Ashland Holiday Rentals

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Holiday Rentals in Ashland

Smart TV, books
Downtown Ashland Pet-Friendly Haven
9.6 out of 10, Exceptional, (9)
"We stayed for a week and it met all our needs. We loved the location, the beds were comfortable, the house was very clean and we felt safe. Thanks for a relaxing stay."
The price is NZ$509
per night
22 May - 23 May
Downtown Ashland Pet-Friendly Haven
Main House | Terrace/patio
A Cowslip's Belle Inn
3.0 star property
9.8 out of 10, Exceptional, (9)
"This place is absolutely amazing. I stayed for a long weekend/Mt bike trip and really enjoyed it. Quiet, peaceful setting and close to everything. "
The price is NZ$570
per night
20 May - 21 May
A Cowslip's Belle Inn
Fridge, microwave, oven, stovetop
Hyatt Lake Mountain Retreat
9.8 out of 10, Exceptional, (65)
"The house was so cozy and comfortable. A sit on the porch swing and the lovely view of the prairie and lake! Host was so helpful and so accommodating!!"
Hyatt Lake Mountain Retreat
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Fridge, microwave, oven, stovetop
Railroad District, steps to downtown, everything you need to enjoy Ashland!
10.0 out of 10, Exceptional, (129)
"Had the best stay in Ashland; went everywhere. The leaves were brilliant and bright."
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Exterior
Ashland's Mountain View Vacation Rental.
10.0 out of 10, Exceptional, (21)
"Place was a perfect fit for our group! Definitely would stay here again!"
The price is NZ$623
per night
20 May - 21 May
Ashland's Mountain View Vacation Rental.
Fridge, microwave, coffee/tea maker, toaster
Courtside Cottage - WalkScore 93 - Dog Friendly
10.0 out of 10, Exceptional, (22)
"I had a chance to stay at the “Courtside” cottage for 2 weeks. Everything was well appointed, the bedding was of top quality sheets and pillows and the kitchen was very efficient. Many great touches and thought was taken to all the details and information about the cottage as well as things to do in town. It’s in a very private location and the entrance and parking was off the main street but was very walkable to the shops and restaurants. Communication with Michael, the owner, was very good. I...
The price is NZ$507
per night
22 May - 23 May
Courtside Cottage - WalkScore 93 - Dog Friendly
1 bedroom, iron/ironing board, travel cot, free WiFi
Pet-Friendly Studio Serenity
10.0 out of 10, Exceptional, (6)
"Nicely appointed, comfortable, efficient unit. So great to have a sofa for reading and lounging between plays and dining. In a quiet neighborhood, yet close (beautiful walk along stream) to downtown and Lithia Park."
The price is NZ$286
per night
18 May - 19 May
Pet-Friendly Studio Serenity
Interior
Secluded Forest Log House 15 minutes to Ashland
10.0 out of 10, Exceptional, (36)
"We had such an amazing time at the cabin! Originally we were planning on eloping at Lithia Park, but once we saw the beautiful mountains and scenery at the property we changed our minds, and had our ceremony at the viewpoint. Thank you so much for your hospitality and allowing us to tie the knot on your gorgeous land!"
Secluded Forest Log House 15 minutes to Ashland
Exterior
The Red Dragon House
10.0 out of 10, Exceptional, (65)
"We highly recommend Mike and Mindy's spacious 2 bedroom property. They had the most thorough instructional manual we've ever seen, and additionally had clearly labeled drawers and cabinets in the kitchen and bathroom making it easy to find whatever we needed. We met the delightful Mindy out on her spacious grounds with her incredible dogs, and enjoyed our morning coffee on the covered back porch looking out at the trees and distant hills. Would definitely return!"
The price is NZ$325
per night
17 May - 18 May
The Red Dragon House
Outdoor spa tub
Queen Suite | Hot Tub | Downtown Ashland | Tesla Station
10.0 out of 10, Exceptional, (2)
"Lovely location, very clean and comfortable. Highly recommmend."
The price is NZ$373
per night
19 May - 20 May
Queen Suite | Hot Tub | Downtown Ashland | Tesla Station
Exterior
Hyatt Praire Mountain Cabin
10.0 out of 10, Exceptional, (42)
"It was a very nice restful visit."
The price is NZ$670
per night
19 May - 20 May
Hyatt Praire Mountain Cabin
Property grounds
Charming home, w/hot tub, close to downtown Pet-Friendly!
10.0 out of 10, Exceptional, (19)
"Our family had an amazing time staying here. We went hiking in Lithia Park, shopped in downtown Ashland, and saw plays. We were able to have a Passover Seder thanks to the well equipped kitchen and dining area. We had seven family members sleepover, and everybody slept Beautifully. The house has fun artwork and decorations and many pieces of furniture for storage. Next time we bring swimsuits to enjoy the hot tub."
The price is NZ$879
per night
19 May - 20 May
Charming home, w/hot tub, close to downtown Pet-Friendly!
Property grounds
The Maple Apartment at Tudor House Vacation Rentals
9.6 out of 10, Exceptional, (127)
"The property was clean and conveniently located."
The Maple Apartment at Tudor House Vacation Rentals
Smart TV, books
City Comfort: Your Ashland Retreat
The price is NZ$251
per night
19 May - 20 May
City Comfort: Your Ashland Retreat
Property grounds
Urban Oasis: 3BDR Walkable Gem
9.4 out of 10, Exceptional, (3)
"Wonderful house, close to town. Easy communication."
The price is NZ$577
per night
27 May - 28 May
Urban Oasis: 3BDR Walkable Gem
Dining
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
10.0 out of 10, Exceptional, (2)
"Absolutely perfect cabin. So cozy, full kitchen, hot tub was amazing. So convenient - thoughtfully stocked. We absolutely loved."
The price is NZ$491
per night
22 May - 23 May
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
Exterior
Ashland Lodge w/ Lake Views & Game Room Loft
10.0 out of 10, Exceptional, (64)
"We had a week at this home for our bridal party. It was an incredible space that really allowed everyone to get to know each other and deeply enjoyed the space."
Ashland Lodge w/ Lake Views & Game Room Loft
Kayaking
Rocky Point Resort
2.5 star property
8.0 out of 10, Very good, (245)
"Very rustic. More of a cabin than hotel room. TV didn’t work. Internet did work. Heater worked good enough. Staff very friendly and tried to help. "
The price is NZ$165
per night
17 May - 18 May
Rocky Point Resort
Exterior
Harriman Springs Resort Cabin 3 - Cabins with a View
9.4 out of 10, Exceptional, (113)
"Had a lovely birthday dinner. Jasmine (cook and server) was extremely capable and friendly. The cabins are well designed with top quality materials. Beautiful area near Klamath Lake."
The price is NZ$306
per night
20 May - 21 May
Harriman Springs Resort Cabin 3 - Cabins with a View
Exterior
Harriman Springs Resort Cabin 2 - Cabins with a View
9.2 out of 10, Wonderful, (75)
"Beautiful, modern, stunning views, gorgeous bathroom, clean, cozy, memorable."
The price is NZ$306
per night
27 May - 28 May
Harriman Springs Resort Cabin 2 - Cabins with a View
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See all available properties in Ashland
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.

