Tryon Holiday Rentals

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Our top choices for Tryon holiday rentals

Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly

Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
Cushing
9.8 out of 10, Exceptional, (74 reviews)
"This place was perfect! Very clean with everything you could possibly need! Host answered me back immediately!! Great value too"
United States
Holly
The price is NZ$199
includes taxes & fees
15 June - 16 June
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly

Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard

Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
Stillwater
9.8 out of 10, Exceptional, (15 reviews)
"Had a great time - we will definitely book again when we visit Stillwater. "
United States
Keli S.
The price is NZ$254
includes taxes & fees
8 June - 9 June
Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard

Modern Boxabl Casita #3 Stillwater OK Pasadera

Modern Boxabl Casita #3 Stillwater OK Pasadera
Stillwater
The price is NZ$360
includes taxes & fees
9 June - 10 June
Modern Boxabl Casita #3 Stillwater OK Pasadera

Boho 405 - DI Home Rentals

Boho 405 - DI Home Rentals
Stillwater
10.0 out of 10, Exceptional, (71 reviews)
"Wonderful hosts and impeccable properties."
United States
TE T.
The price is NZ$308
includes taxes & fees
8 June - 9 June
Boho 405 - DI Home Rentals

Home away from Home with amenities & private fenced yard. Walking distant to OSU

Home away from Home with amenities & private fenced yard. Walking distant to OSU
Stillwater
9.6 out of 10, Exceptional, (63 reviews)
"Very welcoming host with a super clean house. "
United States
Jill A.
The price is NZ$490
includes taxes & fees
8 June - 9 June
Home away from Home with amenities & private fenced yard. Walking distant to OSU

Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.

Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
Stillwater
9.6 out of 10, Exceptional, (10 reviews)
"Great accommodations for my purposes. Good location, quiet but not far from amenities."
United States
April
The price is NZ$254
includes taxes & fees
8 June - 9 June
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.

Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.

Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.
Stillwater
9.6 out of 10, Exceptional, (4 reviews)
"Perfect distance to town yet still out of the way enough to be quiet and calm"
United States
Brandon E.
The price is NZ$446
includes taxes & fees
4 June - 5 June
Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.

Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!

Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!
Guthrie
10.0 out of 10, Exceptional, (1 review)
"This was an amazing place. The character of the studio was great. It had a Guthrie/Movie theme. The pictures don’t do it justice- so much better!! And communication is stellar! Will definitely be back"
United States
Christy B.
The price is NZ$271
includes taxes & fees
16 June - 17 June
Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!

Nestled Victorian Historic Area

Nestled Victorian Historic Area
Guthrie
9.2 out of 10, Wonderful, (14 reviews)
"We enjoyed the stay. It was like a step back in time. Awesome place. "
United States
Marvin W.
The price is NZ$380
includes taxes & fees
14 June - 15 June
Nestled Victorian Historic Area

Game Day Getaway 1 | Walk to OSU | Prime Location

Game Day Getaway 1 | Walk to OSU | Prime Location
STILLWATER
10.0 out of 10, Exceptional, (1 review)
"Enough room for my entire family"
United States
Michelle G.
The price is NZ$483
includes taxes & fees
8 June - 9 June
Game Day Getaway 1 | Walk to OSU | Prime Location

Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie

Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
Guthrie
10.0 out of 10, Exceptional, (7 reviews)
"This was a perfect place for me to stay on my visit to Guthrie. The house was clean, comfortable, and in a great location. Would definitely stay again!"
United States
Luann H.
The price is NZ$447
includes taxes & fees
6 June - 7 June
Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie

3- bedroom 2 baths Barndominium in Cushing- Country/Western/Music/Pet Friendly

3- bedroom 2 baths Barndominium in Cushing- Country/Western/Music/Pet Friendly
Cushing
9.8 out of 10, Exceptional, (8 reviews)
"My wife and I absolutely love this place, the privacy, its vibe and the peaceful solitude. Our host is excellent and extremely easy to work with. "
United States
Pauley D.
The price is NZ$282
includes taxes & fees
8 June - 9 June
3- bedroom 2 baths Barndominium in Cushing- Country/Western/Music/Pet Friendly

