Ashland Holiday Rentals from AU$326: Search Short-Term Rentals

Q: 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. Our travellers also rate Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly as a favourite home for rent in Ashland.

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Holiday Rentals in Ashland

Relax on the patio surrounded by lush greenery and enjoy the shade of the pergola.

"Terrific communication with owners, lovely property and close to downtown shops, theatre, etc. Highly recommend!"

includes taxes & fees

28 July - 29 July

Relax in the charming outdoor seating area of Paris Green, surrounded by lush potted plants and a picturesque tree.

"Lovely old-fashioned cottage for friends to share"

Sturdy wooden structure with a prominent gable roof and traditional windows.

"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."

Enjoy meals in this well-lit kitchen with a dining table, oven, and stainless steel sink.

"Great ~ memorable stay. "

includes taxes & fees

19 Aug - 20 Aug

Relax in the backyard hot tub, surrounded by a deck and a grassy area.

"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."

includes taxes & fees

22 Aug - 23 Aug

Enjoy cooking in this well-equipped kitchen with a large window offering a view of the outdoors.

"Very comfortable will definitely be staying again."

includes taxes & fees

28 July - 29 July

Relax in a serene outdoor setting with a hot tub surrounded by lush greenery and a soothing fountain.

"Nice place to stay, with full kitchen, and a close drive to downtown Ashland. The AC stopped and the staff were very responsive and provided."

includes taxes & fees

27 July - 28 July

Relax on the deck with a comfortable seating area and enjoy the serene surroundings.

"This is a beautiful space in a beautiful setting. Everything was comfortable, clean, modern, functional, and beautiful! I didn't realize this was attached to the owner's home when I booked it, but it wasn't awkward at all. The space is private and separate. Enjoying the view from the front porch was a relaxing highlight at night. We loved staying here!"

Relax in a serene outdoor setting with a modern hot tub surrounded by lush greenery and a soothing stone fountain.

"This was such a beautiful property and our suite was so clean! We will be back :)"

includes taxes & fees

27 July - 28 July

Enjoy cooking in this well-equipped kitchen with a large window, dishwasher, and cozy seating area.

"We visited this beautiful property during spring break. This cabin was exactly what our family needed: peaceful, quiet and comfortable . Walking into a clean and well supplied home was so nice. The furniture was comfortable and there were so many cozy blankets! Due to it being early spring, we got to watch the snow fall from the large covered deck. The propane was stocked in the fire pit so we were warm and comfortable. I’m looking forward to our next visit! "

includes taxes & fees

4 Aug - 5 Aug

Enjoy cooking in this well-equipped kitchen with a microwave, oven, and dishwasher, plus a large window with a view of the outdoors.

"A very comfortable space with easy access to theaters and restaurants."

Kitchen equipped with a refrigerator, oven, microwave, and sink, featuring a tiled backsplash.

"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."

includes taxes & fees

24 Aug - 25 Aug

Relax in a spacious living room with a sofa, armchairs, and a flat-screen TV.

"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. "

"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!"

Relax on the outdoor deck with a comfortable seating area, fire pit, and expansive views of the surrounding landscape.

"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. "

includes taxes & fees

19 Aug - 20 Aug

Situated in a forested area, this cabin-style building offers a tranquil retreat with a front porch and steps leading up to it.

"Absolutely amazing cabin! Clean, comfortable and very well equipped with everything you need to enjoy your stay. We spent most of our time enjoying the spacious deck playing cards and relaxing in the hot tub. We cannot wait to return! Thank you for sharing your beautiful cabin with us, it was exactly what we needed to recharge and rest,"

Relax in the spacious living area with a high ceiling, large windows offering panoramic views and a cozy seating arrangement.

Cozy cabin interior with a central kitchen, dining area, and large windows offering a view of the outdoors.

Prepare meals in the fully equipped kitchen with a stainless steel stove, oven, microwave, and spacious countertop.

"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."