Other types of properties in Ashland you may be interested in

Exterior detail
Stratford Inn
2.5 star property
9.0 out of 10, Wonderful, (1520)
"We stay at Stratford Inn everytime we visit Ashland. Friendly staff and its an easy walk to everything in downtown Ashland. The shower has great water pressure and our room is always clean. "
The price is NZ$182
per night
20 May - 21 May
Stratford Inn
Lobby
Ashland Hills Hotel & Suites
3.0 star property
9.0 out of 10, Wonderful, (1539)
"I love to stay at the hotel every time I travel between Seattle and LA. The staff is very pleasant and helpful (in fact, I turned to my daughter as told her I felt I was in Canada everyone was so nice). An extra plus that others may not find very exciting, but there were three different coffee mug sizes to chose from at breakfast. I loved that minor touch. Will continue to come here and future trips."
The price is NZ$248
per night
29 May - 30 May
Ashland Hills Hotel & Suites
Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
Callahan's Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (1003)
"Breakfast was so-so. "
The price is NZ$216
per night
21 May - 22 May
Callahan's Mountain Lodge
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Ashland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Ashland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Ashland. Seeing all the best attractions is bound to make you fall in love with Ashland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Ashland short-term rentals, that won’t be hard to do.

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 acclaimed theatre scene and top-notch restaurants during your visit.

What are some of the best holiday rentals that Ashland has to offer?

Secluded Forest Log House 15 minutes to Ashland: This highly rated holiday home rental in Ashland is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. 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 Charming Retreat: Ashland's Urban Hideaway and The Red Dragon House.

How many holiday rentals are there in Ashland?

Choose from 91 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.

Recent reviews of Ashland properties
Expedia verified reviews