Ashland Vacation Rentals

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Vacation Rentals in Ashland

A Cowslip's Belle Inn
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 $148
$310 total
includes taxes & fees
Jun 4 - Jun 5
A Cowslip's Belle Inn
Hyatt Lake Mountain Retreat
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
Cozy Studio Haven for Pets
1 bedroom, iron/ironing board, travel crib, free WiFi
Cozy Studio Haven for Pets
9.8 out of 10, Exceptional, (7)
"Excellent location, remember this is a studio apartment. Ashland is a great town to visit. Excellent communication with manager."
The price is $181
$278 total
includes taxes & fees
Jun 21 - Jun 22
Cozy Studio Haven for Pets
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The Red Dragon House
Exterior
The Red Dragon House
10.0 out of 10, Exceptional, (66)
"This is the ideal place to stay if you're traveling with pet(s). Mindy was a very gracious host. Lots of thought has been put into the amenities offered. We loved the three different decks and the enclosed yard for our dogs. We'd love to stay there again next year on our annual Southern Oregon trip."
The price is $175
$202 total
includes taxes & fees
Jun 4 - Jun 5
The Red Dragon House
City Comfort: Your Ashland Getaway
Smart TV, books
City Comfort: Your Ashland Getaway
9.6 out of 10, Exceptional, (10)
"Had a great time. Nice that it was in walking distance to town. Never drove once. Beds very comfortable. The only thing was a rug in front room. It was coming up on the edge of living room. We kept tripping. It should be replaced before someone falls and gets hurt. Otherwise great place to stay. We would stay again."
The price is $125
$307 total
includes taxes & fees
Jun 10 - Jun 11
City Comfort: Your Ashland Getaway
Central Serenity: 3BDR City Escape
Property grounds
Central Serenity: 3BDR City Escape
9.6 out of 10, Exceptional, (4)
"Sylvie was great, she made it very easy and always communicated. Great property and location. Thank you again!"
The price is $142
$353 total
includes taxes & fees
Jun 4 - Jun 5
Central Serenity: 3BDR City Escape
Secluded Forest Log House 15 minutes to Ashland
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
Ashland's Mountain View Vacation Rental.
Exterior
Ashland's Mountain View Vacation Rental.
10.0 out of 10, Exceptional, (22)
"This was a great location close to the downtown and across the street from my favorite hot yoga studio. Thank you for allowing us to stay in your VRBO."
The price is $200
$381 total
includes taxes & fees
Jun 4 - Jun 5
Ashland's Mountain View Vacation Rental.
Hyatt Praire Mountain Cabin
Exterior
Hyatt Praire Mountain Cabin
10.0 out of 10, Exceptional, (43)
"Wonderful stay in a fabulous cabin. Can’t wait to go back!"
The price is $180
$410 total
includes taxes & fees
Jun 5 - Jun 6
Hyatt Praire Mountain Cabin
Courtside Cottage - WalkScore 93 - Dog Friendly
Fridge, microwave, coffee/tea maker, toaster
Courtside Cottage - WalkScore 93 - Dog Friendly
10.0 out of 10, Exceptional, (23)
"It had everything we wanted or needed for comfort, and we were able to have our dog travel and stay with us. Communication with the host was great. Many things within walking distance, including the Shakespeare festival events. We plan to return in the future and hopefully stay at this property again."
The price is $166
$307 total
includes taxes & fees
Jun 10 - Jun 11
Courtside Cottage - WalkScore 93 - Dog Friendly
Downtown Discovery: Explore Ashland's Charm
Smart TV, books
Downtown Discovery: Explore Ashland's Charm
Downtown Discovery: Explore Ashland's Charm
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Fridge, microwave, oven, stovetop
Railroad District, steps to downtown, everything you need to enjoy Ashland!
10.0 out of 10, Exceptional, (130)
"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!
The Maple Apartment at Tudor House Vacation Rentals
Property grounds
The Maple Apartment at Tudor House Vacation Rentals
9.6 out of 10, Exceptional, (128)
"Cute apartment located convenient to downtown Ashland. The neighborhood is quiet and scenic, with many vintage homes with beautiful flowers and trees to admire on walks. The courtyard at the apartment is shady and inviting to sit and relax after a day exploring."
The Maple Apartment at Tudor House Vacation Rentals
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
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 $161
$301 total
includes taxes & fees
Jun 4 - Jun 5
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
The Dogwood Suite at Tudor House Vacation Rentals
Property grounds
The Dogwood Suite at Tudor House Vacation Rentals
9.4 out of 10, Exceptional, (90)
"was good cable tv listed but there was no cable tv and no way to hook my device to tv was disappointed"
The Dogwood Suite at Tudor House Vacation Rentals
Queen Suite | Hot Tub | Downtown Ashland | Tesla Station
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 $136
$241 total
includes taxes & fees
Jun 10 - Jun 11
Queen Suite | Hot Tub | Downtown Ashland | Tesla Station
Ashland Lodge w/ Lake Views & Game Room Loft
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
Rocky Point Resort
Kayaking
Rocky Point Resort
2.5 star property
8.0 out of 10, Very Good, (253)
"I had a car problem so my arrival was after hours, the lady who checked me in was really nice, good communication and came out of her way to make feel welcome so late at night. "
The price is $105
$119 total
includes taxes & fees
Jun 4 - Jun 5
Rocky Point Resort
Harriman Springs Resort Cabin 3 - Cabins with a View
Exterior
Harriman Springs Resort Cabin 3 - Cabins with a View
9.4 out of 10, Exceptional, (114)
"Small but cute studio cabin with a beautiful bathroom. Communication was challenging with the host and collecting the key to the cabin was also not straightforward. Otherwise we had a nice stay and had all the amenities we needed for n overnight stay."
The price is $150
$187 total
includes taxes & fees
Jun 7 - Jun 8
Harriman Springs Resort Cabin 3 - Cabins with a View
Harriman Springs Resort Cabin 2 - Cabins with a View
Exterior
Harriman Springs Resort Cabin 2 - Cabins with a View
9.4 out of 10, Exceptional, (77)
"Loved our short stay at the lodge very relaxing and beautiful views."
The price is $150
$187 total
includes taxes & fees
Jun 5 - Jun 6
Harriman Springs Resort Cabin 2 - Cabins with a View
Don't see what you're looking for?
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.

