Stillwater Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Holiday Rentals in Stillwater

Interior
Luxury Cottage Getaway

Holiday Home in Stillwater

10.0 out of 10, Exceptional, (16)
"Great location. House brilliantly decorated. Loved the loft, bathroom, and hot tub. "
United States
Ben D.
The price is HK$1,121
HK$1,549 total
includes taxes & fees
9 Dec - 10 Dec
Luxury Cottage Getaway
Fridge, microwave, oven, stovetop
Bonnie’s Walk-up

Holiday Home in Stillwater

9.8 out of 10, Exceptional, (13)
"Great place!!"
United States
Leslie
The price is HK$1,752
HK$2,892 total
includes taxes & fees
15 Dec - 16 Dec
Bonnie’s Walk-up
Interior
Newly Remodel - 1 Mile to Stadium-Sleeps 8

Holiday Home in Stillwater

9.6 out of 10, Exceptional, (43)
"Great location!!! And the neighborhood was so quite."
United States
Cynthia C.
The price is HK$1,226
HK$2,588 total
includes taxes & fees
9 Dec - 10 Dec
Newly Remodel - 1 Mile to Stadium-Sleeps 8
Terrace/patio
The Ranch Near Boomer Lake

Holiday Home in Stillwater

10.0 out of 10, Exceptional, (41)
"Always a very nice place to stay "
United States
Josh H.
The price is HK$1,549
HK$3,306 total
includes taxes & fees
9 Dec - 10 Dec
The Ranch Near Boomer Lake
1 bedroom, free WiFi, bed sheets
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!

Holiday Home in Stillwater

10.0 out of 10, Exceptional, (6)
"Quiet surroundings. Cute barndo with lots of games. Lots of deer outside to watch. "
United States
Pamela B.
The price is HK$1,226
HK$2,242 total
includes taxes & fees
9 Dec - 10 Dec
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!
Outdoor dining
The Field House- Sleeps 10

Holiday Home in Stillwater

9.6 out of 10, Exceptional, (60)
"Perfect spot to stay"
United States
Michael W.
The price is HK$1,226
HK$2,354 total
includes taxes & fees
9 Dec - 10 Dec
The Field House- Sleeps 10
Fridge, microwave, oven, stovetop
The Gibby | Stilly Retreat with NEW Game Room!

Holiday Home in Stillwater

10.0 out of 10, Exceptional, (25)
"Great place to stay… we will be back!! Very clean and great communication with the property owner. "
United States
Keith P.
The price is HK$1,269
HK$2,986 total
includes taxes & fees
16 Dec - 17 Dec
The Gibby | Stilly Retreat with NEW Game Room!
Living area
Vintage 405 • New Construction

Holiday Home in Stillwater

10.0 out of 10, Exceptional, (1)
The price is HK$1,207
HK$2,581 total
includes taxes & fees
22 Dec - 23 Dec
Vintage 405 • New Construction
Interior
Western 405 (new build)

Holiday Home in Stillwater

10.0 out of 10, Exceptional, (42)
"I highly recommend this gorgeous home and it's owner/manager!"
United States
teresa n.
The price is HK$1,284
HK$2,664 total
includes taxes & fees
8 Jan - 9 Jan 2026
Western 405 (new build)
Fridge, microwave, oven, stovetop
Cowboy Country Comfort – Your Home for the Holidays Near Downtown & Events

Holiday Home in Stillwater

10.0 out of 10, Exceptional, (3)
"Great place to stay with great communication !!!"
United States
Anonymous traveller
The price is HK$1,284
HK$3,004 total
includes taxes & fees
19 Dec - 20 Dec
Cowboy Country Comfort – Your Home for the Holidays Near Downtown & Events
Fridge, microwave, oven, stovetop
Benham Bunkhouse – Holiday Comfort for Your Crew

Holiday Home in Stillwater

2.0 star property
10.0 out of 10, Exceptional, (1)
"The host was very welcoming and accommodating and the house was in great condition. The host was also very good at communicating "
United Kingdom
Cole B.
The price is HK$987
HK$2,467 total
includes taxes & fees
22 Dec - 23 Dec
Benham Bunkhouse – Holiday Comfort for Your Crew
Fridge, microwave, oven, stovetop
Copper Ridge Retreat/Private 2 Bedroom 1.5 Baths Pet Friendly w/fenced back yard

Holiday Home in Stillwater

2.0 star property
9.0 out of 10, Wonderful, (2)
"House was very nice! Only downside was the shower drain was not working and very backed up. "
United States
Skylar E.
The price is HK$592
HK$1,066 total
includes taxes & fees
9 Dec - 10 Dec
Copper Ridge Retreat/Private 2 Bedroom 1.5 Baths Pet Friendly w/fenced back yard
Private kitchen
2 King Bed OSU Rental House

