Holiday Rentals in Stillwater

350 available vacation rental offers

7 nights
2
1
  • tripcom
  • booking
  • airbnb
  • tripadvisor
  • klook
  • agoda
  • expedia
  • hotelscom
  • hotelscombined
  • eztravel
  • makemytrip
  • rakutentravel
Stillwater holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Stillwater holiday rentals: compare the best deals

Best family friendly Stillwater holiday rentals

Among the 350 accommodations in Stillwater, here are the 4 best family friendly rentals

Silver Leaf · New Build - Stillwater
10 5 reviews
Stillwater
06/26 – 06/28
HK$1704/nighttotal: HK$3408 (2 )

Silver Leaf · New Build

2 2
apartment , Stillwater
This Stillwater apartment, a new-build property, is centrally located, offering convenient proximity to Oklahoma State University and Stillwater's downtown area.
The two-bedroom, two-bathroom flat sleeps six guests, boasting a fully equipped kitchen, in-unit laundry, and parking; ideal for families or groups attending OSU sporting events or exploring local attractions.
Cozy And Quaint 3-bedroom Cottage With Views And Near Campus - Stillwater
8.0 1 review
Stillwater
06/26 – 06/28
HK$3286/nighttotal: HK$6572 (2 )

Cozy And Quaint 3-bedroom Cottage With Views And Near Campus

3 2
apartment , Stillwater
This Stillwater flat is conveniently located within a 10-minute walk of the Optimus Prime Statue and a 14-minute walk of Arrington Park, offering easy access to local attractions.
This 3-bedroom, 2-bathroom property accommodates up to 8 guests and features a private garden, terrace, barbecue, fireplace, air conditioning, and a fully equipped kitchen with a dishwasher and microwave, ideal for a comfortable stay.
Newly Renovated Hidden Gem - Stillwater
9.9 267 reviews
Stillwater
08/03 – 08/08
HK$1063/nighttotal: HK$5315 (5 )

Newly Renovated Hidden Gem

1 2
apartment , Stillwater
This holiday home is situated just under 2 kilometres from both the Optimus Prime Statue and Oklahoma State University, offering easy access to these attractions while still providing a peaceful and quiet atmosphere. The property has received excellent ratings for user experience, location, and cleanliness.
The house has two bedrooms and one bathroom, covering 75 square metres and accommodating up to six guests. The property features a fully equipped kitchen, a patio, a garden, and parking, making it a comfortable and convenient choice for families or groups visiting Stillwater.
Cowboy Star - Stillwater
9.8 80 reviews
Stillwater
08/03 – 08/09
HK$1574/nighttotal: HK$9444 (6 )

Cowboy Star

1 3
apartment , Stillwater
This three-bedroom apartment is conveniently located just 2 kilometers from Boone Pickens Stadium and within walking distance of restaurants and shops, offering a peaceful setting near Boomer Lake. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This spacious home comfortably sleeps eight guests and features a fully equipped kitchen, a garden with a fire pit and grill, and a fenced-in backyard ideal for pets. Enjoy amenities such as a coffee bar, an arcade machine, and air conditioning for a comfortable stay.

Best Stillwater holiday rentals with parking

Crestwood Bungalow - Stillwater
9.4 3 reviews
Stillwater
06/26 – 06/28
HK$2043/nighttotal: HK$4086 (2 )

Crestwood Bungalow

5 2
apartment , Stillwater
This detached property is situated in northeast Stillwater, a mere 6-minute drive from the OSU campus, offering proximity to attractions such as Gallagher-Iba Arena and Boone Pickens Stadium.
This detached house sleeps up to nine guests across five bedrooms and two bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, parking, and unlimited WiFi, making it one of the few properties legally permitted for short-term rentals in the area.
Cozy, Artsy Chalet In Stillwater With Wifi And Ac And Set In A Scenic Landscape. - Stillwater
9.6 4 reviews
Stillwater
10/15 – 10/20
HK$1848/nighttotal: HK$9240 (5 )

Cozy, Artsy Chalet In Stillwater With Wifi And Ac And Set In A Scenic Landscape.

