacation rental rates in Ashland?

What is the cheapest day of the week to book a vacation rental in Ashland?

How much is a vacation rental in Ashland for tonight by property type?

How much is a vacation rental in Ashland for this weekend by property type?

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

KAYAK's top tips for finding Ashland vacation rental deals

FAQs when booking a vacation home in Ashland

Where to stay in Ashland?

More options for your stay in Ashland

Complete your trip to Ashland

Other popular hotel destinations

Stays in Ashland