Ashland Vacation Rentals

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Oct 3 - Oct 4
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Vacation Rentals in Ashland

A Cowslip's Belle Inn
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 P11,309
P15,849 total
includes taxes & fees
Nov 3 - Nov 4
A Cowslip's Belle Inn
Barclay Klum House by WanderLodges
Private kitchen

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
The price is P9,413
P18,060 total
includes taxes & fees
Nov 3 - Nov 4
Barclay Klum House by WanderLodges
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 P17,392
P30,085 total
includes taxes & fees
Oct 5 - Oct 6
Grandview of Ashland
Hanna's House by WanderLodges
Private kitchen

Hanna's House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (2)
"This is a true gem!!! "
The price is P8,595
P14,185 total
includes taxes & fees
Nov 3 - Nov 4
Hanna's House by WanderLodges
232 4th Street
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
Living area

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, (382)
"We really enjoyed our stay at Rocky Point. The room was comfortable and the area is beautiful. "
The price is P5,700
P6,469 total
includes taxes & fees
Oct 5 - Oct 6
Rocky Point Resort
Peach Street Inn by WanderLodges
Private kitchen

Peach Street Inn by WanderLodges

2.0 star property
9.2 out of 10, Wonderful, (26)
"Very nice property and rooms are spacious and clean. Will definitely return,"
Peach Street Inn by WanderLodges
Paschal Winery
Living area

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (11)
"Very nice and hassle free check in "
The price is P7,426
P13,057 total
includes taxes & fees
Oct 5 - Oct 6
Paschal Winery
The Rellik House and Winery
Living area

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 P8,524
P14,172 total
includes taxes & fees
Nov 3 - Nov 4
The Rellik House and Winery
Enchanting Getaway: Farmhouse and Tiny House Duo
3 bedrooms

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
The price is P5,342
P13,618 total
includes taxes & fees
Oct 7 - Oct 8
Enchanting Getaway: Farmhouse and Tiny House Duo
Rosewood Studio by WanderLodges
Private kitchenette

Rosewood Studio by WanderLodges

3.0 star property
The price is P7,960
P11,570 total
includes taxes & fees
Oct 5 - Oct 6
Rosewood Studio by WanderLodges
Remote Escape: Klamath Falls Cabin By Lake & Hikes
Interior

Remote Escape: Klamath Falls Cabin By Lake & Hikes

2.0 star property
10.0 out of 10, Exceptional, (2)
"The cabin was amazing! Very cool log cabin vibe with all of the decorations to make you feel like you're roughing it in the woods but with all the modern convenience to make it comfortable. The outdoor bathtub and grilling area were standouts. The cabin actually does have AC even though the listing says it doesn't so that was a relief for a summer getaway. We came to see Crater Lake and it was close enough to recommend it for anyone wanting to see crater along with lake activities closer by at...
Remote Escape: Klamath Falls Cabin By Lake & Hikes
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

Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent
"Great staff. "
Reed 2-night trip
Posted 19 hours ago
Best Western Windsor Inn

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!

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?

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. Our travelers also rate Grandview of Ashland as a favorite home for rent in Ashland.

How many vacation rentals are there in Ashland?

Choose from 103 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.