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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Top guest favourite
Home in Stillwater
4.98 out of 5 average rating, 64 reviews

Western 405 (new build)

Whether you're coming in to cheer on our Cowboys, visit family or attend one of the many events Stillwater has to offer, we'd love for you to come enjoy your stay with us. Centrally located in Cowboy Country, this new build is furnished with one king bed, one queen bed, & a pull-out queen sleeper. It's just a short drive from downtown, several eateries, & less than 2 miles from OSU campus. Coming in with a larger group? The property next door to the west is also one of our short-term rentals.

Top guest favourite
A welcoming front patio is highlighted by wooden posts and decorative lanterns. The area features a set of outdoor seating, providing an inviting spot to relax. A view of the well-maintained garden can be seen in the background, contributing to a serene atmosphere.
Townhouse in Stillwater
4.99 out of 5 average rating, 117 reviews

HomeBase 2,PRIME O'Brate & Greenwood Tennis Center

HOMEBASE, #2, CENTER OF IT ALL! Fully renovated, gorgeous, 750 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 a McKnight Center performance or an OSU campus/sporting event. 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 pets & no smoking.

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, 310 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.

Guest favourite
Home in Stillwater
4.93 out of 5 average rating, 14 reviews

Avery’s Place — Perfect Base for Games & Getaways

Welcome to Avery’s House — Stillwater’s Cozy, Convenient, Fun-Filled Stay! Looking for the perfect Stillwater getaway? You just found it! Avery’s House is a bright, welcoming 3-bedroom, 1-bath home ideally located just minutes from OSU campus, buzzing restaurants, local hotspots, and everything that makes Stillwater special. Whether you're cheering on the Cowboys, visiting family, or exploring the town, this is the stay that puts you right where you want to be.

Top guest favourite
Home in Stillwater
4.97 out of 5 average rating, 29 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.

Superhost
Home in Stillwater
4.93 out of 5 average rating, 230 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 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, 281 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!

Top guest favourite
A fire pit seating area features six rustic redwood chairs arranged around a central wooden table. The space is set on gravel, providing a comfortable spot for gathering outdoors amidst the natural surroundings.
Cottage in Stillwater
4.96 out of 5 average rating, 240 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
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
4.95 out of 5 average rating, 152 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
Home in Stillwater
4.93 out of 5 average rating, 109 reviews

Copper Ridge/New*Private2B/2BDuplex /Pet friendly

If you're looking for a clean, quiet, cozy place to stay while visiting Stillwater, we have the perfect spot for you. Copper Ridge is perfect for anyone wanting to experience a peaceful country life, with the closeness(less than 3 miles) to downtown shopping, dining and sightseeing. We are also less than 5 miles from OSU campus. We are now Pet Friendly!! We can’t wait to host you!! 🧡🖤

Guest favourite
A modern cottage is showcased with a combination of wood and stone materials. A covered porch featuring wooden beams extends over an inviting entrance, framed by neatly landscaped grounds. Large windows allow natural light to illuminate the exterior, set against a clear blue sky.
Cottage in Stillwater
4.97 out of 5 average rating, 156 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.

Guest favourite
Home in Stillwater
4.91 out of 5 average rating, 392 reviews

Cowboys' Home with a Hot Tub

One of few homes permitted to legally host short-term in Stillwater. Nearly 3000 square feet with a large yard in a quiet residential neighborhood 1.7 miles from OSU. You'll have use of 2 to 5 bedrooms and 2 to 3 baths, based on how many adults and children are registered

Popular amenities for Stillwater holiday rentals

When is the best time to visit Stillwater?

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Avg. price$140 SGD$141 SGD$199 SGD$346 SGD$225 SGD$155 SGD$144 SGD$155 SGD$207 SGD$224 SGD$203 SGD$179 SGD
Avg. temp3°C5°C10°C15°C20°C25°C28°C27°C23°C16°C9°C4°C

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 470 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 17,880 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

    240 properties have a dedicated workspace

  • Wifi availability

    450 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