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!

Farmhouse Retreat

Need a break from the busyness? Just driving through? Coming in to town to see family or friends? Want a weekend getaway? Come stay in a relaxing and well furnished farmhouse located on 40 acres in the hills of Arcadia, OK. The property features over a mile of wooded walking trails, a three acre pond, family friendly farm animals including everyone's favorite, Kenny the Clydesdale, a scenic back porch and more. The property and farmhouse is family friendly and accommodates up to six guests.

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

Cozy Cowboy Cottage

Make yourself at home at our Cozy Cowboy Cottage. Built in 1920 and fully renovated. You would never know it is over 100 years old! It is located in a quiet part of town but still close enough to everything. Two breweries within walking distance, historic downtown just 3 blocks away. Plenty of restaurants and nightlife just around the corner Campus is just a 5 minute drive. Relax in our mid-century modern home away from home and take in a little Stilly while you're here!

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.

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!

Wi-Fi, sleeps 6,full kitchen,12 mi to OSU,3bd,1ba

Welcome to the Cabin of Sunset View where it is minutes from OSU, the Fairgrounds, and the many activities of Stillwater. Centrally located, it's an easy drive to Guthrie, Edmond, Oklahoma City, and Tulsa. After a day of exploring Stillwater or surrounding areas, you will relax in the quiet peacefulness of country living. Surrounded with trees and a large meadow gives a balance of seclusion and openness making this a relaxing place to stay!

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.

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.

The Roost - 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. Take a stroll on our 30 acres, check out a fishing pole and head over to the pond, or take our canoe out for a spin.

Cozy Cowboy Cottage - weekly and monthly discounts

Cozy getaway cottage moments away from Oklahoma State University, Boone Pickens Stadium, downtown Stillwater, and other nightlife. Adjacent to Couch Park, Stillwater swimming pool, jogging trail, and frisbee golf course. Renovated home in vintage farmhouse decor, this cottage is everything you are looking for in an authentic Oklahoma experience.

That 70's House

This 70's dream is just minutes from OSU and has all the modern and unique vintage amenities that will make you feel right at home. Pick your favorite record from my collection, sit back and relax. Life might just seem a little simpler.