Tryon Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Tryon vacation rentals

A rectangular outdoor storage unit with a glass top and wicker sides, against a red background.

1. 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, (7 reviews)
"This was probably the best stay I've ever had will definitely come back to stay here on future trips!"
United States
Carlos
The price is CA $136
CA $186 total
includes taxes & fees
Nov 11 - Nov 12
Secluded cottage on 8 acres at Bell Cow Lake. Come let your cares slip away!
A modern apartment with a kitchen, dining area, and living room.

2. Modern Boxabl Casita | Stillwater OK | Pasadera 6

Modern Boxabl Casita | Stillwater OK | Pasadera 6
Stillwater
10.0 out of 10, Exceptional, (3 reviews)
"Cute place to stay close to OSU campus. Better than a hotel room...more spacious and had a kitchen. Will come back!"
United States
Joanna
The price is CA $122
CA $364 total
includes taxes & fees
Nov 10 - Nov 11
Modern Boxabl Casita | Stillwater OK | Pasadera 6
A kitchen with a stainless steel refrigerator, a built-in oven, a microwave, and a sink with a modern faucet.

3. 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, (90 reviews)
"Stayed one night for a visit to OSU. Great place, clean, tidy and just what we needed."
United States
Robert
The price is CA $127
CA $156 total
includes taxes & fees
Nov 9 - Nov 10
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
A single-story house with a porch, a door, and a small window.

4. 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, (42 reviews)
"We have stayed here twice now! The place is always clean and the host is quick to respond and very communicative! The house is the perfect size for our group and we always have a fun time!"
United States
Sydney D.
The price is CA $123
CA $292 total
includes taxes & fees
Nov 9 - Nov 10
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a round table and chairs.

5. Modern Boxabl Casita | Stillwater OK | Pasadera 3

Modern Boxabl Casita | Stillwater OK | Pasadera 3
Stillwater
9.4 out of 10, Exceptional, (3 reviews)
"First time staying in a tiny home and I loved it!"
United States
Desi I.
The price is CA $114
CA $364 total
includes taxes & fees
Nov 9 - Nov 10
Modern Boxabl Casita | Stillwater OK | Pasadera 3
A modern kitchen with a central island, built-in appliances, and a large window.

6. Modern Boxabl Casita | Stillwater OK | Pasadera 1

Modern Boxabl Casita | Stillwater OK | Pasadera 1
Stillwater
The price is CA $127
CA $380 total
includes taxes & fees
Nov 9 - Nov 10
Modern Boxabl Casita | Stillwater OK | Pasadera 1
A wooden deck with a railing, a door, and a small patio area with a table and chairs.

7. 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)
"Super clean and cute place to stay !"
United States
Lacee M.
The price is CA $145
CA $298 total
includes taxes & fees
Nov 9 - Nov 10
The Tiny Home on Route 66 - Cozy 2 bed with WiFi
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

8. 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.
The price is CA $127
CA $291 total
includes taxes & fees
Nov 9 - Nov 10
Boho 405 - DI Home Rentals
Interior

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

Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
Stillwater
9.6 out of 10, Exceptional, (45 reviews)
"Safe, close to OK state, comforatbale"
United States
James
The price is CA $154
CA $232 total
includes taxes & fees
Nov 9 - Nov 10
Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
Living room with open concept dining.

10. 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, (24 reviews)
"Great accommodations for my purposes. Good location, quiet but not far from amenities."
United States
April
The price is CA $165
CA $245 total
includes taxes & fees
Nov 19 - Nov 20
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
A living room with a television, a fireplace, a ceiling fan, and a couch.

11. 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.
The price is CA $170
CA $225 total
includes taxes & fees
Nov 9 - Nov 10
3- bedroom 2 baths Barndominium in Cushing- Country/Western/Music/Pet Friendly
A modern apartment with a kitchen, dining area, and living room.

12. Modern Boxabl Casita | Stillwater OK | Pasadera 5

Modern Boxabl Casita | Stillwater OK | Pasadera 5
Stillwater
10.0 out of 10, Exceptional, (2 reviews)
"New clean quiet close to Boone picken stadium"
United States
julie m.
The price is CA $114
CA $355 total
includes taxes & fees
Nov 9 - Nov 10
Modern Boxabl Casita | Stillwater OK | Pasadera 5
A modern kitchen with white cabinets, a black refrigerator, and a wooden dining table with chairs.

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

Crazy Cow Farmhouse with Sweeping Country Views in Chandler, OK
Chandler
9.6 out of 10, Exceptional, (23 reviews)
"Our family had a very comfortable stay! We would stay again."
United States
Katey A.
The price is CA $172
CA $357 total
includes taxes & fees
Nov 9 - Nov 10
Crazy Cow Farmhouse with Sweeping Country Views in Chandler, OK
A modern apartment with a kitchen, dining area, and living room.

