Ashland Holiday Rentals

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Holiday 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 NZ$495
includes taxes & fees
6 Aug - 7 Aug
A Cowslip's Belle Inn

In the historic railroad district, walking distance to all the best of Ashland!

10.0 out of 10, Exceptional, (181)
"Lovely old-fashioned cottage for friends to share"
In the historic railroad district, walking distance to all the best of Ashland!

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

10.0 out of 10, Exceptional, (45)
"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."
The price is NZ$856
includes taxes & fees
23 July - 24 July
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is NZ$591
includes taxes & fees
4 Aug - 5 Aug
Barclay Klum House by WanderLodges

Ashland Lodge w/ Lake Views & Game Room Loft

10.0 out of 10, Exceptional, (71)
"What an incredible property with so much history! We had a fantastic friends long weekend here - the house was well appointed and the property and surrounding land had so much room for activities. Loved our time here, and hope to come back in the future."
Ashland Lodge w/ Lake Views & Game Room Loft

BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

9.6 out of 10, Exceptional, (77)
"Three of us (couple and a single) enjoyed our five night stay. Location is great. Only 15 min walk to downtown and theaters. Enjoyed some great food at walkable restaurants. Cottage, although older, is nicely appointed and equipped. Would stay again if the space was needed."
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

The price is NZ$535
includes taxes & fees
23 July - 24 July
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Chateau Herbe ~ Oberon Suite w/ Kitchen

9.6 out of 10, Exceptional, (12)
"This was such a beautiful property and our suite was so clean! We will be back :)"
The price is NZ$438
includes taxes & fees
20 July - 21 July
Chateau Herbe ~ Oberon Suite w/ Kitchen

Chateau Herb ~ Miranda Carriage House Apt

10.0 out of 10, Exceptional, (2)
"Customer service and communication with the property manager was top-notch. They communicated the whole time and anything we needed while we were there. They were happy to provide a very quick manner. The property definitely is bare bones. There is absolutely nothing in the kitchen but silverware and plates so if you wanted salt pepper or anything else like that- It was not provided. The beds and the pillows were very, very comfortable, and the linens were really nice. However, there is a couch...
The price is NZ$467
includes taxes & fees
13 July - 14 July
Chateau Herb ~ Miranda Carriage House Apt

Railroad District, steps to downtown, everything you need to enjoy Ashland!

10.0 out of 10, Exceptional, (140)
"Could not asks for a nicer place or location."
Railroad District, steps to downtown, everything you need to enjoy 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."
The price is NZ$367
includes taxes & fees
10 Aug - 11 Aug
Hanna's 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

Gorgeous Lakeside HOUSE + Indoor SAUNA!

8.0 out of 10, Very good, (1)
"Great family gathering fun overall! Space was a little misleading when you pulled up. The pictures gave me the impression that you had the whole space but in actuality we were only able to occupy the garage space that had been converted into a the living space. The space was pretty cool with a nice kitchen, the downside was it was not the cleanest. "
The price is NZ$594
includes taxes & fees
24 July - 25 July
Gorgeous Lakeside HOUSE + Indoor SAUNA!

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

Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

10.0 out of 10, Exceptional, (23)
"We arrived too late to enjoy everything this amazing property had to offer. But in the short time we were there, among the highlights were:- Singularly beautiful views to wake up to- Exceptionally comfortable beds- Super communicative and involved hosts - REALLY nice shower and bathroom"
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

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 NZ$826
includes taxes & fees
23 July - 24 July
Grandview of Ashland

Cabin in the mountains of Ashland

Cabin in the mountains of Ashland

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

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

Ashland Lodge w/ Lake Views & Game Room Loft

3.0 star property
Ashland Lodge w/ Lake Views & Game Room Loft

Peach Street Inn by WanderLodges

2.0 star property
9.4 out of 10, Exceptional, (13)
"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."
Peach Street Inn by WanderLodges
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 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 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 holiday rentals that Ashland has to offer?

In the historic railroad district, walking distance to all the best of Ashland!: This highly rated holiday home rental in Ashland is located in the city centre, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Some other homes for rent in Ashland include Ashland Lodge w/ Lake Views & Game Room Loft and Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly.

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.