Ashland Vacation Rental Travel Info

Number of vacation rentals
56
Popular accommodation
Ashland private vacation homes
Known landmarks
Oregon Shakespeare Festival, Mount Ashland Ski Area and Oregon Cabaret Theatre
International airports
Medford, OR (MFR-Rogue Valley Intl.) and Ashland, OR (AHM-Sumner Parker Field)

Other types of properties in Ashland you may be interested in

Stratford Inn
Exterior detail
Stratford Inn
2.5 star property
9.0 out of 10, Wonderful, (1522)
"The Stratford Inn provided a convenient stay for our visit to Ashland. The hotel is a convenient walk to Lithia Park and downtown with plenty of options for dining close by. My family enjoyed are stay and look forward to visiting again"
The price is $125
$139 total
includes taxes & fees
Jun 10 - Jun 11
Stratford Inn
Ashland Hills Hotel & Suites
Lobby
Ashland Hills Hotel & Suites
3.0 star property
9.0 out of 10, Wonderful, (1541)
"It’s a bit tired but super nice people, clean, easy access, EV chargers"
The price is $161
$180 total
includes taxes & fees
Jun 4 - Jun 5
Ashland Hills Hotel & Suites
Comfort Inn & Suites
Exterior
Comfort Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1007)
"Had a great stay. It was clean and comfortable. Will be back in October. "
The price is $125
$127 total
includes taxes & fees
Jun 23 - Jun 24
Comfort Inn & Suites
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.

Everything you need to know about Ashland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation 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 vacation.

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 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 lively festivals this destination is known for. Leave some time to check out the acclaimed theater scene and top-notch restaurants during your visit.

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

Secluded Forest Log House 15 minutes to Ashland: This highly rated vacation home rental in Ashland is located in the mountains and has a patio, a garden, and a barbecue grill 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 vacation with amenities like 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 vacation rentals are there in Ashland?

Choose from 91 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 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 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.

Recent reviews of Ashland properties
Expedia verified reviews

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

5/5 Excellent
"The front desk was so friendly and helpful at check in. The room was clean, comfortable, and spacious. It was also quiet which was great after an 8 hour drive. We also had room services from their Luna cafe. It was delicious! We had the side Luna salads and the turkey and Brie sandwich. Yummy! Great place to stay in Ashland! "
A verified traveler stayed at Ashland Hills Hotel & Suites
Posted 2 days ago
Ashland Hills Hotel & Suites