Holiday Home in Stillwater

10.0 out of 10, Exceptional, (6)
"House is amazing and its in a great location "
United States
Alexie & Malik C.
The price is HK$701
HK$1,786 total
includes taxes & fees
9 Dec - 10 Dec
2 King Bed OSU Rental House
Smart TV
Chic Stay @ The Hub – WiFi+Parking w/ Weekday Deal

Apartment in Stillwater

10.0 out of 10, Exceptional, (2)
"Very close to campus, quiet, and clean. Would definitely stay again!. Host was easy to reach and communicated well. Comfortable for 4 adults. "
United States
Jennifer B.
The price is HK$908
HK$2,460 total
includes taxes & fees
17 Dec - 18 Dec
Chic Stay @ The Hub – WiFi+Parking w/ Weekday Deal
Microwave, stovetop, dishwasher
Your Home Base for Game Days & Getaways!!

Holiday Home in Stillwater

"Great place to stay!!! Extremely clean nice area, we will be back!!!"
United States
Keith P.
The price is HK$1,401
HK$3,065 total
includes taxes & fees
14 Dec - 15 Dec
Your Home Base for Game Days & Getaways!!
Fridge, microwave, oven, stovetop
Cozy & Updated home half mile from OSU!

Holiday Home in Stillwater

9.6 out of 10, Exceptional, (51)
"Lovely home located in an established neighborhood. Very close to town and OSU. We had a wonderful stay in a well run rental. I would stay again."
United States
Paul
The price is HK$960
HK$2,246 total
includes taxes & fees
9 Dec - 10 Dec
Cozy & Updated home half mile from OSU!
1 bedroom, WiFi, bed sheets
Charming Studio Steps from Downtown Stillwater’s Breweries, Restaurants, & Shops

Apartment in Stillwater

10.0 out of 10, Exceptional, (1)
"Such a cute cottage, very clean, great hosts would absolutely stay again!! "
United States
Kaitlyn C.
The price is HK$693
HK$1,835 total
includes taxes & fees
9 Dec - 10 Dec
Charming Studio Steps from Downtown Stillwater’s Breweries, Restaurants, & Shops
Exterior detail
Cowboy Bungalow - Walking Distance to Campus

Holiday Home in Stillwater

2.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed last minute to visit our daughter at OSU. It was the perfect location, walking distance to the campus and game. Communication with the host was quick and easy. House was clean and so cute! "
United States
Traci Z.
The price is HK$1,028
HK$2,350 total
includes taxes & fees
9 Dec - 10 Dec
Cowboy Bungalow - Walking Distance to Campus
1 bedroom, WiFi, bed sheets
Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.

Chalet in Stillwater

8.0 out of 10, Very good, (1)
"Great location! Great hosts and very clean-bed was extremely comfortable!!"
United States
Michelle B.
The price is HK$1,401
HK$2,074 total
includes taxes & fees
10 Dec - 11 Dec
Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.
Dining
.A View of Boone Pickens Stadium and OSU Athletics

Holiday Home in Stillwater

10.0 out of 10, Exceptional, (2)
"Amazing location and hosts! "
United States
Chris D.
.A View of Boone Pickens Stadium and OSU Athletics
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stillwater Hotel Reviews

Hampton Inn & Suites Stillwater

Hampton Inn & Suites Stillwater

10/10 Excellent
"The breakfast was fresh."
Kelly 1-night trip
Posted 3 days ago
Hampton Inn & Suites Stillwater

Find out more about Stillwater

Search for holiday rentals in Stillwater on Expedia! You can easily find your home rentals, villas, holiday apartments in Stillwater using one of the methods below:

  • View our selection of featured holiday rentals in Stillwater
  • Use the map to find apartments and other holiday homes in the Stillwater neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stillwater while they last

Look no further and take a look at our great range of rental properties in Stillwater!

Frequently asked questions

Can I find holiday rentals in Stillwater?

Yes, there are holiday rentals in Stillwater close to National Wrestling Hall of Fame, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Stillwater is known for its shops. Make sure you have time to check out the university setting and sporting events during your trip.

What are some of the best holiday rentals that Stillwater has to offer?

Newly Remodel - 1 Mile to Stadium-Sleeps 8: This highly rated holiday home rental in Stillwater offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Stillwater are Oklahoma State University Boone Pickens stadium1.3 miles away. and Your Home Base for Game Days & Getaways!!.

How many holiday rentals are there in Stillwater?

Choose from 91 Expedia holiday rentals in Stillwater for a memorable holiday.

What can I see and do in Stillwater?

Enjoy the outdoors at The Botanic Garden at Oklahoma State University and Boomer Lake Park, or simply take in cultural attractions like National Wrestling Hall of Fame and McKnight Center for the Performing Arts. Other places in town to visit include Gallagher-Iba Arena and Boone Pickens Stadium.

What are holiday rentals like in Stillwater?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stillwater. Holiday rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for families.