Vacation rentals in Osage County

An outdoor pavilion is presented with a metal roof and overhead string lights creating a warm ambiance. Comfortable seating is arranged around a large table, surrounded by lush green grass and flower pots. A sign that reads 'GATHER' adds a welcoming touch.

4.99 out of 5 average rating, 321 reviews

Cottages on The Prairie, the Craftsman

CathyRating, 5 stars1 week 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.

The exterior of a charming mid-century farmhouse is displayed, featuring light blue siding and decorative gables. An American flag is situated on the front porch, which is accessed by a curved staircase. Large windows create an inviting atmosphere while greenery frames the structure.

4.8 out of 5 average rating, 297 reviews

*Farmhouse Cottage* Pet Friendly Near The Merc*

DannyRating, 5 stars3 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

A hot tub is positioned on a patio surrounded by trees, offering serene views of the lake at sunset. The sky is painted in warm shades, and gentle water bubbles can be seen in the hot tub. The atmosphere is calm and peaceful.

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

A tranquil view of a cottage situated beside a small private lake, surrounded by lush greenery. The calm water reflects the natural scenery, while trees line the shore. The cottage features a wraparound porch, providing a serene and picturesque setting.

Tiny home in Ochelata

Private cottage on small lake.

LoriRating, 5 stars4 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.

The exterior of a renovated Craftsman home is featured, showcasing dark blue siding and white columns. A welcoming front porch with rocking chairs is visible, and a flag stands proudly in front. Lush green landscaping and blooming roses enhance the charming entrance.

4.98 out of 5 average rating, 167 reviews

The Oilman’s Daughter On 7th Street

ReneeRating, 5 stars3 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

A spacious wooden deck features a patio table and chairs, accompanied by a chiminea. Green lawn extends beyond the deck, with trees providing shade in the background. The area is well-maintained, offering an inviting outdoor space for relaxation.

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!

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Osage County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Osage County

Guest favorite

A modern kitchen showcases white cabinetry, complemented by a spacious marble island with seating for three. Three pendant lights hang above, illuminating the area. Stainless steel appliances, including a large refrigerator and a gas stove, are visible, along with a window that offers natural light.

Home in Tulsa

4.97 out of 5 average rating, 69 reviews

Reconciled Justice, bright and welcoming home!

ZacharyRating, 5 stars3 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

A laundry area is displayed featuring two white washers and a dryer positioned against a neutral wall with 'Laundry Co' written in a playful font. A shelf above holds laundry supplies, and a closed door is visible to the right.

Cottage in Fairfax

House on the Hill In Historic Fairfax, OK -

SamiRating, 5 stars3 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.

A spacious living area features a pool table at the center, surrounded by large windows that allow natural light to fill the space. A chandelier hangs above, and a warm wood floor complements the inviting ambiance. A fireplace is present, adding to the room's charm.

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 favorite

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, 390 reviews

The exterior of the historic FG Hill building features red brick and large arched windows. A dark entrance with a glass door is visible, leading to a staircase. White curtains partially cover the window, displaying the name 'BIG RAIN GALLERY.'

Loft in Pawhuska

Little Rain Song Loft-Across from The Mercantile

DonnaRating, 5 stars4 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

A stone patio offers an unobstructed view of Keystone Lake, with a dining table and chairs shaded by an umbrella. Surrounding trees provide a natural backdrop, while a small waterfall feature adds a serene element to the outdoor space.

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 favorite

A charming wooden cabin is surrounded by a low wooden fence and a small deck area, featuring two red chairs and a table. Green grass and trees create a tranquil setting, with a gravel path leading up to the entrance.

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.