Family-friendly vacation rentals in Stillwater

Red Rooster Retreat - Edmond/Guthrie

Entire 400 sq ft Guesthouse to yourself. This historic-looking schoolhouse was used by two families for homeschooling. It has recently been transformed into a cozy farmhouse cabin for dreamy overnight getaways. Nestled perfectly close to Edmond, Guthrie, and the Lazy E Arena, you're just a hop, skip, and a jump away from concerts, rodeos, and top-notch dining adventures! Ring the schoolhouse bell, enjoy farm animals, and make some memories at this unique and family-friendly place! Enjoy!

Kitchen · Indoor spaces · Amenities

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.

Indoor spaces · Family · Amenities

Minutes to OSU & Downtown-Updated 1915 FernCottage

Welcome to Fern Cottage Of 1915! Whether you are in Stillwater to watch your your graduate cross the stage, cheering at Boone Pickens Stadium, racing in the Mid South Gravel bike race, or here for another purpose, we are your ultimate event home base. Completely rebuilt from the frame up, this historic gem offers a seamless blend of vintage charm and modern comfort. Also we have another home rental only a block away. Check it out, https://www.airbnb.com/h/stillwater-osu-hopes-rest

Family · Kitchen · Nearby

Wild Blackberry Blossom Country Farm Stay

Enjoy wide open spaces at this Country Farm Stay located between Stillwater and Perkins, OK (on a paved road). Experience the sights and sounds of the country. Enjoy sunrises, sunsets, and starry skies. Try out country living or return home to the country for a visit! Follow us on FaceBk: Wild Blackberry Blossom Country Farm Stay Follow us on Oklahoma Agritourism: Country Stay Activities in Central Oklahoma Follow us on TravelOK: Under their Bed & Breakfast Category

Family · Kitchen · Value

Boho 405

Boho 405 is a brand new build, centrally located in Cowboy Country. Whether you're coming in to cheer on our Cowboys, visit family or attend one of the many events Stillwater has to offer, you can enjoy your stay at our chic 1 bed/1 bath home. The bedroom is furnished with a queen bed, the living room has a queen sleeper and a stacked washer/dryer is available. The home is walking distance from downtown, several eateries and is less than 2 miles from OSU campus.

Indoor spaces · Family · Quiet

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!

Family · Indoor spaces · Backyard

The Graduate: Easy Walk to Campus - 4 bedrooms

Newly remodeled and Close to Campus! For game day, a special celebration or just enjoying Stillwater, you will have plenty of space to host your family and friends in this updated home! Easy walking distance to campus, the stadium and all of the Stillwater favorites! **Please note that approximately 15% of the advertised nightly rate is retained by Airbnb as its platform service fee. The host receives the advertised rate minus this commission.**

Family · Kitchen · Bathroom

King Bed | Historic 2BR/2BA Near OSU & Downtown

Heritage House is a beautifully renovated 100-year-old home blending historic charm with modern comfort in the heart of Stillwater. Located just 1 mile from downtown and less than 2 miles from Oklahoma State University and Boone Pickens Stadium, it’s perfect for game days, campus visits, family trips, or a relaxing getaway. Enjoy a stylish, quiet retreat close to dining, shopping, local attractions, and OSU events throughout the year.

Indoor spaces · Family · Biking

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.

Kitchen · Indoor spaces · Heating

Vacation on Virginia *Fenced Backyard* 2 King Beds

Welcome to this comfortable 3-bedroom, 2-bath home in the heart of Stillwater. Conveniently located just minutes from OSU, restaurants, shopping, and local attractions. Enjoy the fully fenced backyard with a spacious deck, outdoor seating, grill, and yard games—perfect for relaxing with family, friends, and pets. A two-car garage with an automatic opener provides convenient covered parking and easy access to the home.

Family · Kitchen · Quiet

The Nest - Luxury Cottage in Charming Locale

Each cottage has an open, spacious floor plan that includes a king-size bed, a fully equipped kitchen, with a Keurig coffee maker, a luxurious bathroom with large walk-in shower and stand alone bathtub, a comfy sofa with pull out bed and a cozy gas fireplace. The cottages are located just off Lover’s Lane. Take a stroll, check out a fishing pole and head over to the pond, or take our canoe out for a spin.

Family · Indoor spaces · Solo travel

The Church House*Fully Furnished*Industrial Modern

This 115 year old revamped church, a part of Perkins history, also once a dedicated wedding chapel, has risen again to have a new life as a dedicated space to be enjoyed. Unique and spacious, light, bright and comfortable with plenty room to stretch out, entertain and make some memories.

Indoor spaces · Kitchen · Backyard