Holiday rentals in Stillwater

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Top-rated holiday rentals in Stillwater

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

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Guest favourite
A cozy living room features a light grey sofa adorned with colorful cushions and an accent pillow. Two brown armchairs flank a wooden coffee table, which rests on a patterned area rug. A television sits on an adjacent table, accompanied by potted plants and soft lighting from lamps.
Home in Stillwater
4.93 out of 5 average rating, 135 reviews

Modern and Bright! 4 minutes to OSU and Downtown

Come rest and rejuvenate for your Stillwater stay at The Bungalow! Conveniently located only 4 minutes from the Oklahoma State campus and 2 minutes to Downtown Stillwater. Enjoy the cozy king sized Stearns and Foster bed with luxury hotel sheets. 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. Its our pleasure to host you!

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, 206 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.

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, 254 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 vibrant display of wild blackberry blossoms is seen among lush green leaves. The image captures clusters of delicate white flowers and budding blooms, offering a glimpse of the natural beauty surrounding the farm stay.
Farm stay in Perkins
5 out of 5 average rating, 449 reviews

Wild Blackberry Blossom Country Farm Stay

Enjoy wide open spaces at this Country Farm Stay located between Stillwater and Perkins, OK (on a paved road). Experience the sights and sounds of the country. Enjoy sunrises, sunsets, and starry skies. Try out country living or return home to the country for a visit! Follow us on FaceBk: Wild Blackberry Blossom Country Farm Stay Follow us on Oklahoma Agritourism: Country Stay Activities in Central Oklahoma Follow us on TravelOK: Under their Bed & Breakfast Category

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, 138 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
4.93 out of 5 average rating, 199 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, 226 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
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, 568 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.

Top guest favourite
A modern exterior showcases a welcoming porch supported by a wooden beam. The white brick facade is complemented by dark window frames. A landscaped yard features low-maintenance plants and a patio area with a table. This inviting entrance enhances the overall curb appeal.
Townhouse in Stillwater
5 out of 5 average rating, 125 reviews

HomeBase 1,PRIME O'Brate & Greenwood Tennis Center

HOMEBASE, #1, CENTER OF IT ALL! 1700 SF townhome directly across the street from Athletic Village and a quick 5 minute walk to Boone Pickens stadium. Cozy, clean, inviting space to create memories while in town for OSU campus/sporting events. Fully equipped kitchen ready to dine in or detailed listing of Stillwater restaurants to enjoy while in town. NO organized parties inside the home/ outside the property, no smoking & no pets.

Guest favourite
A modern living area is showcased, featuring a comfortable gray sofa adorned with decorative pillows. A flat-screen television is mounted on the wall, while a small coffee table is positioned in front. Natural light enters through a large window, enhancing the space's inviting ambiance.
Apartment in Stillwater
4.94 out of 5 average rating, 64 reviews

Remodeled OSU Condo 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, 162 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.

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, 130 reviews

Vacation on Virginia *Fenced Backyard* 2 King Beds

Clean, comfortable 3 bed, 2 bath home with large backyard and deck with seating, grill and yard games. A large two car garage with opener allows for covered parking and easy house access. We are pet friendly with a fully fenced back yard, so your furry friends will have plenty of room to run around. Centrally located, just a few minutes' drive to several restaurants, shops and Oklahoma State University.

Popular amenities for Stillwater holiday rentals

When is the best time to visit Stillwater?

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Avg. price$147 SGD$143 SGD$207 SGD$350 SGD$228 SGD$157 SGD$138 SGD$183 SGD$238 SGD$217 SGD$247 SGD$172 SGD
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Quick stats about holiday rentals in Stillwater

  • Total holiday rentals

    Explore 430 holiday rentals in Stillwater

  • Nightly prices starting at

    Stillwater holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 16,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    280 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    420 of Stillwater holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Stillwater rentals

  • 4.8 Average rating

    Stillwater stays are highly rated by guests – averaging 4.8 out of 5!

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