Ashland Vacation Rentals

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Oct 10 - Oct 12
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Oct 24 - Oct 26
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Dec 19 - Dec 21

Vacation Rentals in Ashland

Our top choices for Ashland vacation rentals

A Cowslip's Belle Inn
Main House | Terrace/patio

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (38)
"Lovely yard courtyard area with koi pond"
The price is ￥25,855
￥37,058 total
includes taxes & fees
Oct 6 - Oct 7
A Cowslip's Belle Inn
Hyatt Lake Mountain Retreat
Fridge, microwave, oven, stovetop

Hyatt Lake Mountain Retreat

9.8 out of 10, Exceptional, (83)
"Great cabin in quiet, beautiful, low-key location. This was our fourth stay, so obviously we like it!"
Hyatt Lake Mountain Retreat
Hyatt Prairie Mountain Cabin
Interior

Hyatt Prairie Mountain Cabin

10.0 out of 10, Exceptional, (57)
"Great cabin , loved our stay"
The price is ￥29,891
￥64,649 total
includes taxes & fees
Sep 25 - Sep 26
Hyatt Prairie Mountain Cabin
Chateau Herb ~ Miranda Carriage House Apt
Outdoor spa tub

Chateau Herb ~ Miranda Carriage House Apt

9.6 out of 10, Exceptional, (4)
"Nice place to stay, with full kitchen, and a close drive to downtown Ashland. The AC stopped and the staff were very responsive and provided."
The price is ￥25,108
￥35,523 total
includes taxes & fees
Oct 1 - Oct 2
Chateau Herb ~ Miranda Carriage House Apt
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40
Fridge, microwave, oven, stovetop

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

9.0 out of 10, Wonderful, (2)
"Well organized, comfortable and cozy. Hot tub on the deck was very nice. Great deck! Though several close neighboring cabins, It was quiet and pretty private. There was a question to the host late evening which was promptly responded to and all was well! Thank you! We enjoyed our stay!"
The price is ￥23,595
￥44,254 total
includes taxes & fees
Sep 25 - Sep 26
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40
The Red Dragon House
Exterior

The Red Dragon House

10.0 out of 10, Exceptional, (97)
"We were looking for a nice quiet location close to the highway and this was perfect. It was very clean, the kitchen was beautiful and the welcome cookies were delicious. Thank you!"
The price is ￥25,832
￥29,816 total
includes taxes & fees
Oct 6 - Oct 7
The Red Dragon House
Chateau Herbe ~ Oberon Suite w/ Kitchen
Outdoor spa tub

Chateau Herbe ~ Oberon Suite w/ Kitchen

9.6 out of 10, Exceptional, (15)
"This property is beautiful and incredibly peaceful. It felt like we were miles away, yet we were very close to town. I would give the property 5 stars, but there needs to be a little bit more attention to the cleaning details, and the Wi-Fi kept shutting down, unfortunately, during two very important meetings. All in all, we love it there and will definitely be back!"
The price is ￥24,179
￥34,431 total
includes taxes & fees
Sep 29 - Sep 30
Chateau Herbe ~ Oberon Suite w/ Kitchen
Barclay Klum House by WanderLodges
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
The price is ￥22,956
￥44,746 total
includes taxes & fees
Oct 6 - Oct 7
Barclay Klum House by WanderLodges
Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall
Property grounds

Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall

9.8 out of 10, Exceptional, (88)
"This place is in a lovely, quiet forested location. The unit is immaculate & well-appointed with everything needed for a very pleasant stay. "
Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall
Grandview of Ashland
Terrace/patio

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 ￥38,783
￥70,677 total
includes taxes & fees
Oct 6 - Oct 7
Grandview of Ashland
Hanna's House by WanderLodges
City Bungalow, Garden Area | Private kitchen | Oven, stovetop, dishwasher, toaster

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."
The price is ￥22,016
￥36,251 total
includes taxes & fees
Oct 14 - Oct 15
Hanna's House by WanderLodges
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
Terrace/patio

BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

9.6 out of 10, Exceptional, (85)
"Beautiful home with everything you need to relax. Well stocked, clear instructions for check in and out, all in walking distance to in-town attractions. The doe kept guard on the back door while we were away. Would stay again and recommend others. "
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake
Outdoor dining

Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

9.0 out of 10, Wonderful, (2)
"Beautiful spot. My son and i had a lot of fun here. Perect sleeping weather at night and lucky enough to experience the mountains in a whole new way. Thank you for the opportunity to stay. Now get the water heater looked at lol."
The price is ￥21,898
￥42,382 total
includes taxes & fees
Oct 5 - Oct 6
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Oven, stovetop, dishwasher

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

10.0 out of 10, Exceptional, (17)
"This is a great spot to stay. "
The price is ￥35,869
￥59,909 total
includes taxes & fees
Oct 5 - Oct 6
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Homey Rustic Cabin in the Cascades
Exterior

Homey Rustic Cabin in the Cascades

The price is ￥23,595
￥51,945 total
includes taxes & fees
Oct 5 - Oct 6
Homey Rustic Cabin in the Cascades
Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.
Exterior detail

Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.

10.0 out of 10, Exceptional, (2)
"My daughter lives in the area. Five adults stayed here for 3 nights. Beautiful location! Everyone loved the hot tub"
The price is ￥21,994
￥45,927 total
includes taxes & fees
Sep 25 - Sep 26
Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.
Ashland's Mountain View Vacation Rental.
Exterior

Ashland's Mountain View Vacation Rental.

9.8 out of 10, Exceptional, (41)
"Enjoyed stay "
Ashland's Mountain View Vacation Rental.
232 4th Street
Duplex, Private Bathroom, Mountain View (232) | Lounge

232 4th Street

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location with easy access to downtown Ashland. We were able to walk nearly everywhere we wanted to go and enjoyed the neighborhood shops. Overall the neighborhood was quiet and the accommodations were what we wanted. "
232 4th Street
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat
Chalet (3 Bedrooms) | Living area | TV, fireplace

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

3.5 star property
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat
Rocky Point Resort
Sundeck

Rocky Point Resort

2.5 star property
8.2 out of 10, Very Good, (376)
"We really enjoyed our stay at Rocky Point. The room was comfortable and the area is beautiful. "
The price is ￥14,481
￥16,435 total
includes taxes & fees
Sep 25 - Sep 26
Rocky Point Resort
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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Top Ashland Hotel Reviews

Ashland Motel - Oregon

Ashland Motel - Oregon

10/10 Excellent
"Great service "
James 2-night trip
Posted 4 days ago
Ashland Motel - Oregon

Find out more about Ashland

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

  • View our selection of featured holiday rentals in Ashland
  • Use the map to find apartments and other holiday homes in the Ashland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

Look no further and take a look at our great range of rental properties in Ashland!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 entertainment choices this destination is known for. Leave some time to check out the lively festivals and top-notch restaurants during your visit.

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

Grandview of Ashland: This highly rated vacation home rental in Ashland is located near the airport and has a garden, a hot tub, and a barbecue grill to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Our travelers also rate The Red Dragon House as a favorite home for rent in Ashland.

How many vacation rentals are there in Ashland?

Choose from 104 Expedia vacation rentals in Ashland for a memorable vacation.

What can I see and do in Ashland?

Cultural attractions include Allen Elizabethan Theatre and Oregon Shakespeare Festival, whereas Lithia Park and Emigrant Lake are a couple of picturesque spots to enjoy the outdoors. Oregon Cabaret Theatre and Ashland Library 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.