Western 405 (new build)

Western 405 (new build)
Stillwater
10.0 out of 10, Exceptional, (45 reviews)
"The house is decorated so nice and makes you feel right at home as soon as you walk in. Definitely will be staying again "
United States
Pamela P.
The price is NZ$500
includes taxes & fees
7 June - 8 June
Western 405 (new build)

The Orange Door Boarding House

The Orange Door Boarding House
Guthrie
10.0 out of 10, Exceptional, (2 reviews)
"Close to all we needed and really cute historic town. "
United States
Tamara V.
The price is NZ$268
includes taxes & fees
8 June - 9 June
The Orange Door Boarding House

Oklahoma State University Boone Pickens stadium1.3 miles away.

Oklahoma State University Boone Pickens stadium1.3 miles away.
Stillwater
10.0 out of 10, Exceptional, (65 reviews)
"Absolutely loved our stay. Cutest little cottage with an amazing backyard space. The cottage was clean, quiet, and absolutely welcoming. We will definitely stay here again."
United States
Amy
The price is NZ$338
includes taxes & fees
29 June - 30 June
Oklahoma State University Boone Pickens stadium1.3 miles away.

Charming 1-bedroom house in Stillwater

Charming 1-bedroom house in Stillwater
Stillwater
10.0 out of 10, Exceptional, (6 reviews)
"Absolutely reccomend this stay! So much so we booked it again before we even left no need to look elsewhere!! "
United States
Kelsey W.
The price is NZ$318
includes taxes & fees
7 June - 8 June
Charming 1-bedroom house in Stillwater

The Gibby | Stilly Retreat with NEW Game Room!

The Gibby | Stilly Retreat with NEW Game Room!
Stillwater
10.0 out of 10, Exceptional, (29 reviews)
"The Gibby was perfect for our family to come see our son who is a student at OSU. Highly recommend!!"
United States
Carrie T.
The price is NZ$651
includes taxes & fees
10 June - 11 June
The Gibby | Stilly Retreat with NEW Game Room!

Vintage 405 • New Construction

Vintage 405 • New Construction
Stillwater
10.0 out of 10, Exceptional, (3 reviews)
"The property was absolutely immaculate and could not have been better appointed. The hosts were extremely responsive, helpful, kind, and have thought of everything. We will very happily rent this property again!"
United States
Christian L.
The price is NZ$478
includes taxes & fees
9 June - 10 June
Vintage 405 • New Construction

Cowboy Luxe - Chic Studio Apartment

Cowboy Luxe - Chic Studio Apartment
Stillwater
10.0 out of 10, Exceptional, (5 reviews)
"This is a great place to stay! It was quiet, convenient, and parking was easy. Our host was super communicative and check-in/check-out was a breeze. I highly recommend."
United States
Carol Ann C.
The price is NZ$370
includes taxes & fees
7 June - 8 June
Cowboy Luxe - Chic Studio Apartment

Avery’s Place — Perfect Base for Games & Getaways

Avery’s Place — Perfect Base for Games & Getaways
Stillwater
The price is NZ$448
includes taxes & fees
8 June - 9 June
Avery’s Place — Perfect Base for Games & Getaways
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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Find out more about Tryon

Everything you need to know about Tryon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Tryon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tryon holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Tryon holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tryon. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Tryon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tryon holiday rentals we have selected for you start as low as NZ$199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Tryon rentals

At Expedia, we put the best Tryon holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Tryon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tryon holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tryon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Oklahoma State University Boone Pickens stadium1.3 miles away. : This holiday home rental outside of Tryon is equipped with a patio, air conditioning and WiFi to help you feel comfortable during your stay. 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.

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. McKnight Center for the Performing Arts and Langston 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.