Holiday rentals in Osage County

4.99 out of 5 average rating, 321 reviews

Cottages on The Prairie, the Craftsman

CathyRating, 5 stars6 days ago

We had a 2 night stay in Pawhuska. Cathy was very helpful from beginning to end. We loved the cottage and especially the private backyard that was shared with the other cottages. If we are back in this area again, we will definitely stay here.

4.8 out of 5 average rating, 297 reviews

*Farmhouse Cottage* Pet Friendly Near The Merc*

DannyRating, 5 stars2 weeks ago

Jenny’s airbnb was everything anyone could ask for and more. She was very welcoming and answered extremely promptly. The property itself was tranquil and it was very easy to relax in. Overall it was amazing and I’d recommend it to anyone who wants to spend some time near Pawhuska!

4.82 out of 5 average rating, 101 reviews

Home in Sperry

Genes Dream: Lakefront Retreat Skiatook Lake

BryanRating, 5 stars1 month ago

Tracy, I can’t thank you enough for your amazing hospitality. Your lake home is one of a kind and sets beautifully, and oh those sunsets…wow! You very always so quick to respond, even while you were in another country, that’s unheard of! You gave me your word and stood by it through and through. That’s one of the best characters a person can have!! Your brother was awesome and did an amazing job with the hot tub and was quick to be right over. I can’t say enough about s great experience at your Airbnb!!! I will be back. Have a great time!!! Bryan

4.99 out of 5 average rating, 311 reviews

Tiny home in Ochelata

Private cottage on small lake.

LoriRating, 5 stars3 weeks ago

What a lovely property! The small, private cottage by the lake is charming. Unfortunately, it was cold, rainy, and muddy during our stay, so the host kindly offered to reschedule our dates. We couldn’t make that work, even though the animals were not roaming around. We hope to return someday for the complete experience. The cottage may be small, but it's incredibly cute, and we were welcomed with fresh cookies shaped like little moons. The host really thought of everything to make our stay special. It was clean, and the kitchen and bathrooms were well-stocked with essentials, from linens to utensils. I highly recommend this getaway for solo retreats, couples, or even small families, thanks to the bunk beds in the extra room.

4.98 out of 5 average rating, 167 reviews

The Oilman’s Daughter On 7th Street

ReneeRating, 5 stars2 weeks ago

Staying at The Oilman’s Daughter is like staying in your own luxury cottage. It is beautiful, spacious, very clean, lots of amenities, and very comfortable beds. Walkable (10 min) to the downtown and Pioneer Woman’s Mercantile. Favorite Air B and B! Reminds me of staying at The Broadmoor Cottages.

4.94 out of 5 average rating, 108 reviews

Home in Kaw City

Curlee’s Cabin

JayRating, 5 stars1 month ago

I want to say this is a very comfortable, humble, and welcoming home. I felt very at ease with everything there and was completely comfortable the entire time. I could have not been happier with what we got from it. Our little family got to relax, play outside, sit by the fire the second night (Oklahoma acted like it was going to blow away Friday!) it's definitely a must stay again and the way they supply so much real household items to use is amazing as well! makes it to where you can pack light and have more room in your vehicle during vacation which is a huge plus in a family of 4! thank you and God bless you guys!

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Popular amenities for Osage County holiday rentals

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Other great holiday rentals in Osage County

Guest favourite

Home in Tulsa

4.97 out of 5 average rating, 69 reviews

Reconciled Justice, bright and welcoming home!

ZacharyRating, 5 stars2 weeks ago

This place was amazing! Such a great layout for all of the guest. They utilized every inch of this place. Comfortable beds and everything was spotless. If we go back to Tulsa we will stay here again.

4.98 out of 5 average rating, 45 reviews

Cottage in Fairfax

House on the Hill In Historic Fairfax, OK -

SamiRating, 5 stars2 weeks ago

My friend and I had a great stay at Veronica’s place! She was very flexible with our check in time and allowed us to check in early so we could make it to our concert in Stillwater on time.

4.81 out of 5 average rating, 253 reviews

The Flamingo's Nest near Pioneer Woman Mercantile

ErikaRating, 5 stars2 weeks ago

We’ve stayed here before, and were so sad when we looked while planning our trip initially that it wasn’t available. We were SO happy that it became available before we booked our trip! Making memories as a family was priceless!

Guest favourite

Home in Sperry

4.95 out of 5 average rating, 59 reviews

Stunning Skiatook Lake Three Story Getaway

MelissaRating, 5 stars3 months ago

We went as a girls group for the weekend for a book release we all wanted to read. The views were amazing, with plenty of comfy areas to spread out. Several ladies enjoyed the hot tub, one was able to go on a good hike. The kitchen was well stocked with anything we needed. Everyone is talking about wanting to come back in the future.

4.85 out of 5 average rating, 389 reviews

Loft in Pawhuska

Little Rain Song Loft-Across from The Mercantile

DonnaRating, 5 stars3 weeks ago

My stay in Pawhuska was absolutely wonderful! The Airbnb was cozy, clean, and perfectly located — just a short walk from The Pioneer Woman Mercantile and other local attractions. The host was super responsive and welcoming, making check-in and check-out smooth and stress-free. I especially loved the peaceful, small-town vibe and scenic views around town. Perfect for a relaxing getaway or a girls’ weekend. Highly recommend and would definitely stay here again!

4.89 out of 5 average rating, 9 reviews

Home in Cleveland

Waterfront Keystone Lake House w/ Shared Dock!

DavidRating, 5 stars35 months ago

The timber ridge house is really a nice quiet spot on the lake with a great view.

Guest favourite

Cabin in Kaw City

5 out of 5 average rating, 10 reviews

Northfork Studio Cabin

AliciaRating, 5 stars4 months ago

Wonderful romantic little cabin near Kaw lake. We lived sightseeing in Ponca Cory-the Marland Mansion is a must-so are Kaw lake sunsets. We will definately be back in the summer so we can swim and explore some more.