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
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, 302 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
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
4.98 out of 5 average rating, 58 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.

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, 283 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, 482 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

Guest favourite
Home in Stillwater
4.94 out of 5 average rating, 220 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!

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, 276 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, 237 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 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, 128 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.

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
4.95 out of 5 average rating, 149 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, 101 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 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, 151 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.

Top guest favourite
A cozy living area is furnished with a dark leather sofa and a patterned orange armchair. Sliding barn doors, made of wood, lead to a bedroom featuring a spacious bed. Soft lighting from a nearby lamp adds warmth to the space.
Home in Stillwater
4.92 out of 5 average rating, 353 reviews

Cozy Cowboy Cottage - weekly and monthly discounts

Cozy getaway cottage moments away from Oklahoma State University, Boone Pickens Stadium, downtown Stillwater, and other nightlife. Adjacent to Couch Park, Stillwater swimming pool, jogging trail, and frisbee golf course. Renovated home in vintage farmhouse decor, this cottage is everything you are looking for in an authentic Oklahoma experience.

Popular amenities for Stillwater holiday rentals

When is the best time to visit Stillwater?

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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 470 holiday rentals in Stillwater

  • Nightly prices starting at

    Stillwater holiday rentals start at £15 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