Wynona Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for Wynona vacation rentals

Vacation Home in Pawhuska

PIONEER VILLAGE-OKLAHOMA SKY CABIN
10.0 out of 10, Exceptional, (107)
"Clean and quiet place to stay. Would definitely book again. "
United States
Christine E.
$214 nightly
The price is $242
Dec 15 - Dec 16
Total with taxes and fees
PIONEER VILLAGE-OKLAHOMA SKY CABIN
10.0 out of 10, Exceptional, (6)
"The loft was amazing. Clean! "
United States
Jessica L.
$137 nightly
The price is $148
Dec 28 - Dec 29
Total with taxes and fees
Cozy retreat with historic character in Downtown Skiatook
9.2 out of 10, Wonderful, (22)
"Great place for us to attend a rocket launch. "
United States
Melissa
$149 nightly
The price is $168
Dec 15 - Dec 16
Total with taxes and fees
Tiny Flamingo's Nest - Cottage Near Pioneer Woman Mercantile - Pet friendly!
10.0 out of 10, Exceptional, (99)
"We had a group of 5 women in our 60s. The house was perfect for what we needed. We enjoyed our stay!"
United States
Anonymous traveler
Fully Remodeled! Three minute WALK to the Pioneer Woman Merc!
10.0 out of 10, Exceptional, (42)
"Beautiful location "
United States
Brad N.
Ben Ranch Cabin #1 . Located in century old Pecan Orchard, historic Osage County

Vacation Home in Skiatook

Lakehouse with private pool
10.0 out of 10, Exceptional, (119)
"Such a great place for a large family!"
United States
Nicole L.
Lakehouse with private pool
7.8 out of 10, Good, (19)
"The bed was terrible and the access to our particular room was difficult. Everything else was fine. Very clean."
United States
Eric S.
$126 nightly
The price is $137
Jan 1 - Jan 2, 2026
Total with taxes and fees
Eagles Nest at CrossTimbers Marina

Vacation Home in Sperry

Skiatook Lake House Getaway
9.4 out of 10, Exceptional, (68)
"The house was fantastic. We had a wonderful visit! "
United States
Kimberly M.
Skiatook Lake House Getaway
9.6 out of 10, Exceptional, (55)
"We loved the view and the cozy cabin. "
United States
Mark H.
$131 nightly
The price is $143
Jan 4 - Jan 5, 2026
Total with taxes and fees
Shoreside at CrossTimbers Marina
10.0 out of 10, Exceptional, (40)
"The lake view of the property was lovely and we had a great time as a family with everything we needed!"
United States
Becky S.
Stunning Skiatook Lake Three Story Getaway
10.0 out of 10, Exceptional, (2)
"Our stay was awesome! It’s the perfect spot for relaxing and taking in the beautiful view of Keystone Lake. There's a short 4-minute walk to the water. The owners left us a golf cart in case we wanted to venture off. We were perfectly content sitting on the deck. I have a soft spot for 1960s Vintage Campers and this one was perfect. The bed was so comfy. We loved the hotel white fiber down comforter and pillows. I will be ordering one! We will definitely be back. The owners are in the process...
United States
Jeanette C.
$183 nightly
The price is $200
Dec 15 - Dec 16
Total with taxes and fees
Vintage Camping at Keystone Lake: Boat Rental, Hiking, Campfire, Serene Outdoors
9.8 out of 10, Exceptional, (84)
"Great house in a great location close to town. We enjoyed all of the Pioneer Woman decor!"
United States
Heather K.
Completely remodeled 4 bedroom home 8 blocks from the PW Mercantile!

Vacation Home in Pawhuska

Haven on the Hill
9.6 out of 10, Exceptional, (96)
"Such a cute and clean place and the beds were super comfortable! "
United States
Hannah M.
$225 nightly
The price is $254
Dec 15 - Dec 16
Total with taxes and fees
Haven on the Hill

Apartment in Pawhuska

MJ’S BUNKHOUSE #4
10.0 out of 10, Exceptional, (28)
"Very comfortable and had everything we needed! Would definitely stay here again!"
United States
Ann D.
$243 nightly
The price is $275
Dec 15 - Dec 16
Total with taxes and fees
MJ’S BUNKHOUSE #4
INCREDIBLE Lakehouse on Skiatook Lake! 4 bed/4 bath- HUGE deck overlooking lake!

Vacation Home in Pawhuska

JJ'S PLACE
9.8 out of 10, Exceptional, (41)
"The home was in a very quiet neighborhood. The home was very clean and we’d definitely stay here again!"
United States
Ty B.
$215 nightly
The price is $243
Jan 1 - Jan 2, 2026
Total with taxes and fees
JJ'S PLACE
9.6 out of 10, Exceptional, (54)
"Clean, as described, great communication with owners!"
United States
Mareen M.
$254 nightly
The price is $287
Dec 15 - Dec 16
Total with taxes and fees
Entire 2-Story Home Near Pioneer Woman Mercantile
6.0 out of 10, (1)
"Mouse droppings in kitchen and other parts of home including a bed - that was the worst of our issues. No hot water for more than 48 hours so unable to sanitize the mouse poopy dishes or take showers. Had to ask for check in details on our way to property as they were not provided. Although listing stated noon, check in was not until 3:00 so we had to kill time til check in. It was 80 degrees in house when we arrived. Pool was still being filled & cleaned. Landscaping people arrived after we...
United States
Paige T.
Gorgeous country retreat with pond and pool!
9.6 out of 10, Exceptional, (4)
"Very enjoyable stay. Would definitely recommend this quiet and beautiful place."
United States
Jo B.
$254 nightly
The price is $278
Jan 1 - Jan 2, 2026
Total with taxes and fees
Loft cabin close to Pioneer Woman's Mercantile

Vacation Home in Osage County

Quarter Circle Cross Bunkhouse
9.4 out of 10, Exceptional, (25)
"Great location"
United Kingdom
Tracie H.
Quarter Circle Cross Bunkhouse
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 Wynona Hotel Reviews

Find out more about Wynona

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

Wynona vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wynona. 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 Wynona 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 $137 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 Wynona rentals

At Expedia, we put the best Wynona 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 Wynona 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 Wynona 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 Wynona. 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 vacation rentals in Wynona?

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

What are some of the best vacation rentals in Wynona?

PIONEER VILLAGE-OKLAHOMA SKY CABIN: This vacation home rental near Wynona has air-conditioning and laundry facilities 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 Wynona?

While you're exploring the area, Bluestem Falls and Skiatook Lake are a couple of picturesque spots to get outside and enjoy nature. The Pioneer Woman Mercantile and Woolaroc are a couple of places you'll find in the larger area.

What are vacation rentals like in Wynona?

Vacation rentals are private properties you can book for several days or more in Wynona. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.