Tryon Holiday Rentals

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Holiday Rentals in Tryon

MCM Marvel and walk to OSU campus

10.0 out of 10, Exceptional, (38)
"We loved our stay! We appreciated the restoration and fun vibe of the house as well as its close proximity to the OSU campus. We would definitely book again for another trip to Stillwater!"
MCM Marvel and walk to OSU campus

Chirping Bird House ,near downtown newly remodeled

8.2 out of 10, Very good, (47)
"The WIFI did not work and I tried to contact the property manager and they did not respond. Also there was no soap and the TV remote was out of battery."
Chirping Bird House ,near downtown newly remodeled

Quiet Country Home 3mins to Fairgrounds and 8 min to town - 1 acre 4 bedroom

9.8 out of 10, Exceptional, (8)
"Very clean, very nice and accommodating. Brought stuff I didn't even need to bring!"
The price is AU$417
includes taxes & fees
2 Dec - 3 Dec
Quiet Country Home 3mins to Fairgrounds and 8 min to town - 1 acre 4 bedroom

1980s Rustic Ranch house is the Perfect Place for events at the Lazy E.

9.8 out of 10, Exceptional, (14)
"We had a wonderful stay! Thank you so much. "
1980s Rustic Ranch house is the Perfect Place for events at the Lazy E.

The Ranch Near Boomer Lake

10.0 out of 10, Exceptional, (26)
"Property was clean and very comfortable "
The price is AU$667
includes taxes & fees
1 Dec - 2 Dec
The Ranch Near Boomer Lake

Newly Remodel - 1 Mile to Stadium-Sleeps 8

9.8 out of 10, Exceptional, (20)
"Loved the location! Well set up. Great neighborhood. "
Newly Remodel - 1 Mile to Stadium-Sleeps 8

Pet friendly. Blocks to OSU - 0.7mi to BP Stadium!

10.0 out of 10, Exceptional, (10)
"Very cute and charming. Well appointed. Had a minor issue entering property first time. Host immediately responded and took care of it. Very nice. Close to campus but quiet. Wish we would have found this property when our child first came to OSU. We would definitely have been repeat customers. Thank you for the nice place to stay"
Pet friendly. Blocks to OSU - 0.7mi to BP Stadium!

The Field House- Sleeps 10

9.6 out of 10, Exceptional, (52)
"It was a very nice property, and a fun good experience. I do wish however the grill worked, we couldn’t seem to figure it out. "
The price is AU$506
includes taxes & fees
30 Nov - 1 Dec
The Field House- Sleeps 10

Perfect Oasis. NEW Home Away from Home with COVERED PARKING-Close to everything

10.0 out of 10, Exceptional, (10)
"2nd time I have stayed in one of the Oasis houses. I absolutely loved it, again! The VRBO was full of amenities. They had a full coffee bar with different kinds of coffee, creamer, and sugar (a Keurig and Nespresso). They had a variety of snacks sitting out and all kinds of seasonings if you want to cook. Bedding and pillows were fantastic! Lots of extra throw blankets. Water pressure in shower was perfect. Bathroom was fully stocked in case you forget something. TV had movie memberships...
Perfect Oasis. NEW Home Away from Home with COVERED PARKING-Close to everything

Circle Arrow Retreat-Country Home Just 2.5 miles from Stillwater

10.0 out of 10, Exceptional, (21)
"Our 2nd stay on the property was same as the first and we will be back again and again. It isn’t our home but it sure feels like it is. So much love in this place and all the details and extras considered. "
The price is AU$540
includes taxes & fees
12 Dec - 13 Dec
Circle Arrow Retreat-Country Home Just 2.5 miles from Stillwater

Bedlam Barn apartment! Cozy, cute, Safe! Minutes to OSU, casino, golf! Remodeled

9.6 out of 10, Exceptional, (7)
"The host was super helpful. Had some issues that she was very responsive to help try to resolve. It served the purpose of what we needed. "
Bedlam Barn apartment! Cozy, cute, Safe! Minutes to OSU, casino, golf! Remodeled

Single-level home near OSU campus with fenced yard, patio, & grill

9.6 out of 10, Exceptional, (7)
"Perfect house for family of six. Great proximity to all that is OSU, along with ample room for all. Would definitely recommend. "
Single-level home near OSU campus with fenced yard, patio, & grill

PeteRetreat -Two blocks from OSU, newly remodeled home

10.0 out of 10, Exceptional, (42)
"This was our second trip to Rhett’s VRBO and once again it was great! Very well Appointed and the location is great. Hope to stay on our next visit to Stillwater- highly recommend!"
PeteRetreat -Two blocks from OSU, newly remodeled home

La Casa Zia - cozy home within walking distance of historic downtown Guthrie.

