Ashland Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 Jun - 27 Jun
Tomorrow
27 Jun - 28 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

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, (33)
"Terrific communication with owners, lovely property and close to downtown shops, theatre, etc. Highly recommend!"
The price is RM916
RM1,258 total
includes taxes & fees
2 Jul - 3 Jul
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, (5)
"Great ~ memorable stay. "
The price is RM911
RM1,583 total
includes taxes & fees
20 Jul - 21 Jul
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 RM1,324
RM2,253 total
includes taxes & fees
6 Jul - 7 Jul
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, (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 RM572
RM970 total
includes taxes & fees
29 Jun - 30 Jun
Hanna's House by WanderLodges
The Mountain Ave House by WanderLodges
Private kitchen

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 RM1,182
RM1,318 total
includes taxes & fees
9 Jul - 10 Jul
The Mountain Ave House by WanderLodges
Hiking Trail On-site: Mtn-view Eagle Point Retreat
Interior

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
Living area

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

3.5 star property
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat
Whispering Pines Cabin Retreat
Private kitchen

Whispering Pines Cabin Retreat

3.5 star property
Whispering Pines Cabin Retreat
Peach Street Inn by WanderLodges
Private kitchen

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."
The price is RM518
RM897 total
includes taxes & fees
20 Jul - 21 Jul
Peach Street Inn by WanderLodges
Rocky Point Resort
Sun deck

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
Living area

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is RM740
RM1,153 total
includes taxes & fees
1 Jul - 2 Jul
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 RM740
RM1,556 total
includes taxes & fees
27 Jul - 28 Jul
The Rellik House and Winery
Medford Home and 2 Condos With Pool and Hot tub
Room

Medford Home and 2 Condos With Pool and Hot tub

2.0 star property
The price is RM422
RM1,341 total
includes taxes & fees
1 Jul - 2 Jul
Medford Home and 2 Condos With Pool and Hot tub
Enchanting Getaway: Farmhouse and Tiny House Duo
Room

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
The price is RM449
RM935 total
includes taxes & fees
1 Jul - 2 Jul
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Can I find holiday rentals in Ashland?

Yes, there are holiday rentals in Ashland close to ScienceWorks Hands-On Museum, or you can select a more secluded option if you're looking for 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 holiday rentals that Ashland has to offer?

Barclay Klum House by WanderLodges: This highly rated holiday home rental in Ashland is located near the airport, and has a private garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

How many holiday rentals are there in Ashland?

Choose from 132 Expedia holiday rentals in Ashland for a memorable holiday.

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 holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family getaway.