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Top Ashland Hotel Reviews

Ashland Springs Hotel

10/10 Excellent

"I liked how close it was to the theaters for the Shakespeare festival. I liked having a place for my car and being in walking distance for the local restaurants. The restaurant at the hotel was excellent. It was also wonderful to have a refrigerator in my room. "

Timbers INN and Suites

10/10 Excellent

"Whether you're a dog owner or not, the place is nice and clean. It's in the heart of town next to Southern Oregon State University. I have a little dog, a beagle, and the place was very quiet. The walls are so thick that you really don't hear anybody around you. The staff is very nice and doesn't bother you. So, with that decent price, it's hard to get better than this."

Comfort Inn & Suites Ashland

10/10 Excellent

"The Inn was great. Had great check-in ( little busy for 1 person), room was easily accessible for someone with a child and pet, very clean and good complimentary breakfast. Being right off the freeway felt a little unsafe and not having a restaurant in or near the inn was a little difficult. It took us 20 minutes to find a place to get some food and everything except for 1 place was closed."

Callahan's Mountain Lodge

10/10 Excellent

"Over the years traveling between the PNW and California, I’ve passed the Callahan’s Mountain Lodge sign more times than I can count—without realizing just how special this place is. Tucked at the base of Mt. Ashland and right at the crossroads of the Pacific Crest Trail, it’s a location that invites you to slow down. The lodge shows its history in places, but what it offers in charm, warmth, and a true sense of relaxation more than makes up for it. The setting, the people, and the peaceful atmosphere were exactly what we needed ahead of the SOB trail race. A great stay in a one-of-a-kind spot."

Lithia Springs Resort

10/10 Excellent

"Everything was excellent except that the staff at breakfast was a little aggressive about food vouchers for hot food. Yes, the resort charges $18 per person if you want hot breakfast that includes eggs, like boiled or scrambled, and bacon. Otherwise you get just the cold breakfast that includes yogurt, cereal, toast, fruits, juice and coffee or tea. "

Find out more about Ashland

Everything you need to know about Ashland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as AU$326 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

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. Our travellers also rate Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly as a favourite home for rent in Ashland.

How many holiday rentals are there in Ashland?

Choose from 130 Expedia holiday rentals in Ashland for a memorable holiday.

What can I see and do in Ashland?

Cultural attractions include Allen Elizabethan Theatre and Oregon Shakespeare Festival, whereas Lithia Park and Emigrant Lake are a couple of picturesque spots to enjoy the outdoors. Oregon Cabaret Theatre and Ashland Library 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.

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Ashland Holiday Rentals

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Holiday Rentals in Ashland

A Cowslip's Belle Inn

A Cowslip's Belle Inn

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

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

Ashland Lodge w/ Lake Views & Game Room Loft

Ashland Lodge w/ Lake Views & Game Room Loft

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

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

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

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt

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

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

Chateau Herbe ~ Oberon Suite w/ Kitchen

Chateau Herbe ~ Oberon Suite w/ Kitchen

Hyatt Prairie Mountain Cabin

Hyatt Prairie Mountain Cabin

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

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

Hanna's House by WanderLodges

Hanna's House by WanderLodges

232 4th Street

232 4th Street

Hiking Trail On-site: Mtn-view Eagle Point Retreat

Hiking Trail On-site: Mtn-view Eagle Point Retreat

Grandview of Ashland

Grandview of Ashland

HOT TUB! Mountain Lake Cabin 33

HOT TUB! Mountain Lake Cabin 33

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

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

Cabin in the mountains of Ashland

Cabin in the mountains of Ashland

Ashland Lodge w/ Lake Views & Game Room Loft

Ashland Lodge w/ Lake Views & Game Room Loft

Peach Street Inn by WanderLodges

Peach Street Inn by WanderLodges

Top Ashland Hotel Reviews

Ashland Springs Hotel

Find out more about Ashland

Find out more about Ashland

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Explore a world of travel with Expedia

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