Holiday rentals in Stillwater

5 out of 5 average rating, 54 reviews

Tiny home in Stillwater

Private Luxury Cottage Getaway Hot Tub & Fire Pit!

Our private cottage getaway invites you to experience romance and tranquility in a quiet country setting. Inspired by the timeless charm of French countryside cottages, this special retreat is perfectly tailored for couples seeking to share unforgettable memories together. The interior boasts an exquisite Carrara marble walk-in shower, large enough for two, adding a touch of opulence to your daily rituals. Adjacent to this, a heated towel rack ensuring warmth and comfort greet you at every turn

4.91 out of 5 average rating, 344 reviews

Bungalow in Stillwater

Fern Cottage 1915 -near downtown & OSU, EV Charger

This beautifully remodeled home is a hidden gem in Stillwater. It's five blocks from the south end of the downtown shops and restaurants and a five minute drive to OSU. Most of the home has been rebuilt from the frame with painstaking attention to detail that will appeal to the most discerning traveler who wants to have a home away from home with all the comforts and conveniences. Also we have another complete renovation nearby. Check it out, https://www.airbnb.com/h/stillwater-osu-hopes-rest

4.99 out of 5 average rating, 180 reviews

Guest house in Perkins

Private Cottage at the Old Station

Enjoy a piece of history while staying in the Old Station guest cottage. Comfy & cozy for two guests, or ideal for a personal retreat, "Sparrow Cottage" includes its own private patio with gas grill as well as a separate fenced sitting area outside with fire pit. Inside is a queen-size bed, a kitchenette (with sink, microwave, and mini-fridge), and a good-size bathroom with walk-in shower. Feel free to walk the grounds and imagine what the Old Station was like in the 1930s, 40s, and 50s.

5 out of 5 average rating, 232 reviews

Farm stay in Arcadia

Relaxing Farm retreat on 40 acres in Arcadia

Come and relax on a 40 acre farm in Arcadia, OK! The beautiful two story wood barn features a newly built out 2,000 sq.ft. apartment with all the amenities for a comfortable stay. This includes a full kitchen, 85 inch TV with surround sound, two loft bedrooms with three beds each, a Weber Grill, & plenty of relaxing space. The property includes hiking trails, kayaks, multiple animals, and Kenny the Clydesdale! Please no parties, we live on site and enjoy the quiet relaxing farm too.

4.98 out of 5 average rating, 162 reviews

Pete’s Place

Great Location! Just blocks from OSU. OSU themed throughout, you’ll love this 3 bedroom 1 bath. High Speed Cable Internet with Wifi. The Master Bedroom has a King Size Bed and a 55” Flat Screen TV. Second Bedroom has a Queen Size Bed and a 50” Flat Screen TV. The Third Bedroom has a Twin Daybed with a Twin trundle and a 43” Flat Screen TV. The spacious Living room has plenty of seating and a 55” Flat Screen TV. Beautiful fenced backyard with a fire pit and Blackstone BBQ Grill.

4.94 out of 5 average rating, 171 reviews

The Taylor Home

This cozy home is the PERFECT place for your next visit to Stillwater! The cabin-esque feel of this home pairs nicely with the modern amenities, making this a stay you will want to book time and time again. You will have all the comforts of home here, a washer/dryer, a comfortable bed, and a fully equipped kitchen. The property’s convenient, centralized location puts you close to all the action! Shops, restaurants, and nightlife are just minutes away!

4.94 out of 5 average rating, 265 reviews

The Arcade-BnB - Relax, Sleep, Play!

Why book a room when you can book an ARCADE? If you’re wanting a totally unique AirBnB experience, the Arcade-BnB is the place for you. Perfect for couples, families, business trips, etc. (No parties/events). Location is west of Stillwater near the Karsten Creek Golf Club and Lake Carl Blackwell. The listed price is for two guests ($15 per extra guest). All games (except the Claw Machine) are set to free play. Message ahead if bringing pets!

4.96 out of 5 average rating, 208 reviews

Cottage in Stillwater

Faye's Cottage

Our place is 15 minutes from Oklahoma State University, Lake McMurtry East is 3.5 miles away. You’ll love our place because of the outdoors space, tranquility and the wildlife. Our place is good for couples, solo adventurers, and business travelers. Enjoy the stars and nights around the fire pit. Taxes are less out here too - you don't have to pay the 4% city or 7% accommodation taxes when you book with us since we're outside city limits.

Guest house in Stillwater

4.96 out of 5 average rating, 117 reviews

Hidden Oasis

Keep it simple at this peaceful and centrally-located place. Located in Southwest Stillwater, in a well established, quite and remote neighborhood. Guest house has its own private drive, with covered parking. A privacy fence keeps this little oasis secluded from the rest of the main house. This location comes with everything you need for a short or extended stay: refrigerator, microwave, toaster oven, kitchenette, utensils and more.