14. Modern Boxabl Casita | Stillwater OK | Pasadera 8

Modern Boxabl Casita | Stillwater OK | Pasadera 8
Stillwater
10.0 out of 10, Exceptional, (1 review)
"Will stay here again"
United States
Justin M.
The price is CA $114
CA $355 total
includes taxes & fees
Nov 9 - Nov 10
Modern Boxabl Casita | Stillwater OK | Pasadera 8
A modern, open-plan living space with a kitchen, dining area, and a bedroom.

15. Modern Boxabl Casita | Stillwater OK | Pasadera 2

Modern Boxabl Casita | Stillwater OK | Pasadera 2
Stillwater
10.0 out of 10, Exceptional, (1 review)
"I stayed while attending parent’s weekend at OSU and it was a great find! It was nice to have a less crowded and more affordable option during such a busy weekend. It was an easy 15 minute drive to my daughter’s dorm. The place is adorable, comfortable, and perfect size for 1 or 2 people."
United States
Erin S.
The price is CA $114
CA $364 total
includes taxes & fees
Nov 9 - Nov 10
Modern Boxabl Casita | Stillwater OK | Pasadera 2
A modern kitchen with a dining table, chairs, a washing machine, and a refrigerator.

16. Modern Boxabl Casita | Stillwater OK | Pasadera 12

Modern Boxabl Casita | Stillwater OK | Pasadera 12
Stillwater
10.0 out of 10, Exceptional, (1 review)
"Just South of Stillwater, tucked back in off the road sits a peaceful, clean, mini-home.We loved it!CleanFull FridgeWasher/DryerFantastic showerMore than what we expected!The host was great communicating before we got there, after we arrived, and once we left.We will 100% be staying here again when we travel back to Oklahoma State University!"
United States
Robert R.
The price is CA $116
CA $366 total
includes taxes & fees
Nov 10 - Nov 11
Modern Boxabl Casita | Stillwater OK | Pasadera 12
A modern kitchen with a large island, dark cabinets, stainless steel appliances, and pendant lighting.

17. Western 405 (new build)

Western 405 (new build)
Stillwater
10.0 out of 10, Exceptional, (51 reviews)
"Nicest place in Stillwater for weekend visits. 10/10. Highly recommended. We will be back."
United States
Josh J.
The price is CA $184
CA $432 total
includes taxes & fees
Nov 10 - Nov 11
Western 405 (new build)
A modern kitchen with a wooden countertop, a refrigerator, and a dining area with chairs and a table.

18. NEW GAME ROOM Quiet, Comfortable, Spacious Home Near OSU!

NEW GAME ROOM Quiet, Comfortable, Spacious Home Near OSU!
Stillwater
10.0 out of 10, Exceptional, (5 reviews)
"Sabrina is a wonderful host, responds quickly, and adds lots of thoughtful touches to the home. The home is clean and we enjoyed our stay. We would stay here again. "
United States
Kacie B.
The price is CA $163
CA $445 total
includes taxes & fees
Nov 9 - Nov 10
NEW GAME ROOM Quiet, Comfortable, Spacious Home Near OSU!
A modern kitchen with white cabinets, a black island, and a stainless steel oven.

19. Traveler House · New Build

Traveler House · New Build
Stillwater
10.0 out of 10, Exceptional, (16 reviews)
"Brand new property with nice exterior/interior and amenities. Nice size bedrooms and bathrooms. Property is located close to police department and downtown Stillwater."
United States
Matt R.
The price is CA $177
CA $424 total
includes taxes & fees
Nov 16 - Nov 17
Traveler House · New Build
A bedroom with a bed, a bookshelf, and a view of the outdoors.

20. 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
9.8 out of 10, Exceptional, (8 reviews)
"Great location! Great hosts and very clean-bed was extremely comfortable!!"
United States
Michelle B.
The price is CA $254
CA $362 total
includes taxes & fees
Nov 10 - Nov 11
Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.
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

An indoor swimming pool with clear lanes, a tiled floor, and a ceiling with recessed lighting.
Hampton Inn & Suites Stroud

Hampton Inn & Suites Stroud

Hampton Inn & Suites Stroud
Stroud

10/10 Excellent

Exceptional like-new facility, beautiful large room/suite. Super clean and lovely helpful staff. Great value!
Canada
Sandra
Reviewed March 29, 2026
Hampton Inn & Suites Stroud

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tryon vacation rentals we have selected for you start as low as CA $114 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 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.