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

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)
"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 CA $162
CA $250 total
includes taxes & fees
May 25 - May 26
Lovely secluded rustic cabin within waking distance of Rocky Top Winery .

Rocky Top Winery Cabin #2

Rocky Top Winery Cabin #2
Allen
9.8 out of 10, Exceptional, (39 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 $180
CA $217 total
includes taxes & fees
May 25 - May 26
Rocky Top Winery Cabin #2

Lovely secluded cabin #1

Lovely secluded cabin #1
Allen
10.0 out of 10, Exceptional, (67 reviews)
"Its amazing, relaxing, beautiful. We really enjoyed every minute. Super quiet and fun. Thank you"
United States
Guss
The price is CA $162
CA $198 total
includes taxes & fees
May 27 - May 28
Lovely secluded cabin #1

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 $162
CA $198 total
includes taxes & fees
May 25 - May 26
Rocky Top Winery Beautiful Rustic Cedar Cabin

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 $126
CA $211 total
includes taxes & fees
May 27 - May 28
Upscale Western Inn With Historical Distinction and Modern Comfort

Rustic Cabin Rental with a Fishing Pond in Allen, Oklahoma

Rustic Cabin Rental with a Fishing Pond in Allen, Oklahoma
Allen
The price is CA $231
CA $275 total
includes taxes & fees
May 25 - May 26
Rustic Cabin Rental with a Fishing Pond in Allen, Oklahoma

Your 56-Acre Fishing Escape Awaits!

Your 56-Acre Fishing Escape Awaits!
Indianola
9.6 out of 10, Exceptional, (5 reviews)
"This place is amazing!!! So much wildlife, great fishing, the house is stunning, the land is secluded and quiet. 10/10 will stay again. I've stayed at a lot of places, this is a top contender. The beds are the coziest to date. Host is also attentive and amazing!! "
United States
Carla W.
The price is CA $250
CA $548 total
includes taxes & fees
May 26 - May 27
Your 56-Acre Fishing Escape Awaits!

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
10.0 out of 10, Exceptional, (2 reviews)
"This was perfect for what we needed this week! There were 3 of us that had a work training, and we were able to comfortably stay in this house for a very reasonable price. "
United States
Amber M.
The price is CA $158
CA $247 total
includes taxes & fees
Jun 23 - Jun 24
Quiet Edge-of-Town Gem: Huge Lot, Peaceful Vibes, 5 Min to Attractions & Airport

Dashing and Clean- 2 Bedroom Duplex

Dashing and Clean- 2 Bedroom Duplex
Ada
The price is CA $167
CA $380 total
includes taxes & fees
May 28 - May 29
Dashing and Clean- 2 Bedroom Duplex

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)
"Great place to stay and amazing owners"
United States
Elizabeth R.
The price is CA $193
CA $231 total
includes taxes & fees
May 26 - May 27
Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.

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 $246
CA $428 total
includes taxes & fees
Jun 9 - Jun 10
The Velvet - A Woody Guthrie Inspired Inn

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
The price is CA $231
CA $275 total
includes taxes & fees
May 27 - May 28
Cozy Cabin Rental on a Winery for a Romantic Weekend Getaway in Oklahoma

Peaceful Retreat w/ Hot Tub, Fire Pit, Dock & Pond

Peaceful Retreat w/ Hot Tub, Fire Pit, Dock & Pond
Ada
The price is CA $427
CA $659 total
includes taxes & fees
Jun 14 - Jun 15
Peaceful Retreat w/ Hot Tub, Fire Pit, Dock & Pond
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.
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?

Quiet Edge-of-Town Gem: Huge Lot, Peaceful Vibes, 5 Min to Attractions & Airport: This vacation home rental outside of Holdenville is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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.