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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Superhost
An orange sofa is positioned against a light gray wall, accompanied by two gray throw pillows. A small side table with a lamp sits beside the sofa. On the wall above the sofa, vibrant floral artwork and a landscape photograph add color to the space.
Tiny home in Stillwater
4.89 out of 5 average rating, 135 reviews

The Tiny House-Walk to Campus/Strip

Cute loft style house. Walking distance from campus (.8 miles), all OSU Sports facilities, and downtown Stillwater! Three twin beds upstairs and a futon downstairs. Fully functional kitchen and bathroom with washer/dryer, dishwasher, and more! Off street parking in alley-way and just steps from all the action! We also have a home that joins the backyard that sleeps 8 people. https://www.airbnb.com/rooms/35771997?guests=1&adults=1&s=67&unique_share_id=e5674801-9874-49b9-b8ad-97015b6a5cfc

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, 301 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, 275 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, 473 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, 144 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
Home in Stillwater
4.94 out of 5 average rating, 215 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, 234 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.

Guest favourite
Place to stay in Stillwater
4.84 out of 5 average rating, 619 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
Home in Stillwater
4.92 out of 5 average rating, 174 reviews

Duck Street Airbnb-monthly and weekly discounts

Walk to restaurants, shopping, nightlife, and recreation! Only 4 blocks from historic downtown Stillwater, 2 blocks from a public park with a playground and splash pad, right across the street from the public library, and only one mile from Oklahoma State University. Built in 1930, newly renovated in vintage farmhouse decor, this cozy cottage is everything you’re looking for in an authentic Stillwater experience.

Superhost
The living room features a comfortable sofa with decorative pillows, a matching armchair, and a large ottoman centered on a soft area rug. Light is provided by a side table lamp, and a television is positioned against the wall, framed by an elegant archway.
Home in Stillwater
4.81 out of 5 average rating, 204 reviews

;Cowboy's Cottage on Fern

One of few Stillwater houses with the required permit to operate in the City of Stillwater. Five blocks from the south end of downtown Stillwater and a short drive to OSU. You'll have exclusive access to this 3 BR / 2 Ba home. It's a pretty basic and older home, but it is very clean and has an abundance of sleeping space for its size. If you have a large group, this is one of three adjacent homes that we host.

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, 141 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.

Guest favourite
A welcoming porch area features a comfortable outdoor sofa with soft cushions. The entrance displays a blue door complemented by window panes, showcasing light-colored wooden siding and lantern-style lighting. Natural surroundings are visible through the windows, adding to the serene ambiance.
Cottage in Stillwater
4.97 out of 5 average rating, 149 reviews

The Roost - 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. Take a stroll on our 30 acres, 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

When is the best time to visit Stillwater?

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Avg. price$144 SGD$140 SGD$203 SGD$343 SGD$223 SGD$154 SGD$143 SGD$154 SGD$205 SGD$222 SGD$202 SGD$177 SGD
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Frequently Asked Questions

  • What are the best places to stay in Stillwater?

    Stillwater has a range of stays near its lively downtown, the university area, and scenic neighborhoods. Some guests choose rentals close to local parks or campus for a more walkable experience.

  • What are the best things to do in Stillwater with kids?

    Stillwater has spacious parks for outdoor play, family-friendly bowling alleys, and activities around local farms where children can learn about agriculture. Oklahoma State University's sporting events and cultural centers frequently host programs that welcome younger visitors.

  • What are some of the best things to do in Stillwater?

    Stillwater has energetic sports events, vibrant downtown shops, and interactive museums. Exploring local parks and sampling regional food spots are also frequently suggested activities.

  • How is the weather in Stillwater?

    Stillwater has cold winters around 26–49°F (-4–10°C) and warm, humid summers near 71–94°F (22–34°C). Spring and autumn are often milder, with sunny days and moderate rainfall.

  • What are the best places to visit in Stillwater?

    Visitors frequently explore Oklahoma State University, fascinating museums, and tranquil local parks. Downtown Stillwater is known for its vibrant shops and regional dining spots.

  • What are some hiking trails in Stillwater?

    Stillwater has scenic walking and hiking trails in local parks and around nearby lakes. Nature reserves often feature shaded paths, wildflowers, and accessible routes for different activity levels.

  • What are some family activities we can do in Stillwater?

    Families can explore interactive museums, visit local parks, or join community art workshops. Sporting events at the university and seasonal festivals also bring people together.

  • What are some of the best day trip ideas from Stillwater?

    You can explore state parks with hiking and fishing, tour regional museums, or visit botanical gardens around Stillwater. Small towns near the area frequently host craft fairs and local food festivals.

  • Are there any pet friendly accommodations available in Stillwater?

    Stillwater has pet-friendly vacation rentals in neighborhoods near parks and open spaces. Many hosts provide amenities for guests traveling with dogs or other pets.

  • What are some local tips for visiting Stillwater?

    Arrive with comfortable shoes for exploring campus grounds and busy downtown blocks. Locals often recommend sampling barbecue, attending a sporting event, and checking seasonal festivals for a deeper Stillwater experience.

  • What is Stillwater known for?

    Stillwater is known for its university spirit, vibrant music traditions, and locally rooted food culture. The city is particularly recognized for energetic sports events and community gatherings.

  • What are the best hidden gems to explore in Stillwater?

    Stillwater has local art galleries, small historic sites, and cozy neighborhood cafes that offer a quieter side of the city. Some guests enjoy exploring lesser-known trails and seasonal farmers' markets.

  • What are the best foods to try in Stillwater?

    Regional barbecue, hearty chicken-fried steak, and classic burgers are often suggested by locals. Sweet treats like homemade pies and ice cream show up in family-run diners and dessert shops.

  • What should I bring for a trip to Stillwater?

    Pack layers for varying temperatures, comfortable walking shoes, and a sun hat—summers are sunny and winters can be brisk. Consider bringing rain gear during spring, as showers are common.

  • What is the nightlife in Stillwater like?

    Stillwater’s nightlife has local music venues, casual bars, and dance spots popular around the university area. Expect a lively, welcoming atmosphere with live bands and gatherings, especially on weekends.

  • What are the most popular events or festivals in Stillwater?

    Stillwater has energetic university homecoming celebrations in autumn, live music festivals in late spring, and seasonal art fairs throughout the year. Many community events are centered on the Oklahoma State University campus.

  • Are there family friendly vacation rentals in Stillwater?

    Family-friendly vacation rentals can be found in Stillwater, especially in quiet residential neighborhoods and near parks. Many hosts provide outdoor spaces, spacious layouts, and amenities for children.

  • When is the best time to visit Stillwater?

    Late spring and early fall are often recommended for visiting Stillwater, when temperatures are comfortable and outdoor spaces are lively. College events and community gatherings also tend to increase during these seasons.

Quick stats about holiday rentals in Stillwater

  • Total holiday rentals

    Explore 450 holiday rentals in Stillwater

  • Nightly prices starting at

    Stillwater holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 17,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    290 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    430 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!

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