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Check prices for these dates

Tonight
20 Jul - 21 Jul
Tomorrow
21 Jul - 22 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Top Holiday Rentals in Ashland

A Cowslip's Belle Inn
Relax on the patio surrounded by lush greenery and enjoy the shade of the pergola.

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 ₹16,769
₹23,500 total
includes taxes & fees
4 Aug - 5 Aug
A Cowslip's Belle Inn
Barclay Klum House by WanderLodges
Enjoy meals in this well-lit kitchen with a dining table, oven, and stainless steel sink.

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is ₹12,878
₹25,501 total
includes taxes & fees
19 Aug - 20 Aug
Barclay Klum House by WanderLodges
Hanna's House by WanderLodges
Kitchen equipped with a refrigerator, oven, microwave, and sink, featuring a tiled backsplash.

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 ₹9,703
₹17,434 total
includes taxes & fees
11 Aug - 12 Aug
Hanna's House by WanderLodges
232 4th Street
Relax in a spacious living room with a sofa, armchairs, and a flat-screen TV.

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
Hiking Trail On-site: Mtn-view Eagle Point Retreat
House (1 Bedroom) | 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
Grandview of Ashland
Relax on the outdoor deck with a comfortable seating area, fire pit, and expansive views of the surrounding landscape.

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 ₹21,490
₹40,033 total
includes taxes & fees
10 Aug - 11 Aug
Grandview of Ashland
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat
Relax in the spacious living area with a high ceiling, large windows offering panoramic views and a cozy seating arrangement.

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
House (4 Bedrooms) | Front of property

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

Peach Street Inn by WanderLodges

2.0 star property
9.0 out of 10, Wonderful, (17)
"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."
Peach Street Inn by WanderLodges
Paschal Winery
Enjoy cooking in this well-equipped kitchen with a large island, sink, and stove.

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is ₹13,238
₹21,622 total
includes taxes & fees
10 Aug - 11 Aug
Paschal Winery
Rocky Point Resort
Escape to a secluded cabin surrounded by a forest, featuring a cozy porch with a picnic table and fire pit.

Rocky Point Resort

2.5 star property
8.2 out of 10, Very good, (359)
"Phenomenal experience and value for the price! "
Rocky Point Resort
The Rellik House and Winery
Relax in a spacious living area with a comfortable sofa and elegant coffee table.

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 ₹15,043
₹31,639 total
includes taxes & fees
18 Aug - 19 Aug
The Rellik House and Winery
Enchanting Getaway: Farmhouse and Tiny House Duo
Cozy cabin-style accommodation with a compact kitchenette, dining table, and sleeping area.

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
The price is ₹8,896
₹18,767 total
includes taxes & fees
23 Jul - 24 Jul
Enchanting Getaway: Farmhouse and Tiny House Duo
Remote Escape: Klamath Falls Cabin By Lake & Hikes
House (1 Bedroom) | Interior

Remote Escape: Klamath Falls Cabin By Lake & Hikes

2.0 star property
Remote Escape: Klamath Falls Cabin By Lake & Hikes
Medford Home and 2 Condos With Pool and Hot tub
Relax in this open-plan living space with a kitchen and seating area, featuring a sofa, table, and bar with stools.

Medford Home and 2 Condos With Pool and Hot tub

2.0 star property
The price is ₹9,896
₹28,999 total
includes taxes & fees
18 Aug - 19 Aug
Medford Home and 2 Condos With Pool and Hot tub
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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Top Ashland Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
" helpful with laptop sign in. allowed for personal ice chest to be stored in hours after checking out. ever courteous and helpful. "
Darlene 2-night trip
Posted 19 hours ago
Flagship Inn of Ashland

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 Hanna's House by WanderLodges 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.