Ashland cottage rentals

We found 26 cottage rentals — enter your dates for availability

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    Enjoy full kitchens, laundry, pools, gardens and more

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Frequently asked questions

Are there any cottage rentals in Ashland?
Select from 26 cottage rentals in Ashland that offer a quiet, cosy retreat amid the sounds and sights of nature. Search for Stayz's cottages in some of the most popular areas such as Historic Railroad District, Siskiyou-Hargadine Historic District and Skidmore Academy Historic District.
How much does it cost to stay in a cottage rental in Ashland?
One of the only things better than spending your trip in a quaint cottage rental in Ashland is getting it for a fantastic price. Keep an eye out for any properties that offer discounts to guests who stay a week. Some properties offer better discounts for stays of a month or longer. You can also use Stayz's price filter to find cottages within your budget.
When is the best time to rent a cottage in Ashland?
With temperatures ranging from -2ºC to 12ºC, November is when most people book a cottage rental in Ashland. Since it's the busiest time of year, it's a good idea to secure your stay well in advance. Alternatively, check out the off-season for a more relaxing Jackson County escape.
Where can I rent an Ashland holiday cottage with great views?
At Stayz, we redefine your cottage rental experience in Ashland with accommodation that provide more than just a place to sleep. Enjoy your morning coffee with the sunrise or relax at the end of the day with the setting sun — great scenery always adds that little something extra to your holiday. Use our filter tools to tailor your search and find the kind of views you love to look at.
Does Ashland have any lakeside cottages?
For a refreshing change of scenery, it's tough to beat our lakeside cottage rentals. Use our "Location" filter tool and then click on "Lake" to see if you can find any cosy stays that'll put you near the water in Ashland. Spend your days chasing adventures or simply enjoy admiring beautiful sunrises and sunsets shimmering across the lake.
What are the top things to do in Ashland?
Oregon Shakespeare Festival is one of the many well-known attractions in Ashland. Stay in a cottage rental in this destination and give yourself plenty of time to explore other highlights, including Mount Ashland Ski Area and Lithia Park. They're all perfect for families!
Why should I book my holiday cottage with Stayz?
No sharing your space, no awkward encounters with strangers. When you choose a Stayz cottage rental, you'll get the entire place for your use only. Need to alter or cancel your travel itinerary? Our flexible cancellation policies mean you can book your cottage with peace of mind.