Holiday rentals in Perry

Farm House on McDonald

Welcome to this beautifully updated and inviting home—perfect for a relaxing getaway or a comfortable stay with family and friends. Thoughtfully designed with a warm, modern farmhouse feel, this space blends comfort, style, and functionality. Throughout the home, you’ll find tasteful décor, clean lines, and thoughtful details that make the space feel both stylish and welcoming. Whether you’re visiting for a weekend escape, a work trip, or a longer stay, this home offers the comforts you need.

Family · Value · Comfort

Getaway in Downtown Perry, OK!

Welcome to your perfect getaway in Historic Downtown Perry, OK! Step into the heart of small-town charm with this beautifully restored apartment nestled in our downtown. Perfect for weekend adventurers, business travelers, or family visits, this apartment offers modern amenities while embracing the rich history of the area. You’ll feel immersed in the true spirit of downtown the moment you arrive. Come stay where past meets present — and leave with a little piece of Perry in your heart.

Location · Family · Sleep quality

Pecan Cabin

The Pecan Cabin is in the middle of a pecan orchard. It is built out of pecan wood. There is much wildlife around the cabin. We often see deer, wild turkeys, armadillo, squirrels, hawks, racoon, and coyote. It is very quiet and peaceful. A great place for star gazing. This is a working pecan orchard. You may see us, mowing, pruning and generally taking care of the trees. There is no hunting on this property. The land is leased for hunting, but they do not hunt in the pecan grove.

Location · Family · Comfort

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

Location · Family · Sleep quality

Private cabin, mins to OSU & Tumbleweeds. Pets yes

Veteran Owned -Patriotic • Private • 35 Acres • 4.8 Miles to OSU Stadium • Hunting Available • 6 mins from Tumbleweed Dance Hall Welcome to the All-American Cabin, your private 900 sq ft patriotic-themed getaway sitting on 35 peaceful acres just minutes from OSU, Lake McMurtry, and Stillwater. Whether you’re coming for game day, a relaxing family escape, hunting season, or a quiet country reset — this cabin delivers comfort, privacy, and that true Oklahoma pride.

Family · Location · View

Cabin 64-The Red Dirt Hideaway

Unwind and relax in a cozy two-bedroom, one-bath cabin nestled in the woods. Private 10 acre Red Dirt retreat. Coffee or Cocktails on any of the three decks while taking in breathtaking panoramic views. Cabin 64 offers highway access and is located 17 miles from OSU with convenient access to all major highways. 1.3 miles to Wild Cat Ranch. OSU game day, hunting trip, off road adventures, music festivals this is the place you need to be. Trailer and RV friendly.

Location · Getting around · Amenities

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!

Value · Family · Decor

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!

Location · Family · Quiet

Quiet Private Guest House near Stillwater

Enjoy a quiet, private stay in this detached guest house located between Perry and Stillwater, Oklahoma. Ideal for solo travelers, couples, or work stays. The space features a separate bedroom with a king-size bed, a full bathroom, and a comfortable living area with couch and TV. A full-size refrigerator and microwave are provided. Private entrance, quiet rural setting, free parking, and self check-in. Best suited for 1–2 guests. No smoking.

Location · Family · Air conditioning

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.

Value · Location · Sleep quality

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.

Family · Value · Walkability

The Wrigley House

Welcome to the Friendly Confines. Baseball lovers will enjoy this totally remodeled 1920's craftsman house. Conveniently located a short drive in from I-35 and a 25 minute drive to Stillwater, home of Oklahoma State University Cowboys. Perry, Oklahoma worldwide headquarters of Ditch Witch and Subsite, a subsidiary of Toro Company.

Family · Location · TV