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Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Ashland vacation rentals

A wooden deck overlooking a river with a tree and a house in the background.

1. Lovely secluded cabin #1

Lovely secluded cabin #1
Allen
10.0 out of 10, Exceptional, (69 reviews)
"Very quite and secluded be prepared for a little drive in the country"
United States
Richard S.
The price is ￥18,498
￥27,682 total
includes taxes & fees
Oct 17 - Oct 18
Lovely secluded cabin #1
A bottle of Diamond wine on a table with two empty glasses.

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

Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.
Allen
10.0 out of 10, Exceptional, (36 reviews)
"Great place to stay and amazing owners"
United States
Elizabeth R.
The price is ￥22,055
￥26,431 total
includes taxes & fees
Oct 18 - Oct 19
Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.
A cabin interior with a wooden interior, a dining table with chairs, a vase with flowers, and a red door.

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

Lovely secluded rustic cabin within waking distance of Rocky Top Winery .
Atwood
9.8 out of 10, Exceptional, (105 reviews)
"Great experience staying here. Loved the property and the cabins and the owners are extremely hospitable. Enjoyed checking out the winery during our stay."
United States
Jeremy G.
The price is ￥18,498
￥28,615 total
includes taxes & fees
Oct 18 - Oct 19
Lovely secluded rustic cabin within waking distance of Rocky Top Winery .
A covered outdoor patio with a table and chairs, wooden railings, and a view of a body of water and trees.

4. Cozy Cabin Rental on a Winery for a Romantic Weekend Getaway in Oklahoma

Cozy Cabin Rental on a Winery for a Romantic Weekend Getaway in Oklahoma
Allen
10.0 out of 10, Exceptional, (1 review)
"Family friendly & great place to unplug & slow down."
United States
H8 Services LLC
The price is ￥27,936
￥33,653 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Cabin Rental on a Winery for a Romantic Weekend Getaway in Oklahoma
A cozy cabin interior with a wooden interior, a bed, a leather couch, and a television.

5. Rocky Top Winery Beautiful Rustic Cedar Cabin

Rocky Top Winery Beautiful Rustic Cedar Cabin
Allen
10.0 out of 10, Exceptional, (9 reviews)
"Nice, clean place to stay with a great view of the lake"
United States
Randall P.
The price is ￥18,498
￥22,678 total
includes taxes & fees
Oct 17 - Oct 18
Rocky Top Winery Beautiful Rustic Cedar Cabin
A wooden-framed bed with two pillows, a bedside table with a lamp, and a wooden ceiling.

6. Comfortable Cabin Rental on a Winery for a Romantic Getaway in Oklahoma

Comfortable Cabin Rental on a Winery for a Romantic Getaway in Oklahoma
Allen
The price is ￥27,933
￥33,491 total
includes taxes & fees
Oct 18 - Oct 19
Comfortable Cabin Rental on a Winery for a Romantic Getaway in Oklahoma
A compact kitchen with wooden cabinets, a microwave, a sink, and a refrigerator.

7. Rustic Cabin Rental with a Fishing Pond in Allen, Oklahoma

Rustic Cabin Rental with a Fishing Pond in Allen, Oklahoma
Allen
The price is ￥27,933
￥33,649 total
includes taxes & fees
Oct 19 - Oct 20
Rustic Cabin Rental with a Fishing Pond in Allen, Oklahoma
A wooden deck with a swing, surrounded by a wooden railing, and a view of trees in the background.

8. Secluded Getaway on a Vineyard in Allen, Oklahoma

Secluded Getaway on a Vineyard in Allen, Oklahoma
Allen
The price is ￥32,442
￥38,892 total
includes taxes & fees
Oct 18 - Oct 19
Secluded Getaway on a Vineyard in Allen, Oklahoma
A log cabin interior with a dining table, chairs, a television, and a bed.

9. Cozy Cabin Rental on Vineyard in Allen, Oklahoma

Cozy Cabin Rental on Vineyard in Allen, Oklahoma
Allen
The price is ￥32,438
￥39,046 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Cabin Rental on Vineyard in Allen, Oklahoma
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

Candlelight Inn & Suites Hwy 69 near McAlester

Candlelight Inn & Suites Hwy 69 near McAlester

8/10 Good
"Our room was spacious, comfortable and clean. We were a little skeptic to see it is not actually in McAllester but about 5 miles west and there there were only two vehicles there at 8:00 PM. It was a good value with mostly positives. The less-than-positives were: …entry foyer on our end of building had no lighting which rendered the two steps very difficult to see …there was a general funky smell, especially noticeable in the hall. Could not decide if it was from cleaning products or what. …no decaf coffee We would stay here again."
Adolphus 1-night trip
Posted 2 days ago
Candlelight Inn & Suites Hwy 69 near McAlester

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Ashland!

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?

Outdoorsy Getaway Near Atoka: Hunt, Fish & Relax!: Visitors like this Ashland vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.