Ashland Vacation Rentals

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Vacation Rentals in Ashland

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (33)
"Terrific communication with owners, lovely property and close to downtown shops, theatre, etc. Highly recommend!"
The price is P12,363
P16,972 total
includes taxes & fees
Jul 7 - Jul 8
A Cowslip's Belle Inn

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
Barclay Klum House by WanderLodges

Grandview of Ashland

3.0 star property
10.0 out of 10, Exceptional, (1)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
The price is P21,679
P34,553 total
includes taxes & fees
Jul 21 - Jul 22
Grandview of Ashland

Hanna's House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (1)
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again."
Hanna's House by WanderLodges

The Mountain Ave House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"This place was great! The beds were so nice we slept amazing. Clean, and spacious. Perfect for our family. Grandma had her own space downstairs to avoid the stairs. We really just loved the comfort of the home. We will be visiting again!"
The price is P17,318
P19,310 total
includes taxes & fees
Jul 9 - Jul 10
The Mountain Ave House by WanderLodges

Hiking Trail On-site: Mtn-view Eagle Point Retreat

3.0 star property
10.0 out of 10, Exceptional, (2)
"Very cute and cozy place to stay in the country. We met a bunch of wild turkey and deer in trip back and forth to home. The place was clean, inviting and privare. Enjoyed our stay!"
Hiking Trail On-site: Mtn-view Eagle Point Retreat

Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat

3.5 star property
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat

Whispering Pines Cabin Retreat

3.5 star property
Whispering Pines Cabin Retreat

Peach Street Inn by WanderLodges

2.0 star property
9.4 out of 10, Exceptional, (12)
"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."
Peach Street Inn by WanderLodges

Rocky Point Resort

2.5 star property
8.2 out of 10, Very Good, (357)
"Phenomenal experience and value for the price! "
Rocky Point Resort

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is P12,081
P17,736 total
includes taxes & fees
Jul 25 - Jul 26
Paschal Winery

The Rellik House and Winery

3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
The price is P11,091
P22,120 total
includes taxes & fees
Jul 7 - Jul 8
The Rellik House and Winery

Medford Home and 2 Condos With Pool and Hot tub

2.0 star property
The price is P6,764
P19,588 total
includes taxes & fees
Jul 6 - Jul 7
Medford Home and 2 Condos With Pool and Hot tub

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
The price is P6,193
P12,805 total
includes taxes & fees
Jul 1 - Jul 2
Enchanting Getaway: Farmhouse and Tiny House Duo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find vacation rentals in Ashland?

Yes, we have vacation rentals in Ashland close to ScienceWorks Hands-On Museum, or you can choose a more secluded option if you want a relaxing stay. Visitors to Ashland like the picturesque gardens and lively festivals this destination is known for. Leave some time to check out the renowned opera and top-notch restaurants during your visit.

What are some of the best vacation rentals that Ashland has to offer?

Barclay Klum House by WanderLodges: This highly rated vacation home rental in Ashland is located near the airport and has a private yard, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. Some other homes for rent in Ashland include Grandview of Ashland and Hanna's House by WanderLodges.

How many vacation rentals are there in Ashland?

Choose from 133 Expedia vacation rentals in Ashland for a memorable vacation.

What can I see and do in Ashland?

Cultural attractions include Allen Elizabethan Theatre and Angus Bowmer Theatre, whereas Lithia Park and Emigrant Lake are a couple of picturesque spots to enjoy the outdoors. Oregon Shakespeare Festival and Oregon Cabaret Theatre are other places to visit while you're in town.

What are vacation rentals like in Ashland?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Ashland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips.