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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Top guest favourite
Home in Stillwater
5.0 out of 5 average rating, 32 reviews

HUGE Game-Room Style Barndo

Not your average rental 🤩 Enjoy a peaceful country escape to this huge game-room style barndo with PacMan & MK3 arcades, Air Hockey, FoosBall, Ping Pong, Shuffle Board & tons of other games, just 2mins to Lake McMurtry 2 Kayaks 🛶 available for use (by request) 8 miles to OSU, restaurants & shopping Open floor plan with fully stocked kitchen, 65” Roku 📺 in the common room, a 12ft sofa & a futon sofa, king bdrm with a 40” Roku 📺 Air mattress available on request Sleeps 5 comfortably 😴

LocationValueCondition

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
4.7 out of 5 average rating, 23 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.

FamilyValueAmenities

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, 117 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.

LocationValueKitchen

Top guest favourite
A covered porch space is highlighted by a colorful floral rug and a cozy seating area. String lights are hung above, enhancing the ambiance. A pathway lined with greenery leads to the outdoor area, while potted plants add a touch of nature.
Home in Stillwater
4.99 out of 5 average rating, 91 reviews

Pine & Feather

Pine & Feather is a boho cottage with vaulted ceilings, fireplaces, and fully equipped kitchen with a coffee bar. It features a primary suite with an en-suite bathroom, vintage clawfoot tub, and a cozy reading nook. The property has a covered porch with a grill and outdoor dining area, and is set on 3 private acres shared with the host’s home. Located just 5 minutes from downtown Stillwater and 10 minutes from Oklahoma State University, it’s a peaceful retreat with abundant wildlife.

LocationValueComfort

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.

LocationFamilyParking

Top guest favourite
Cabin in Perry
5.0 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.

LocationIndoor spacesQuiet

Top guest favourite
A collection of vintage arcade machines lines a wooden wall in a cozy room. Bright screens display various games, while colorful controls invite interaction. A basketball-themed machine stands prominently, complemented by a classic racing game and pinball machine nearby.
Home in Stillwater
4.94 out of 5 average rating, 285 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!

FamilyValueQuiet

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.

FamilyLocationAir conditioning

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, 254 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.

LocationValueDecor

Top guest favourite
Place to stay in Stillwater
4.85 out of 5 average rating, 679 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.

ValueLocationLong stay

Top guest favourite
A single-story brick home is presented with a neatly paved driveway and a two-car garage. Lush green grass surrounds the front yard, complemented by a few trees offering shade. The welcoming entrance features a white front door, while clouds dot the blue sky above.
Home in Stillwater
4.96 out of 5 average rating, 166 reviews

Vacation on Virginia *Fenced Backyard* Workspace*

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.

ValueLocationHospitality

Top guest favourite
The exterior view of a craftsman-style house features a green facade with white trim. A spacious front porch offers a welcoming entrance, complemented by two brick columns. Surrounding the porch, a well-maintained garden with green shrubs is visible, under a clear blue sky.
Home in Perry
4.99 out of 5 average rating, 106 reviews

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.

ValueLocationCleanliness

Popular amenities for Perry holiday rentals