Find Extended Stay Hotels in Ashland, OR

Top Ashland Extended Stay Hotels | Reserve now, pay later

The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (180)
"The Ashland Cottage was superb--full of charm and warmth, just like its owners, Margaret and Mark. We loved the cottage itself--artsy and homey, tucked into the woods of Ashland, with a private deck and gorgeous views of hills. Margaret goes above and beyond, supplying visitors with every comfort of home (plus fresh eggs for our breakfast!). And the location is so peaceful and quiet--nothing but the occasional soft sound of the hens--yet it's walking distance to amazing restaurants, the OSF...
The price is $170
$292 total
includes taxes & fees
Jun 11 - Jun 12
The Ashland Cottage, walk to town
The Maple Apartment at Tudor House Vacation Rentals
9.6 out of 10, Exceptional, (129)
"Cute apartment located convenient to downtown Ashland. The neighborhood is quiet and scenic, with many vintage homes with beautiful flowers and trees to admire on walks. The courtyard at the apartment is shady and inviting to sit and relax after a day exploring."
The Maple Apartment at Tudor House Vacation Rentals
The Dogwood Suite at Tudor House Vacation Rentals
9.4 out of 10, Exceptional, (90)
"was good cable tv listed but there was no cable tv and no way to hook my device to tv was disappointed"
The Dogwood Suite at Tudor House Vacation Rentals
Oak Street Cottages
3.0 star property
9.4 out of 10, Exceptional, (3)
"Right in the heart of Ashland and only a block from the Oregon Shakespeare Festival this place is a gem. We stayed in the Oak Tower suite, a two story, could sleep 8 accommodation. Not only was it immaculate but it was sweetly appointed with fresh flowers, contemporary magazines, fresh fruit, Martinelli's Cider and popcorn. Master bedroom and second bedroom, large second bedroom and huge bathroom with Jacuzzi tub on the entrance level. Large living room, dining room, second bathroom and full...
Oak Street Cottages
Lithia Springs Resort
3.0 star property
9.4 out of 10, Exceptional, (1014)
"The room was great except for the couch. Need to update and get a more comfortable couch. Very broken down and uncomfortable!"
The price is $194
$197 total
includes taxes & fees
Jul 1 - Jul 2
Lithia Springs Resort
Ashland Hills Hotel & Suites
3.0 star property
9.0 out of 10, Wonderful, (1555)
"Great stay "
The price is $161
$180 total
includes taxes & fees
Jun 11 - Jun 12
Ashland Hills Hotel & Suites
Flagship Inn of Ashland
2.5 star property
9.0 out of 10, Wonderful, (1012)
"The value-for-price was good. Room was spacious and comfortable, microwave and fridge a plus. Didn't like that during our three-night stay, our room was not cleaned nor were we offered new towels. "
The price is $126
$140 total
includes taxes & fees
Jun 12 - Jun 13
Flagship Inn of Ashland
Comfort Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1013)
"Very comfortable, on the edge of town so quiet, close to freeway and good breakfast, waffles, etc. always clean! "
The price is $120
$122 total
includes taxes & fees
Jun 30 - Jul 1
Comfort Inn & Suites
Timbers INN and Suites
2.0 star property
8.2 out of 10, Very Good, (1011)
"This place was affordable, clean, had comfortable beds and great shower! We could have used a few more towels though."
The price is $89
$99 total
includes taxes & fees
Jun 11 - Jun 12
Timbers INN and Suites
Cedarwood Inn of Ashland
2.0 star property
7.2 out of 10, Good, (1002)
"Our room was spacious and well decorated. Everything was clean and comfortable. We enjoyed the hot pool. We couldn't find the ice machine. It appears that it was removed. "
The price is $90
$101 total
includes taxes & fees
Jul 1 - Jul 2
Cedarwood Inn of Ashland
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Frequently asked questions