Place to stay in Stillwater

4.83 out of 5 average rating, 508 reviews

Cozy 2BR Private Farmhouse/Full bath/kit/Patio

Welcome to our Cozy Farmhouse on Main St. centrally located less than a mile from Boone Pickens Stadium. Enjoy Free Parking on Game Day and the Cozy Warmth of a 2 bedroom Farmhouse feel with a Large Outdoor Patio. Enjoy Tailgating with family and friends on game day with on our Large Patio, Grill, and Fire Pit. Also included on our Patio, is a Large 40,000 BTU Propane Gas Fire Pit to keep you warm on the cool Fall Football Games.

4.98 out of 5 average rating, 43 reviews

Apartment in Stillwater

Remodeled OSU Condo by Stadium

Welcome to our remodeled condo just a stone's throw away from Boone Pickens Stadium! Enjoy the convenience of being only one block away from the excitement of game day while staying in a modern space. Take a dip in the pool, explore the town on our complimentary bikes, and rest easy knowing that parking is on us. Perfect for sports enthusiasts and travelers alike, book your stay now for a game day getaway you won't forget!

4.96 out of 5 average rating, 115 reviews

Vacation on Virginia *Pet Friendly* 2 King Beds

Clean, comfortable 3 bed, 2 bath home with large backyard and deck with seating, grill and yard games. A large two car garage with opener allows for covered parking and easy house access. We are pet friendly with a fully fenced back yard, so your furry friends will have plenty of room to run around. Centrally located, just a few minutes' drive to several restaurants, shops and Oklahoma State University.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Popular amenities for Stillwater holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Stillwater

Barn in Stillwater

5 out of 5 average rating, 3 reviews

HUGE Game-Room Style Barndo

HunterRating, 5 stars3 weeks ago

Truly astounding, I’ve never been that comfortable at an airbnb! I’m a struggling college student and Liza went above and beyond to accommodate my needs with a reduced rate. I was in town to check out the vibe of Stillwater before transferring colleges and I just LOVE that their property was down a quaint country road, but only 10-15 minutes into the heart of Stillwater. And not only was the space clean, but also so well decorated! Felt like a home, but just for me. Wish I could have extended my trip! This place is truly a hidden gem.

5 out of 5 average rating, 16 reviews

Cabin in Guthrie

Cranberry Cottage near Lazy E

AllisonRating, 5 stars4 days ago

Maybe the best thing I can say is that when I stayed at Cranberry Cottage I felt like a treasured guest in a special family weekend place that is special to them rather than feeling like a guest in an investment property. I loved my stay! There was a place for everything and everything in its place with no clutter. Everything I could have needed was there from black makeup washcloths to stuff for coffee and yummy lemon bread and strawberries greeting me upon arrival. Cynthia was so responsive, even at 11:30 at night when a neighbor's burn pile seemed out of control! I accidentally left with a piece of tupperware and Cynthia was so understanding. I hope I will be back in the area so I can stay there again!

5 out of 5 average rating, 42 reviews

Stay with CC and Mike - Stilly

Lauren NicoleRating, 5 stars1 week ago

Our stay was wonderful. This Airbnb is beautiful and such a fun ode to Okie State! The kitchen and bathrooms were fully prepared for our big family. The location was a quick drive to anywhere we needed to go in Stillwater. Mike was responsive and helpful whenever I had a question. We’ve stayed at Airbnbs all over the world and this one was definitely one to remember!

5 out of 5 average rating, 13 reviews

Pete's Hideaway

AnnaRating, 5 stars1 week ago

⭐️⭐️⭐️⭐️⭐️ We had a fantastic stay in Stillwater while my daughter attended camp at Oklahoma State. The Airbnb was the perfect home base—clean, cozy, and conveniently located just a short drive from OSU’s campus. The host was responsive and welcoming, and the space had everything we needed for a comfortable and relaxing visit. After long days at camp, it was so nice to come back to a quiet, well-kept place to recharge. Highly recommend for any families visiting OSU or in town for events. We’ll definitely be back!

4.97 out of 5 average rating, 75 reviews

Cozy Cowboy Cottage

TonyaRating, 5 stars3 weeks ago

This is our third stay at this Airbnb and it is just the perfect place for us and close to the activities and amenities of the university and local fare. It's always clean and has everything we need.

Holiday home in Stillwater

4.96 out of 5 average rating, 71 reviews

Campus Corner - 4 bedroom 2 bath - Sleeps 12

RachelleRating, 5 stars1 week ago

We had an amazing time at Justins place! We were in town for our sons wedding and this was "home base" for the weekend! Its such a fun, unique home. The living room/ kitchen combo was awesome! So much room to spread out! And the deck overlooking Hideaway and campus was so fun and relaxing ( some of the girls were playing mahjong out there!) Comfortable beds and great for big groups!! Justin was a great host...answered all my questions promptly and made the weekend stress free!! Definitely recommend! Cant wait to come back for a game day!!