10.0 out of 10, Exceptional, (6)
"This weekend was my sons wedding!! we enjoyed our stay at casa zai, very cozy and comfortable. Will definitely stay again!! ♥️"
La Casa Zia - cozy home within walking distance of historic downtown Guthrie.

Downtown Stillwater Studio Apartment located upstairs

10.0 out of 10, Exceptional, (20)
"This is the perfect place to stay for two people. You have plenty of room with the large kitchen and living area. Everything is like new and very well taken care of. I highly recommend it to any Stillwater guest. "
Downtown Stillwater Studio Apartment located upstairs

Cozy & Updated home half mile from OSU!

9.6 out of 10, Exceptional, (43)
"Home was great and the communication with Kimberly was fantastic."
The price is AU$453
includes taxes & fees
2 Dec - 3 Dec
Cozy & Updated home half mile from OSU!

Spacious 8 Bedroom w/ Swimming Pool & Indoor Basketball Court. Close to BPS

2.0 star property
The price is AU$6,344
includes taxes & fees
30 Nov - 1 Dec
Spacious 8 Bedroom w/ Swimming Pool & Indoor Basketball Court. Close to BPS

Western 405 (new build)

10.0 out of 10, Exceptional, (17)
"A fantastic house with a great kitchen and thoughtful touches!"
The price is AU$396
includes taxes & fees
2 Dec - 3 Dec
Western 405 (new build)

Boho 405 - DI Home Rentals

10.0 out of 10, Exceptional, (42)
"It was a 1 night stay for a concert at The Weed. Very clean place and the location worked well for us, since we were only there for one night. There is a new construction going up right beside but we were up early enough their noise did not matter. We will stay again if we are back in Stillwater."
The price is AU$248
includes taxes & fees
1 Dec - 2 Dec
Boho 405 - DI Home Rentals

Sycamore Hill Guesthouse

10.0 out of 10, Exceptional, (8)
"An excellent property located near many of the local wedding venues. The pictures do not do it justice, it is perfect. We would definitely stay here again. "
The price is AU$411
includes taxes & fees
1 Dec - 2 Dec
Sycamore Hill Guesthouse
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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Other types of properties in Tryon you may be interested in

Wyndham Garden Stillwater

2.5 star property
7.4 out of 10, Good, (1071)
"Nice hotel, friendly staff, room was clean but hotel is a little dated otherwise it was a nice hotel and conveniently located "
The price is AU$86
includes taxes & fees
1 Dec - 2 Dec
Wyndham Garden Stillwater

La Quinta Inn & Suites by Wyndham Stillwater-University Area

2.5 star property
8.6 out of 10, Excellent, (1062)
"Just an average hotel. We had no issues during our stay. It was reasonably clean. Breakfast was nothing special & gravy for biscuits was extremely salty. I would consider staying there again because the price was a bit cheaper than other nearby hotels, we have stayed in nearly all the Stillwater hotels. "
The price is AU$124
includes taxes & fees
9 Dec - 10 Dec
La Quinta Inn & Suites by Wyndham Stillwater-University Area

Hampton Inn & Suites Stroud

2.5 star property
9.2 out of 10, Wonderful, (780)
"One of the cleanest hotels I’ve stayed at."
The price is AU$102
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn & Suites Stroud
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Tryon?

Yes, there are holiday rentals close to the most popular sights in Tryon, or you can select a more secluded option if you're looking for a relaxing stay.

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

Quiet Country Home 3mins to Fairgrounds and 8 min to town - 1 acre 4 bedroom: This holiday home rental outside of Tryon is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Tryon?

While exploring the area, visit family-friendly sights like National Wrestling Hall of Fame, or get outside and enjoy nature at The Botanic Garden at Oklahoma State University. Route 66 Interpretive Center and Oklahoma State University are a couple of places you'll find in the wider area.

What’s a holiday rental in Tryon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Tryon. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip.