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Tryon Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Tryon vacation rentals

1. 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
9.8 out of 10, Exceptional, (18 reviews)
"Great accommodations for my purposes. Good location, quiet but not far from amenities."
United States
April
$148 nightly
The price is $154
Sep 29 - Sep 30
Total with taxes and fees
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a round table and chairs.

2. Modern Boxabl Casita | Stillwater OK | Pasadera 3

Modern Boxabl Casita | Stillwater OK | Pasadera 3
Stillwater
10.0 out of 10, Exceptional, (2 reviews)
"First time staying in a tiny home and I loved it!"
United States
Desi I.
$232 nightly
The price is $243
Sep 30 - Oct 1
Total with taxes and fees
Modern Boxabl Casita | Stillwater OK | Pasadera 3
A modern living room with a sofa, a dining table, and a bed.

3. Modern Boxabl Casita | Stillwater OK | Pasadera 5

Modern Boxabl Casita | Stillwater OK | Pasadera 5
Stillwater
10.0 out of 10, Exceptional, (1 review)
"New clean quiet close to Boone picken stadium"
United States
julie m.
$207 nightly
The price is $217
Sep 30 - Oct 1
Total with taxes and fees
Modern Boxabl Casita | Stillwater OK | Pasadera 5
A kitchen with a stainless steel refrigerator, a built-in oven, a microwave, and a sink with a modern faucet.

4. 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, (89 reviews)
"Stayed one night for a visit to OSU. Great place, clean, tidy and just what we needed."
United States
Robert
$110 nightly
The price is $118
Oct 3 - Oct 4
Total with taxes and fees
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
A modern kitchen with white cabinets, a black refrigerator, and a wooden dining table with chairs.

5. Crazy Cow Farmhouse with Sweeping Country Views in Chandler, OK

Crazy Cow Farmhouse with Sweeping Country Views in Chandler, OK
Chandler
10.0 out of 10, Exceptional, (20 reviews)
"Our family had a very comfortable stay! We would stay again."
United States
Katey A.
$251 nightly
The price is $263
Sep 28 - Sep 29
Total with taxes and fees
Crazy Cow Farmhouse with Sweeping Country Views in Chandler, OK
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

6. Boho 405 - DI Home Rentals

Boho 405 - DI Home Rentals
Stillwater
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful hosts and impeccable properties."
United States
TE T.
$186 nightly
The price is $213
Oct 13 - Oct 14
Total with taxes and fees
Boho 405 - DI Home Rentals
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a dishwasher.

7. 2 King Bed OSU Rental House

2 King Bed OSU Rental House
Stillwater
10.0 out of 10, Exceptional, (23 reviews)
"Great location and great house!"
United States
Katherine E.
$244 nightly
The price is $280
Sep 30 - Oct 1
Total with taxes and fees
2 King Bed OSU Rental House
A single-story house with a porch, a door, and a small window.

8. Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!

Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
Perkins
9.6 out of 10, Exceptional, (40 reviews)
"Perfect, comfortable space for our family! "
United States
Rebecca Diane S.
$207 nightly
The price is $217
Sep 28 - Sep 29
Total with taxes and fees
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
A living room with a television, a fireplace, a ceiling fan, and a couch.

9. 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, (9 reviews)
"Jessica was a fantastic host! Great place to stay and great communication"
United States
Jennifer S.
$144 nightly
The price is $151
Sep 28 - Sep 29
Total with taxes and fees
3- bedroom 2 baths Barndominium in Cushing- Country/Western/Music/Pet Friendly
A hallway with wooden doors, a patterned rug, and a red chair.

10. Secluded cottage on 8 acres at Bell Cow Lake. Come let your cares slip away!

Secluded cottage on 8 acres at Bell Cow Lake. Come let your cares slip away!
Chandler
10.0 out of 10, Exceptional, (5 reviews)
"My daughter stayed in the cottage whe. She attended a wedding at the nearby Rusty Mallard. She thoroughly enjoyed her stay. The host was very responsive."
United States
Gabriela
$130 nightly
The price is $136
Sep 29 - Sep 30
Total with taxes and fees
Secluded cottage on 8 acres at Bell Cow Lake. Come let your cares slip away!
A modern kitchen with a central island, built-in appliances, and a large window.

11. Modern Boxabl Casita | Stillwater OK | Pasadera 1

Modern Boxabl Casita | Stillwater OK | Pasadera 1
Stillwater
$232 nightly
The price is $243
Sep 27 - Sep 28
Total with taxes and fees
Modern Boxabl Casita | Stillwater OK | Pasadera 1
An outdoor patio area with stone pillars, wicker furniture, and potted cacti.

