Holdenville Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Holdenville vacation rentals

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, (33 reviews)
"Cabin was clean and spacious. Great views on the porches."
United States
steve
The price is CA $190
CA $228 total
includes taxes & fees
Feb 16 - Feb 17
Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.

Lovely secluded cabin #1

Lovely secluded cabin #1
Allen
10.0 out of 10, Exceptional, (63 reviews)
"The winery owners were very friendly. The cabin was cozy and very clean. We will definitely be going back. "
United States
Luisa T.
The price is CA $159
CA $195 total
includes taxes & fees
Feb 16 - Feb 17
Lovely secluded cabin #1

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

Lovely secluded rustic cabin within waking distance of Rocky Top Winery .
Atwood
10.0 out of 10, Exceptional, (104 reviews)
"Quiet, clean, comfy and relaxing. Owners are friendly and wine is good"
United States
Dawn A.
The price is CA $159
CA $246 total
includes taxes & fees
Feb 22 - Feb 23
Lovely secluded rustic cabin within waking distance of Rocky Top Winery .

Your 56-Acre Fishing Escape Awaits!

Your 56-Acre Fishing Escape Awaits!
Indianola
The price is CA $245
CA $539 total
includes taxes & fees
Feb 15 - Feb 16
Your 56-Acre Fishing Escape Awaits!

The Velvet - A Woody Guthrie Inspired Inn

The Velvet - A Woody Guthrie Inspired Inn
Okemah
10.0 out of 10, Exceptional, (2 reviews)
"Great historical place. Super cool. "
United States
Chase G.
The price is CA $198
CA $368 total
includes taxes & fees
Feb 16 - Feb 17
The Velvet - A Woody Guthrie Inspired Inn

Sunset Drive!

Sunset Drive!
Wewoka
The price is CA $272
CA $543 total
includes taxes & fees
Feb 16 - Feb 17
Sunset Drive!

Upscale Western Inn With Historical Distinction and Modern Comfort

Upscale Western Inn With Historical Distinction and Modern Comfort
Okemah
10.0 out of 10, Exceptional, (4 reviews)
"Loved the convenient location, the tasteful updated room and ample, comfortable common dosces!"
United States
Donna M.
The price is CA $120
CA $203 total
includes taxes & fees
Feb 16 - Feb 17
Upscale Western Inn With Historical Distinction and Modern Comfort

Peaceful Acre - Cozy house with beautiful backyard

Peaceful Acre - Cozy house with beautiful backyard
Ada
10.0 out of 10, Exceptional, (1 review)
"Great place , great host ! "
United States
Grant G.
The price is CA $211
CA $430 total
includes taxes & fees
Feb 15 - Feb 16
Peaceful Acre - Cozy house with beautiful backyard

Rocky Top Winery Cabin #2

Rocky Top Winery Cabin #2
Allen
9.8 out of 10, Exceptional, (37 reviews)
"The cabin was cozy, and clean. The cabin was beautiful inside and the porch area was a wonderful sitting area with a view. The owners were kind and pleasant to talk with when we went to visit the winery. We had no issues getting into our cabin for our stay."
United States
Leona
The price is CA $177
CA $214 total
includes taxes & fees
Feb 16 - Feb 17
Rocky Top Winery Cabin #2

Quiet Edge-of-Town Gem: Huge Lot, Peaceful Vibes, 5 Min to Attractions & Airport

Quiet Edge-of-Town Gem: Huge Lot, Peaceful Vibes, 5 Min to Attractions & Airport
Ada
The price is CA $109
CA $191 total
includes taxes & fees
Feb 15 - Feb 16
Quiet Edge-of-Town Gem: Huge Lot, Peaceful Vibes, 5 Min to Attractions & Airport

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 CA $159
CA $195 total
includes taxes & fees
Feb 16 - Feb 17
Rocky Top Winery Beautiful Rustic Cedar Cabin
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Holdenville Hotel Reviews

Find out more about Holdenville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Holdenville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Holdenville?

Yes, we give you a choice of vacation rentals near the most popular sights in Holdenville, or you can select a secluded option if you're looking for relaxation. Holdenville is known for its festivals and parks. Make sure you have time to check out the museums while you're in the area.

What are some of the best vacation home rentals in Holdenville?

A classic home in the heart of Holdenville!: This Holdenville vacation home rental offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Holdenville?

Cultural attractions include Dean's Car Museum, whereas Stroup Park is a spot to enjoy nature. In the larger area, you’ll find Historic Train Depot and Legion Park.

What are vacation rentals like in Holdenville?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Holdenville. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.