What are the best extended stay hotels in Ashland?
Whether you’re in Ashland on business or taking a well-earned extended vacation, one of our 97 long-term rentals will suit your style. These hotels have a total average guest review rating of 9.5 and homestyle comforts such as a kitchen, making them popular for long stays. Want amenities like a swimming pool, daily housekeeping services and the opportunity to cook for yourself? The Bards Inn, BW Signature Collection by Best Western checks those boxes. Also look up Plaza Inn & Suites at Ashland Creek. Start your day with a steaming coffee and freshly cooked pancakes and then get exploring. This extended stay in Ashland comes with vending machines and a full-sized refrigerator/freezer.
What are the best long-term hotels in Ashland?
The most popular long-term hotels offer loads of conveniences that’ll help you settle in easily, just like at Century House~1920s Farm House Restored. An oven and a dryer are among the conveniences you’ll have access to at this escape. An extended stay in Ashland is made even more comfortable here with a kitchen to whip up delicious homemade meals. Another option is Hillside Haven - 30 Day. It comes with a washing machine, a dryer and kitchen facilities.
What are the top pet-friendly extended stay hotels in Ashland?
Reserve a pet-friendly room for you and your bestie at Premier Downstairs Flat In Perfect Down Town Location. Spend your extended stay in Ashland here and make the most of pet-friendly services and a patio. Pet owners are also well looked after at Warm And Inviting Ashland Cottage < Half. This escape features a garden, a yard and other useful amenities that’ll help make you and Coco feel relaxed and at home.
Are there any extended stay apartments in Ashland?
If you want to experience Ashland like a local, nothing tops an apartment. One guest favorite is Hopyard View Farm ~ A Farm Experience In Ashland. Surround yourself with the culture and energy of Ashland from this central property, which features an oven and a sofa bed. Carlisle Garden Suites is another top option. It comes with amenities to help make an extended stay in Ashland even more enjoyable, including a patio and a deck. Another great thing about the apartment lifestyle? Your own kitchenette or kitchen. That means homemade dinners and chilled-out evenings watching TV shows with a bowl of popcorn.
What's the best extended stay hotel in downtown Ashland?
Sample the culture and vibe of Ashland from Century House~1920s Farm House Restored. With a central location and conveniences like an oven and a washing machine, it’s a popular pick among travelers planning an extended vacation. The Aloha House~ Hot Tub~ Seasonal Pool also places you moments from the action. This extended stay hotel comes with a patio, a barbecue grill and more. As that old ‘60s song goes — everything’s waiting for you downtown! Oregon Shakespeare Festival and Southern Oregon University are some popular attractions close to Ashland’s center when it’s time to head out and explore.
What are the best extended stay hotels with kitchens in Ashland?
If you’re heading away with the kids, dining out doesn’t need to take a huge bite out of your travel finances. Save on takeout and restaurant bills at Warm And Inviting Ashland Cottage < Half. Offering a kitchen, a firepit and pet-friendly facilities, this property is an ideal pick for families. You can also cook your own meals at Barclay Klum South ~ Kitchen. A king bed and a barbecue grill help make this option one of our most in-demand long-term stays in Ashland.
Can I find extended stay hotels with pools in Ashland?
Whether you’re the type to get a workout in or just gently bob around, a pool is the ideal addition to any vacation. Create fun memories with your loved ones at The Aloha House~ Hot Tub~ Seasonal Pool. This extended stay in Ashland also has a barbecue grill and a patio. After a big day of exploring, spend your time poolside at Ashland Lodge With Lake Views And Private Pond. This is another guest favorite that offers a barbecue grill and a patio.Anytime is a perfect time to experience Ashland, which has a mediterranean climate. But if you’re aiming to spend your days frolicking about in the water, go there during the summer months when temperatures range between 44 ºF and 82 ºF.
What are the top extended stay hotels with 2 bedrooms in Ashland?
Ashlands New Vacation Rental is ideal for a family or group of friends. Offering two bedrooms, a washing machine and an oven, you’ll be comfy here during your extended vacation in Ashland. Or, spend your escape at Railroad District, Steps To Downtown. This two-bedroom option also has amenities that are suited to long-term stays, like a kitchen, shopping and a dryer.
Why book an extended stay hotel in Ashland through Expedia?
From our competitive offers to our rewards programs, you’ll save big when you reserve your extended stay in Ashland through Expedia. Click on your travel dates to view our long-term rentals, then fine-tune your search using the filters to find your ideal retreat. Our extended stay hotels in Ashland feature conveniences like kitchens, laundries and refrigerators to help make your long-term stay feel homey. Whether you’re looking for a room just for the night or a property with budget-friendly weekly rates, Expedia can help you find the right place.
What can I expect from an extended stay hotel?
Featuring amenities such as kitchens, dining spaces and laundries, extended stay hotels in Ashland can be a comfortable and money-saving alternative to your standard property. Cook your own tasty meals and save on laundromat bills. Sometimes offering discounted weekly rates, extended stay hotels range from small studios to spacious and luxurious options with several rooms. They also have many of the amenities you’d find in a standard hotel, like restaurants and 24/7 guest services. If you want flexibility, privacy and the comforts of home for a while, an extended stay hotel is an awesome choice.

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