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

Spacious 8 Bedroom w/ Swimming Pool & Indoor Basketball Court. Close to BPS
Stillwater
10.0 out of 10, Exceptional, (1 review)
"It was a very nice home."
United States
Anonymous traveler
$3,907 nightly
The price is $4,090
Sep 28 - Sep 29
Total with taxes and fees
Spacious 8 Bedroom w/ Swimming Pool & Indoor Basketball Court. Close to BPS
A modern bathroom with a shower, a toilet, and a sink.

13. 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, (6 reviews)
"This was absolutely the cutest cleanest place we really enjoyed it if we come back to watch the Acura next year to watch our girls at the lazy we will be back"
United States
Keitha
$142 nightly
The price is $149
Sep 30 - Oct 1
Total with taxes and fees
Downtown Historic Apt. Sleeps 4. Wi-fi. Pets OK!
A bedroom with a bed, a desk, a chair, a TV, and a door leading to another room.

14. Downtown Apt. Wi-FI. Pets OK!

Downtown Apt. Wi-FI. Pets OK!
Guthrie
8.4 out of 10, Very good, (10 reviews)
"Would highly recommend!"
United States
Kimberley B.
$156 nightly
The price is $169
Sep 27 - Sep 28
Total with taxes and fees
Downtown Apt. Wi-FI. Pets OK!
A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a window with blinds.

15. Modern Boxabl Casita | Stillwater OK | Pasadera 4

Modern Boxabl Casita | Stillwater OK | Pasadera 4
Stillwater
$223 nightly
The price is $234
Sep 27 - Sep 28
Total with taxes and fees
Modern Boxabl Casita | Stillwater OK | Pasadera 4
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

16. “Sweet Home Oklahoma” House - Large home with 4 bedrooms and fenced yard+garage!

“Sweet Home Oklahoma” House - Large home with 4 bedrooms and fenced yard+garage!
Chandler
9.8 out of 10, Exceptional, (21 reviews)
"Nice big place would stay again"
United States
Belinda C.
$291 nightly
The price is $328
Sep 28 - Sep 29
Total with taxes and fees
“Sweet Home Oklahoma” House - Large home with 4 bedrooms and fenced yard+garage!
A wooden deck with a railing, a door, and a small patio area with a table and chairs.

17. The Tiny Home on Route 66 - Cozy 2 bed with WiFi

The Tiny Home on Route 66 - Cozy 2 bed with WiFi
Chandler
10.0 out of 10, Exceptional, (25 reviews)
"Great stay! "
United States
Ray H.
$195 nightly
The price is $220
Sep 26 - Sep 27
Total with taxes and fees
The Tiny Home on Route 66 - Cozy 2 bed with WiFi

18. 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, (35 reviews)
"Very clean property everything we needed!!"
United States
Tom J.
$166 nightly
The price is $173
Sep 28 - Sep 29
Total with taxes and fees
Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
A living room with a sofa, coffee table, and a view of the outdoors.

19. Quiet Remodeled Retreat • Near OSU

Quiet Remodeled Retreat • Near OSU
Stillwater
$267 nightly
The price is $267
Oct 6 - Oct 7
Total with taxes and fees
Quiet Remodeled Retreat • Near OSU
A paved walkway leading to a building entrance with a large sign displaying the number 34.

20. 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, (75 reviews)
"Great place to stay ... fantastic host and we absolutely loved the outside sitting area. "
United States
Jennifer F.
$211 nightly
The price is $241
Sep 28 - Sep 29
Total with taxes and fees
Oklahoma State University Boone Pickens stadium1.3 miles away.
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 Tryon Hotel Reviews

Americas Best Value Inn Stillwater

Americas Best Value Inn Stillwater

10/10 Excellent
"Owner was very kind as I needed Help"
James 1-night trip
Posted 1 hour ago
Americas Best Value Inn Stillwater

Find out more about Tryon

Everything you need to know about Tryon vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Tryon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Tryon vacation 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 low season months. For more hustle and bustle, you may prefer to visit Tryon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Tryon rentals

At Expedia, we put the best Tryon vacation 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 vacation.

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 vacation rentals in Tryon?

Yes, you can find vacation rentals close to well known attractions in Tryon, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Tryon?

Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly: This vacation home rental near Tryon offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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. Langston University and Oklahoma State University are a couple of places you'll find in the larger area.

What’s a vacation rental in Tryon like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Tryon. Vacation rentals offer amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.