Ashland Vacation Rentals from AED 409: Search Short-Term Rentals

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

Chateau Herb ~ Miranda Carriage House Apt : This highly rated vacation home rental in Ashland offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the hot tub in this rental home to help you unwind. Our travelers also rate Gorgeous Lakeside BarnHOUSE + SAUNA! as a favorite home for rent in Ashland.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Ashland vacation rentals

Savage Upon Siskiyou

Siskiyou-Hargadine Historic District

AED 1,876 total

includes taxes & fees

20 Jul - 21 Jul

Grandview of Ashland

Ashland

Paul

AED 1,619 total

includes taxes & fees

29 Jun - 30 Jun

The Red Dragon House

Ashland

Garrett P.

AED 764 total

includes taxes & fees

13 Jul - 14 Jul

Owl Creek Cabin Mountain Getaway near Ashland, Oregon

Ashland

Lisa F.

AED 795 total

includes taxes & fees

23 Jun - 24 Jun

Gorgeous Lakeside BarnHOUSE + SAUNA!

Ashland

Robert

AED 1,193 total

includes taxes & fees

23 Jun - 24 Jun

Hot tub | Sauna |Firepit |Sleeps 6!

Ashland

Heather K.

AED 2,050 total

includes taxes & fees

29 Jun - 30 Jun

Homey Rustic Cabin in the Cascades

Jackson County

Troy K.

AED 1,311 total

includes taxes & fees

29 Jun - 30 Jun

Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44

Jackson County

Joshua S.

AED 1,167 total

includes taxes & fees

23 Jun - 24 Jun

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Ashland Hotel Reviews

Ashland Motel - Oregon

8/10 Good

"Room was clean. No housekeeping done by staff. AC worked fine. Staff friendly."

Relax Inn At Ashland

8/10 Good

"We stayed here for two separate weekends over my daughter's graduation time. Basic, clean rooms. Family-owned and friendly service. I did ask for an extra pillow in a single queen bed-room (there were 3 pillows), and the owner would not give me one, saying they only offer 3 pillows in that room. Better customer service would have just been to give me the pillow. Otherwise I found the staff friendly and responsive when I needed more towels, get another key card, etc. The refrigerator in the first room was too cold, and froze our food, but we turned it down and was perfectly functional. The beds and pillows were clean and comfortable, and the bathroom showers and tubs were a older but fine condition and very clean. I would stay again for the price and value of a basic motel."

Prospero's Flagship Inn

8/10 Good

"Rooms are very clean and comfortable. I have stayed at Flag Ship several times because it formerly offered pet-free rooms and spaces. I greatly appreciated this as I have severe allergies to all fur babies, even when just in close proximity to them. This time, I requested a pet free room away from pet-friendly rooms but had people on either side stay with their fur babies throughout the week. This was a bit disappointing. I hope this property will continue to offer pet-free rooms and spaces (away from pet-friendly rooms) for those who physically cannot tolerate furry pets."

Best Western Windsor Inn

10/10 Excellent

"This property is very nice. I haven't stayed at a BW for 30 years. I would definitely stay here again. We stayed in a King suite. The front desk was kind and helpful. Made us feel welcomed. The room was clean and well appointed. The bed was comfortable. They accommodated our pets and even gave us as part of the welcome, treats for the dogs and a sheet for the couch. That was really helpful in helping us to ensure our pets didn't negatively impact their furniture. Loved they did this. We will definitely be staying here again on out travel back to Mexico in the fall."

Explore a world of travel with Expedia

All accommodation types in Ashland

Apartments 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?

Chateau Herb ~ Miranda Carriage House Apt: This highly rated vacation home rental in Ashland offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the hot tub in this rental home to help you unwind. Our travelers also rate Gorgeous Lakeside BarnHOUSE + SAUNA! 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 Angus Bowmer Theatre, whereas Lithia Park and Rogue River-Siskiyou National Forest 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 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.

Expedia's Latest Trends

Hotels

Romantic Hotels in Dubai Emirate

Flights

Ashland Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ashland vacation rentals

Savage Upon Siskiyou

Grandview of Ashland

The Red Dragon House

Owl Creek Cabin Mountain Getaway near Ashland, Oregon

Gorgeous Lakeside BarnHOUSE + SAUNA!

Hot tub | Sauna |Firepit |Sleeps 6!

Homey Rustic Cabin in the Cascades

Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Chateau Herb ~ Miranda Carriage House Apt

Cabin #14 at Hyatt Lake Resort

Cabin #5 at Hyatt Lake Resort

Boccard Point Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Chateau Herbe ~ Rosalind Carriage House beautiful 1 bedroom Apartment

Whimsy on B | The Studio

Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

Whimsy on B | 2BR Steps to Downtown

Barclay Klum House by WanderLodges

The Ashland Cottage, walk to town

Whimsy on B | 2BR + Studio Near OSF

Find vacation rentals that suit your style

Top Ashland Hotel Reviews

Ashland Motel - Oregon

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app