Holiday rentals in Stillwater

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Top-rated holiday rentals in Stillwater

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Top guest favourite
The exterior of Sparrow Cottage is shown, featuring a yellow building with green trim. A small flight of stairs leads to the entrance, surrounded by terraced landscaping. A fenced area with flowering plants and decorative elements is visible, alongside a small outdoor seating arrangement.
Guest house in Perkins
4.99 out of 5 average rating, 204 reviews

Private Cottage at the Old Station

Enjoy a piece of history while staying in the Old Station guest cottage. Comfy & cozy for two guests, or ideal for a personal retreat, "Sparrow Cottage" includes its own private patio with gas grill as well as a separate fenced sitting area outside with fire pit. Inside is a queen-size bed, a kitchenette (with sink, microwave, and mini-fridge), and a good-size bathroom with walk-in shower. Feel free to walk the grounds and imagine what the Old Station was like in the 1930s, 40s, and 50s.

Guest favourite
The inviting front porch features two wicker chairs alongside a vibrant yellow door. Flower pots with colorful blooms sit at the entrance, while a decorative sign reading 'OUR PORCH' adds character to the welcoming space.
Bungalow in Stillwater
4.91 out of 5 average rating, 292 reviews

Hope’s Rest Stylish -near OSU/Downtown, EV Charger

Come unwind at our home, where modern comfort meets bohemian elegance. This fully remodeled bungalow offers a relaxed atmosphere with an eclectic mix of furnishings and bohemian decor in every room. Whether you’re attending an event or visiting family and friends, Hope’s Rest provides the perfect retreat to relax and rejuvenate after a busy day. We have another property less than two blocks away. Take a look at our farmhouse cottage at airbnb.com/h/stillwater-osu-fern-cottage-of-1915.

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, 250 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.

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, 137 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.

Guest favourite
A living area features wooden paneling and soft lighting. Two dark sofas, adorned with cushions, face a central coffee table. A wall-mounted television is positioned above the table, and natural light is filtered through a patterned curtain near the corner.
Home in Stillwater
4.94 out of 5 average rating, 198 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!

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, 225 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.

Top guest favourite
The wraparound porch is framed by wooden supports and features a bright front door. Rocking chairs are positioned for seating, surrounded by well-maintained shrubs and greenery, enhancing a welcoming outdoor space. The brick sidewalk leads to the porch, providing access to the home.
Home in Stillwater
5 out of 5 average rating, 81 reviews

King Bed Vintage charm meets Modern Lux 2bd 2bath

Welcome to Heritage House, a 1922 gem in Stillwater, minutes from OSU, downtown, and Boone Pickens Stadium. Enjoy two spa-style bathrooms, a king and queen bed, wraparound porch, shaded fenced yard, and gas grill (on request). The entire home is yours. Steps at entrances; the brick sidewalk is uneven. Quiet neighborhood with bike lane, park, shops, and driveway parking with carport. Perfect for families, couples, or business stays.

Guest favourite
A large outdoor patio features a wooden deck surrounded by brick walls. Multiple seating arrangements consist of black chairs and tables, along with a central fire pit, creating a spacious area for gatherings and relaxation.
Place to stay in Stillwater
4.83 out of 5 average rating, 561 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.

Guest favourite
A comfortable living area is showcased with a light gray sofa, adorned with colorful cushions. A dark coffee table sits on a patterned area rug, while framed art pieces decorate the walls. A small television and a plant add to the inviting atmosphere.
Home in Stillwater
4.96 out of 5 average rating, 103 reviews

Cozy and Bright-4 minutes to OSU

Come rest and rejuvenate for your Stillwater stay! Conveniently located only 4 minutes from the Oklahoma State campus and 2 minutes to Downtown Stillwater. Enjoy the cozy king sized bed. Kick back and log into your streaming services on our Roku, with access to 1 gig wifi. Cook in our fully stocked farmhouse style kitchen, enjoy your morning coffee on the new cedar wood porch. Full washer and dryer on site. We'd love to host you!

Guest favourite
The living area features a black futon adorned with an orange throw and a white pillow. An OSU flag hangs on the wall, while a small black table and two bar stools are visible near the entrance, enhancing the functional layout.
Flat in Stillwater
4.96 out of 5 average rating, 25 reviews

Pistol Pete’s Pad

This 1 bedroom, 1 bath apartment on S. Main Street in Stillwater is part of a small 12-plex. It’s decorated in orange and black to help you get in the OSU spirit! The bedroom has a queen bed and the living room has two futons. You can easily sleep 4 people comfortably. The kitchen and bathroom are stocked with everything to make you feel at home. It has an outside door on the first floor directly in front of the parking area.

Guest favourite
A modern studio living area features a spacious, light-colored couch adorned with pillows. Natural light enters through large windows, illuminating a sleek coffee table with decorative items. A compact kitchen is visible in the background, enhancing the open layout.
Apartment in Stillwater
4.97 out of 5 average rating, 39 reviews

Remodeled OSU Studio by Stadium

Welcome to our remodeled condo just a stone's throw away from Boone Pickens Stadium! Enjoy the convenience of being only one block away from the excitement of game day while staying in a modern space. Take a dip in the pool, explore the town on our complimentary bikes, and rest easy knowing that parking is on us. Perfect for sports enthusiasts and travelers alike. Book your stay now for a game day getaway you won't forget!

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, 160 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.

Popular amenities for Stillwater holiday rentals

Quick stats about holiday rentals in Stillwater

  • Total rentals

    430 properties

  • Nightly prices starting at

    ₹1,760 before taxes and fees

  • Total number of reviews

    16K reviews

  • Family-friendly rentals

    280 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Payne County
  5. Stillwater