Ashland Vacation Rentals

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Vacation Rentals in Ashland

Our top choices for Ashland vacation rentals

Lovely secluded rustic cabin within waking distance of Rocky Top Winery .

10.0 out of 10, Exceptional, (103)
"Great experience staying here. Loved the property and the cabins and the owners are extremely hospitable. Enjoyed checking out the winery during our stay."
$162 nightly
The price is $181
Sep 7 - Sep 8
Total with taxes and fees
Lovely secluded rustic cabin within waking distance of Rocky Top Winery .

Lovely secluded cabin #1

10.0 out of 10, Exceptional, (57)
"our stay was pleasent and enjoyable. "
$137 nightly
The price is $143
Sep 7 - Sep 8
Total with taxes and fees
Lovely secluded cabin #1

Rocky Top Winery Beautiful Rustic Cedar Cabin

10.0 out of 10, Exceptional, (8)
"Nice, clean place to stay with a great view of the lake"
$137 nightly
The price is $143
Sep 7 - Sep 8
Total with taxes and fees
Rocky Top Winery Beautiful Rustic Cedar Cabin

Rocky Top Winery Cabin #2

10.0 out of 10, Exceptional, (34)
"Amazing get away…so peaceful ❤️"
$150 nightly
The price is $157
Sep 7 - Sep 8
Total with taxes and fees
Rocky Top Winery Cabin #2

Spacious Suite in Hotel

10.0 out of 10, Exceptional, (3)
"Very nice people and room, pet friendly and clean."
$89 nightly
The price is $96
Sep 7 - Sep 8
Total with taxes and fees
Spacious Suite in Hotel

Spacious King Suite in Hotel

8.0 out of 10, Very Good, (1)
"Fairly clean but killed a couple of roaches"
$79 nightly
The price is $85
Sep 7 - Sep 8
Total with taxes and fees
Spacious King Suite in Hotel

Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.

10.0 out of 10, Exceptional, (32)
"Great place to stay and amazing owners"
$160 nightly
The price is $167
Sep 7 - Sep 8
Total with taxes and fees
Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.

Cozy Ranch Home w/Spacious living/ kitchen, screened in porch

Cozy Ranch Home w/Spacious living/ kitchen, screened in porch

Hunt, Fish & Enjoy the Outdoors: Rural Atoka Home

3.0 star property
Hunt, Fish & Enjoy the Outdoors: Rural Atoka Home

Outdoorsy Getaway Near Atoka: Hunt, Fish & Relax!

3.0 star property
Outdoorsy Getaway Near Atoka: Hunt, Fish & Relax!
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

Find out more about Ashland

Find out more about Ashland

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 $85 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 a vacation rental in Ashland?

Yes, we have vacation rentals near the most popular attractions in Ashland, or you can go with a secluded option if you're looking for a relaxing stay.

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

Cozy Ranch Home w/Spacious living/ kitchen, screened in porch : You might want to consider this vacation rental near Ashland, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Ashland?

While you're exploring the area, Drew Park and Kiowa City Park are a couple of picturesque spots to get outside and enjoy nature.

What’s a vacation rental in Ashland like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Ashland. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips or small group gatherings.