Cole Vacation Rentals

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Our top choices for Cole vacation rentals

Cottage in Talent

Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (14)
"Very nice and hassle free check in "
United States
Matthew
$205 nightly
The price is $208
Jan 13 - Jan 14, 2026
Total with taxes and fees
Paschal Winery

Vacation Home in Historic Railroad District

Premier Downstairs Flat in Perfect Down Town Location
10.0 out of 10, Exceptional, (65)
"Wonderful stay. Lovely home and easy walk into town! We hope to return…"
United States
Jenise P.
Premier Downstairs Flat in Perfect Down Town Location

Vacation Home in Historic Railroad District

New Downtown 3 Bedroom Upstairs Flat with views
9.8 out of 10, Exceptional, (33)
"Had a great time. Would stay again!"
United States
Tracy L.
New Downtown 3 Bedroom Upstairs Flat with views
10.0 out of 10, Exceptional, (61)
"Perfect spot.We really enjoyed our stay."
United States
Cecilia K.
$394 nightly
The price is $439
Dec 14 - Dec 15
Total with taxes and fees
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Vacation Home in Historic Downtown District

1907 Charmer, Perfect Downtown Location, So Clean!
9.4 out of 10, Exceptional, (126)
"Great stay!"
United States
Bettina T.
1907 Charmer, Perfect Downtown Location, So Clean!

Apartment in Siskiyou-Hargadine Historic District

Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
10.0 out of 10, Exceptional, (35)
"Excellent property and quality. The proximity to the theatre was great "
United States
Kris
$151 nightly
The price is $168
Dec 14 - Dec 15
Total with taxes and fees
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.

Cottage in Siskiyou-Hargadine Historic District

The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (211)
"The property was beautiful and just as described. We were rewarded with a kitty visit on the deck in the mornings while we drank our tea and coffee. Perfect distance from town, able to walk but not in all of the hubbub. "
United States
Jeanette S.
$260 nightly
The price is $290
Dec 16 - Dec 17
Total with taxes and fees
The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (120)
"Lovely property, accommodations, and location."
United States
Elaine H.
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
9.6 out of 10, Exceptional, (19)
"We loved "
United States
Phyllis M.
$335 nightly
The price is $373
Dec 14 - Dec 15
Total with taxes and fees
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Apartment in Siskiyou-Hargadine Historic District

The Maple Apartment at Tudor House Vacation Rentals
9.6 out of 10, Exceptional, (155)
"Quiet, comfortable, great place for 3 friends. Easy walk to downtown Ashland & OSF. The off-street parking was a bonus. "
United States
Stephanie M.
The Maple Apartment at Tudor House Vacation Rentals

Vacation Home in Ashland

Grandview of Ashland
3.0 star property
10.0 out of 10, Exceptional, (2)
"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. "
United States
Monica
$403 nightly
The price is $407
Jan 6 - Jan 7, 2026
Total with taxes and fees
Grandview of Ashland

Vacation Home in Ashland

Barclay Klum House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
$251 nightly
The price is $265
Jan 2 - Jan 3, 2026
Total with taxes and fees
Barclay Klum House by WanderLodges
9.6 out of 10, Exceptional, (4)
"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."
United States
Catherine J.
$216 nightly
The price is $219
Dec 14 - Dec 15
Total with taxes and fees
Chateau Herb ~ Miranda Carriage House Apt

Apartment in Ashland

A Cowslip's Belle Inn
3.0 star property
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
$200 nightly
The price is $223
Dec 14 - Dec 15
Total with taxes and fees
A Cowslip's Belle Inn
10.0 out of 10, Exceptional, (57)
"Great, cozy cabin in a beautiful location."
United States
Sara F.
$406 nightly
The price is $412
Dec 14 - Dec 15
Total with taxes and fees
Hyatt Prairie Mountain Cabin
9.4 out of 10, Exceptional, (16)
"Excellent place to stay. Grounds were stunning and the chateau felt cozy and private. "
United States
Timothy W.
$216 nightly
The price is $219
Dec 14 - Dec 15
Total with taxes and fees
Chateau Herbe ~ Oberon Suite w/ Kitchen

Vacation Home in Historic Railroad District

Hanna's House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (2)
"This is a true gem!!! "
United States
Deirdre
$203 nightly
The price is $218
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hanna's House by WanderLodges

Cabin in Jacksonville

Private Cozy Tree Top Studio
2.0 star property
$173 nightly
The price is $176
Dec 14 - Dec 15
Total with taxes and fees
Private Cozy Tree Top Studio
10.0 out of 10, Exceptional, (26)
"We absolutely loved this property! Every room is special and the whole place is really nice. We spent a ton of time in the pool, it was our favorite part! If we're in Ashland again we will for wure stay here again!"
United States
Janelle M.
$510 nightly
The price is $568
Dec 16 - Dec 17
Total with taxes and fees
Indulgent Retreat: 3 King Suites, Pool & Hot Tub

Cabin in Jackson County

Homey Rustic Cabin in the Cascades
10.0 out of 10, Exceptional, (1)
"Great location cabin was perfect for a group large upstairs sleeping areas. Outside was great "
United Kingdom
Troy K.
$349 nightly
The price is $352
Dec 15 - Dec 16
Total with taxes and fees
Homey Rustic Cabin in the Cascades
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 Cole Hotel Reviews

Find out more about Cole

Everything you need to know about Cole 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 Cole 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 Cole vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cole vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cole. 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 Cole 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 $168 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 Cole rentals

At Expedia, we put the best Cole 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 Cole 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 Cole 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 Cole. 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 a vacation rental in Cole?

Yes, we offer vacation rentals close to well known local attractions in Cole, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental that Cole has to offer?

Grandview of Ashland: You might want to consider this vacation rental near Cole, which is located near the airport and has a garden, a hot tub, and a barbecue grill to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What can I see and do in Cole?

While exploring the area, visit family-friendly sights like Shasta Dachshunds, or get outside and enjoy nature at Lithia Park. In the larger area, you’ll find Mount Ashland Ski Area and Southern Oregon University.

What are vacation rentals like in Cole?

Vacation rentals are privately owned properties you can book for several days or longer in Cole. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for families.