Holiday rentals in Perry

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Top-rated holiday rentals in Perry

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
The historic building features a welcoming façade with dark wooden double doors framed by large glass panels. Decorative elements include ornate moldings above the entrance and potted plants at the base, enhancing the charming character of downtown Perry.
Flat in Perry
4.73 out of 5 average rating, 22 reviews

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.

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Top guest favourite
The spacious living area features a high ceiling with wood beams and large windows that provide natural light. Comfortable seating arrangements include a light-colored sofa and small dining table. A cozy fireplace is positioned along one wall, creating a welcoming focal point.
Farm stay in Arcadia
5 out of 5 average rating, 306 reviews

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.

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Top guest favourite
The cabin features a metal roof and wood siding, with a welcoming porch and railing. A set of stairs leads up to the entrance, which includes a white door and a large window that allows for natural light on the front side.
Cabin in Billings
4.94 out of 5 average rating, 115 reviews

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.

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Top guest favourite
Home in Stillwater
4.98 out of 5 average rating, 40 reviews

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.

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Top guest favourite
Cabin in Perry
5 out of 5 average rating, 11 reviews

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.

LocationCleanlinessOutdoor spaces

Top guest favourite
A modern kitchen features stainless steel appliances, including a refrigerator and microwave. White cabinetry contrasts with the dark countertops. A small dining area with two black chairs is positioned next to a window, allowing natural light to illuminate the space. Light wood flooring complements the overall design.
Home in Stillwater
4.97 out of 5 average rating, 151 reviews

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.

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Superhost
Home in Stillwater
4.92 out of 5 average rating, 236 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!

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Guest favourite
Guest house in Perry
4.92 out of 5 average rating, 13 reviews

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.

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Top guest favourite
A spacious cottage sits nestled among trees under a clear blue sky. Outdoor seating is provided on a stone patio, featuring a table with chairs and a large umbrella. A grill is positioned nearby, inviting outdoor leisure and gatherings.
Cottage in Stillwater
4.96 out of 5 average rating, 251 reviews

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.

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Top guest favourite
Place to stay in Stillwater
4.85 out of 5 average rating, 673 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.

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Guest favourite
The cottage exterior features a modern design with wood paneling and a metal roof. A covered porch, accessed by steps, presents a cozy seating area. Lush landscaping with shrubs and small trees surrounds the entrance, enhancing the serene outdoor atmosphere.
Guest house in Stillwater
4.99 out of 5 average rating, 178 reviews

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.

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Guest favourite
Cottage in Guthrie
4.86 out of 5 average rating, 99 reviews

Nature Retreat-Jacuzzi-Fishing-King-Guthrie, 7 min

Welcome to our cozy little getaway on Sparrow Lake—a fresh new build designed with rest and relaxation in mind. • Sleeps 4 comfortably: king bed + loft queen • Oversized jacuzzi tub, bathroom essentials & fluffy towels • Full kitchen stocked for cooking • Deck with gas grill & utensils • Peaceful lake, wildlife, and trees • 5 min to I-35, 10 to Guthrie, 15 to Lazy E, 40 to OSU

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