1 2
chalet , Stillwater
The Artist Chalet is a secluded wooded retreat near Oklahoma State University and Stillwater's city centre, conveniently located within a few kilometres of the McKnight Center, National Wrestling Hall of Fame, Boone Pickens Stadium, and Gallagher-Iba Arena.
This one-bedroom cottage offers a queen-sized bed, a modern bathroom with a relaxing bathtub, WiFi, air conditioning, a mini-fridge, a Nespresso machine, and accommodates up to three guests, with access to a terrace, garden and parking.
Newly Remodel - 1 Mile To Stadium-sleeps 8 - Stillwater
9.8 58 reviews
Stillwater
10/13 – 10/16
HK$2084/nighttotal: HK$6252 (3 )

Newly Remodel - 1 Mile To Stadium-sleeps 8

3 2
apartment , Stillwater
This three-bedroom apartment is situated in a peaceful family neighbourhood, just a short walk from Oklahoma State University campus and its attractions. It's highly rated by previous guests, receiving excellent reviews for its comfort and convenience.
The property offers two bathrooms and can accommodate up to nine guests. It's fully equipped with modern amenities, including a full kitchen, two smart TVs, and an inviting back patio, making it perfect for families or groups of friends visiting Stillwater.
Cozy Cowboy Cottage - Weekly And Monthly Discounts - Stillwater
9.9 363 reviews
Stillwater
08/03 – 08/08
HK$889/nighttotal: HK$4445 (5 )

Cozy Cowboy Cottage - Weekly And Monthly Discounts

1 2
apartment , Stillwater
This charming cottage is located near Couch Park in Stillwater, just a short walk from Oklahoma State University, Boone Pickens Stadium, and the town centre. The accommodation has excellent user, location and cleanliness ratings, making it a popular choice for visitors.
The two-bedroom cottage can comfortably accommodate up to four guests and includes a king-size bed and a queen-size bed. Guests can enjoy modern amenities such as Wi-Fi, a Blu-ray DVD player, and a fully equipped kitchen, as well as a private outdoor space and access to the nearby park's amenities.

Frequently asked questions about holiday rentals in Stillwater

  • What should a first-time visitor not miss in Stillwater, OK?

    For a first-time visit, you should definitely check out the Oklahoma State University campus, stroll around the historic downtown area and visit the vibrant shops and restaurants on Main Street. You shouldn't miss the Stillwater National Golf Course, which is a popular spot for locals and visitors alike.
  • What are the best Airbnb and vacation rentals in Stillwater?

    2 Beds Suite W/ Free Parking & Shuttle, Hotel King Bed Hotel Room 110 Wi-fi Hot Tub Booking and Newly Renovated Hidden Gem are the most popular Airbnb and vacation rentals in Stillwater among travelers.

  • Which neighborhood in Stillwater, OK should you consider for a vacation rental?

    The area around the Oklahoma State University campus is a great choice for a vacation rental, as it's close to the university's attractions and offers a variety of restaurants and shops. The historic downtown area is another good option, with its charming architecture and proximity to local businesses.
  • What are the most popular Airbnbs in Stillwater?

  • What are the top family-friendly attractions in Stillwater, OK?

    The Botanic Garden at Oklahoma State University is a great place for families to enjoy nature, with walking trails, a children's garden, and a variety of plant life. The National Cowboy & Western Heritage Museum, located just a short drive away in Oklahoma City, is also a popular destination for families.
  • What are the best vacation rentals with a pool in Stillwater?

  • When is the best time to book a vacation rental in Stillwater, OK?

