Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Ashland

Private kitchen
The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is P14,690
P26,527 total
includes taxes & fees
Dec 14 - Dec 15
The Mountain Ave House by WanderLodges
Terrace/patio
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3.0 star property
Ashland
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is P7,955
P12,155 total
includes taxes & fees
Dec 17 - Dec 18
A Cowslip's Belle Inn
Private kitchen
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4.0 star property
Ashland
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
United States
Melissa
The price is P8,751
P17,373 total
includes taxes & fees
Nov 19 - Nov 20
Barclay Klum House by WanderLodges
Terrace/patio
Grandview of Ashland

Grandview of Ashland

3.0 star property
Ashland
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. "
United States
Monica
The price is P23,001
P36,222 total
includes taxes & fees
Nov 19 - Nov 20
Grandview of Ashland
Private kitchen
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (2)
"This is a true gem!!! "
United States
Deirdre
The price is P9,018
P14,744 total
includes taxes & fees
Nov 22 - Nov 23
Hanna's House by WanderLodges
Sundeck
Rocky Point Resort

Rocky Point Resort

2.5 star property
Klamath Falls
8.2 out of 10, Very Good, (400)
"Had a wonderful stay..!! Would love to stay again."
United States
NAGA HALINI
The price is P5,038
P5,718 total
includes taxes & fees
Dec 18 - Dec 19
Rocky Point Resort
Living area
Paschal Winery

Paschal Winery

4.5 star property
Talent
9.6 out of 10, Exceptional, (13)
"Very nice and hassle free check in "
United States
Matthew
The price is P7,531
P13,242 total
includes taxes & fees
Nov 23 - Nov 24
Paschal Winery
Interior
On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!

3.0 star property
Central Point
8.4 out of 10, Very Good, (5)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
The price is P7,543
P12,590 total
includes taxes & fees
Nov 19 - Nov 20
On-site Winery & Tasting Room: Oregon Bungalow!
Private kitchen
Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges

3.5 star property
Phoenix
10.0 out of 10, Exceptional, (1)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is P6,682
P14,657 total
includes taxes & fees
Nov 19 - Nov 20
Lanka Rose House by WanderLodges
Living area
The Rellik House and Winery

The Rellik House and Winery

3.5 star property
Central Point
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is P8,644
P14,372 total
includes taxes & fees
Dec 17 - Dec 18
The Rellik House and Winery
Private kitchenette
Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges

3.0 star property
Medford
The price is P7,366
P10,938 total
includes taxes & fees
Nov 19 - Nov 20
Rosewood Studio by WanderLodges
6 bedrooms
Medford Home and 2 Condos With Pool and Hot tub

Medford Home and 2 Condos With Pool and Hot tub

2.0 star property
Medford
The price is P5,489
P13,602 total
includes taxes & fees
Nov 19 - Nov 20
Medford Home and 2 Condos With Pool and Hot tub
3 bedrooms
Enchanting Getaway: Farmhouse and Tiny House Duo

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
Jacksonville
The price is P5,430
P13,841 total
includes taxes & fees
Nov 19 - Nov 20
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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Top Ashland Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"-"
Loren 2-night trip
Posted 3 days ago
Flagship Inn of Ashland

Find out more about Ashland

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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 renowned opera 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: Visitors like this Ashland vacation home rental. It 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.

How many vacation rentals are there in Ashland?

Choose from 99 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 Howard Prairie Lake are a couple of picturesque spots to enjoy the outdoors. Ashland Library and Mount Ashland Ski Area 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.