    The best time to book a vacation rental in Stillwater is during the spring and autumn, when the weather is mild and the crowds are smaller. You'll find the best deals during the off-season, but keep in mind that some attractions may have limited hours or be closed.
  • What are the best rentals for families and kids in Stillwater?

  • What events or festivals should visitors check out in and around Stillwater, OK?

    The annual Oklahoma State University Homecoming celebration is a big event in Stillwater, with parades, tailgating, and football games. The Stillwater Farmers Market is held every Saturday from May to October and features local produce, crafts, and food.
  • What are the best rentals or Airbnbs with a jacuzzi in Stillwater?

    The best vacation rentals or Airbnb with a jacuzzi in Stillwater are 2 Beds Suite W/ Free Parking & Shuttle, Hotel King Bed Hotel Room 110 Wi-fi Hot Tub Booking and Boho 405 - Di Home Rentals.

  • What are the best budget-friendly activities in Stillwater, OK?

    You can enjoy a picnic at the Stillwater Public Library's beautiful gardens, go for a walk or bike ride on the Cimarron River Trail, or visit the free exhibits at the Oklahoma State University Museum of Art.
  • What are the best restaurants with local dishes in Stillwater, OK?

    The BlackEyed Pea is a popular spot for classic American comfort food, while Eskimo Joe's is known for its burgers and laid-back atmosphere. For a more upscale dining experience, try The Ranchers Club, which serves steaks and other Western-inspired dishes.
  • What are the best walking or cycling routes in Stillwater, OK?

    The Cimarron River Trail is a paved, 10-kilometre trail that runs along the Cimarron River, offering scenic views and opportunities for birdwatching. The Oklahoma State University campus is also a great place for a leisurely walk or bike ride, with its beautiful architecture and green spaces.
  • Are there pet-friendly attractions in Stillwater, OK?

    The Stillwater Public Library has a designated pet-friendly area outside where you can enjoy a book with your furry friend. Many restaurants and shops in the downtown area also welcome well-behaved pets.
  • What are the benefits of choosing a vacation rental in Stillwater, OK?

    Vacation rentals offer more space and privacy than hotels, and often come with amenities such as kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Stillwater, OK?

    The Oklahoma State University campus is home to a variety of sports facilities, including Boone Pickens Stadium, Gallagher-Iba Arena, and the Sherman E. Smith Training Center. The city also has several public parks with sports fields and courts.

Destinations nearby

Best Stillwater holiday rentals with a balcony

Hotel 2 Queen Beds Room 231 Booking - Stillwater
8.3 8 reviews
Stillwater
06/26 – 06/28
HK$524/nighttotal: HK$1048 (2 )

Hotel 2 Queen Beds Room 231 Booking

1 2
apartment , Stillwater
This Stillwater apartment is conveniently located 6.8km from Boone Pickens Stadium and 6km from Stillwater Regional Airport.
The 33 square metre flat offers one bedroom, one bathroom, sleeps nine guests, and includes a kitchenette with microwave and fridge, free Wi-Fi, private parking, and a terrace.
Osu King Bed Hotel Room 109 Wi-fi Booking - Stillwater
8.2 14 reviews
Stillwater
06/26 – 06/28
HK$516/nighttotal: HK$1032 (2 )

Osu King Bed Hotel Room 109 Wi-fi Booking

1 2
apartment , Stillwater
This one-bedroom flat is conveniently located just outside Stillwater's city centre, a short distance from Boone Pickens Stadium and Stillwater Regional Airport. Guests have consistently rated the apartment as good for cleanliness, location, and overall experience.
The 33 square metre flat comfortably accommodates two guests and features a separate bedroom, a fully equipped kitchenette with a microwave and fridge, and a private terrace. Amenities include air conditioning, free Wi-Fi, parking, and towels and linen are provided.
2 King Bed Osu Rental House - Stillwater
10 18 reviews
Stillwater
08/03 – 08/08
HK$1762/nighttotal: HK$8810 (5 )

2 King Bed Osu Rental House

2 2
apartment , Stillwater
This Stillwater holiday home enjoys a central location, within 3.7km of Boomer Lake Park, 2.4km of Arrington Park, and a 1.6km walk from the McKnight Center for the Performing Arts.
The two-bedroom, one-bathroom property sleeps four guests and includes Wi-Fi, air conditioning, and is close to the Michael & Anne Greenwood Tennis Centre and White Barn Par 3 Golf course.
New 4-bed Home  Sleeps 8  Half-acre Lot  5 Miles To Osu - Stillwater
10 6 reviews
Stillwater
06/26 – 06/28
HK$2391/nighttotal: HK$4782 (2 )

New 4-bed Home Sleeps 8 Half-acre Lot 5 Miles To Osu

4 2
apartment , Stillwater
This family-friendly four-bedroom house is located in a quiet Stillwater neighbourhood, 8 kilometres from Oklahoma State University, making it convenient for visitors attending events at Gallagher-Iba Arena or the McKnight Centre for the Performing Arts.
Boasting 137 square metres of living space, this accommodation comfortably sleeps eight guests and features a fully equipped kitchen, air conditioning, a terrace, and on-site parking, with Arrington Park and Berry Park nearby.

Best pet friendly Stillwater holiday rentals

Among the 350 accommodations in Stillwater, here are the 4 best pet friendly rentals

Game Day Getaway 1, Walk To Osu, Prime Location - Stillwater
Stillwater
08/03 – 08/08
HK$1015/nighttotal: HK$5075 (5 )

Game Day Getaway 1, Walk To Osu, Prime Location

1 2
house , Stillwater
This Stillwater holiday home is situated 1.8 kilometres from Boone Pickens Stadium and 3.1 kilometres from Stillwater Regional Airport.
This property accommodates up to 15 guests and offers a fully equipped kitchen, air conditioning, parking, and complimentary WiFi.
Game Day Getaway 2  Easy Walk To Osu Stadium - Stillwater
10 2 reviews
Stillwater
10/13 – 10/16
HK$2073/nighttotal: HK$6219 (3 )

Game Day Getaway 2 Easy Walk To Osu Stadium

3 2
apartment , Stillwater
This Stillwater flat offers a prime location, just a 6-minute walk from Pioneer Square and within easy reach of American Plaza, the Michael & Anne Greenwood Tennis Centre, White Barn Par 3 Golf, the National Wrestling Hall of Fame, and The Botanic Garden at Oklahoma State University.
This 3-bedroom, 2-bathroom holiday home accommodates up to 8 guests and includes a fully equipped kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, in-unit laundry, a barbecue, a fireplace, and on-site parking.
Game Day Ready - Walk To Osu Campus - Stillwater
10 1 review
Stillwater
10/15 – 10/20
HK$3262/nighttotal: HK$16310 (5 )

Game Day Ready - Walk To Osu Campus

2 2
apartment , Stillwater
This two-bedroom flat in Stillwater is conveniently located 1.7 kilometres from Boone Pickens Stadium and 4 kilometres from Stillwater Regional Airport.
Offering free WiFi, a fully equipped kitchen, and air conditioning, this non-smoking apartment accommodates up to 11 guests and has a strict no-parties policy.
Hotel King Bed Hotel Room 110 Wi-fi Booking - Stillwater
9.0 455 reviews
Stillwater
08/03 – 08/08
HK$508/nighttotal: HK$2540 (5 )

Hotel King Bed Hotel Room 110 Wi-fi Booking

1 2
apartment , Stillwater
This Stillwater apartment, ideally located 6.8km from Boone Pickens Stadium and 6km from Stillwater Regional Airport, offers convenient access to local attractions.
The 36-square-metre self-catering flat features one bedroom, one bathroom, a fully equipped kitchenette, free Wi-Fi, a swimming pool, hot tub, and on-site parking.
©2026 cozycozy.com