Tryon Vacation Rentals

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Tryon vacation homes

A kitchen with a stainless steel refrigerator, a built-in oven, a microwave, and a sink with a modern faucet.

1. 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
10.0 out of 10, Exceptional, (91 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 $128
CA $146 total
includes taxes & fees
Nov 16 - Nov 17
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
A deck with a grill, a table with chairs, and a small shed.

2. 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 $124
CA $296 total
includes taxes & fees
Nov 22 - Nov 23
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
A modern hotel room with a bed, bedside table, lamp, and a view of the outside.

3. 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 $118
CA $371 total
includes taxes & fees
Nov 18 - Nov 19
Modern Boxabl Casita | Stillwater OK | Pasadera 3
A modern bedroom with a bed, bedside tables, and a bedside lamp.

4. 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 $125
CA $369 total
includes taxes & fees
Nov 18 - Nov 19
Modern Boxabl Casita | Stillwater OK | Pasadera 5
A modern bedroom with a bed, bedside table, and a bench. There is a kitchen area with a dining table, chairs, and a refrigerator.

5. Modern Boxabl Casita | Stillwater OK | Pasadera 1

Modern Boxabl Casita | Stillwater OK | Pasadera 1
Stillwater
The price is CA $148
CA $407 total
includes taxes & fees
Nov 16 - Nov 17
Modern Boxabl Casita | Stillwater OK | Pasadera 1
An outdoor patio with a wooden deck, a metal table, two metal chairs, and a barbecue grill.

6. 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, (25 reviews)
"Great accommodations for my purposes. Good location, quiet but not far from amenities."
United States
April
The price is CA $167
CA $247 total
includes taxes & fees
Nov 19 - Nov 20
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
An outdoor patio with a wooden deck, a metal table, two metal chairs, and a barbecue grill.

7. 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 $158
CA $236 total
includes taxes & fees
Dec 1 - Dec 2
Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
A narrow hallway with a white door, a white cabinet, and a black-framed sliding door leading to a balcony.

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 $128
CA $293 total
includes taxes & fees
Nov 17 - Nov 18
Boho 405 - DI Home Rentals
A rustic wooden cabin with a metal roof, a small porch, and a table with chairs.

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.
The price is CA $171
CA $227 total
includes taxes & fees
Nov 15 - Nov 16
3- bedroom 2 baths Barndominium in Cushing- Country/Western/Music/Pet Friendly
A dark wooden door with a green wreath, a 'WELCOME' sign, and a potted plant.

10. 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 $146
CA $300 total
includes taxes & fees
Nov 17 - Nov 18
The Tiny Home on Route 66 - Cozy 2 bed with WiFi
A spacious living area with a ceiling fan, a patterned rug, and a dining table.

11. 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 $173
CA $360 total
includes taxes & fees
Nov 29 - Nov 30
Crazy Cow Farmhouse with Sweeping Country Views in Chandler, OK
A modern bedroom with a bed, bedside table, and a bench. There is a small kitchen area with a sink, stove, and cabinets.

12. Modern Boxabl Casita | Stillwater OK | Pasadera 2

Modern Boxabl Casita | Stillwater OK | Pasadera 2
Stillwater
10.0 out of 10, Exceptional, (2 reviews)
"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 $118
CA $371 total
includes taxes & fees
Nov 17 - Nov 18
Modern Boxabl Casita | Stillwater OK | Pasadera 2
A modern bedroom with a bed, bedside tables, and a bedside lamp.

13. 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 $135
CA $392 total
includes taxes & fees
Nov 17 - Nov 18
Modern Boxabl Casita | Stillwater OK | Pasadera 6
A modern hotel room with a bed, bedside table, bench, and a small dining area with chairs.

14. 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 $132
CA $388 total
includes taxes & fees
Nov 18 - Nov 19
Modern Boxabl Casita | Stillwater OK | Pasadera 12
A modern bedroom with a bed, bedside tables, and a bedside lamp.

15. 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 $125
CA $369 total
includes taxes & fees
Nov 17 - Nov 18
Modern Boxabl Casita | Stillwater OK | Pasadera 8
Exterior (front)

16. Western 405 (new build)

Western 405 (new build)
Stillwater
10.0 out of 10, Exceptional, (51 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 CA $185
CA $436 total
includes taxes & fees
Nov 17 - Nov 18
Western 405 (new build)
A modern living space with a kitchen, dining area, and seating area.

17. Modern Boxabl Casita | Stillwater OK | Pasadera 11

Modern Boxabl Casita | Stillwater OK | Pasadera 11
Stillwater
The price is CA $120
CA $372 total
includes taxes & fees
Nov 18 - Nov 19
Modern Boxabl Casita | Stillwater OK | Pasadera 11
A modern kitchen with a central island, dark countertops, and stainless steel appliances.

18. Vintage 405 • New Construction

Vintage 405 • New Construction
Stillwater
10.0 out of 10, Exceptional, (5 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 CA $171
CA $419 total
includes taxes & fees
Nov 19 - Nov 20
Vintage 405 • New Construction
A modern bedroom with a bed, bedside tables, and a bedside lamp.

19. Modern Boxabl Casita | Stillwater OK | Pasadera 7

Modern Boxabl Casita | Stillwater OK | Pasadera 7
Stillwater
The price is CA $132
CA $378 total
includes taxes & fees
Nov 18 - Nov 19
Modern Boxabl Casita | Stillwater OK | Pasadera 7
A covered porch with a ceiling fan, a table, and two chairs.

20. Perfect 1-bedroom townhome in a peaceful, country setting, yet so close to town.

Perfect 1-bedroom townhome in a peaceful, country setting, yet so close to town.
Stillwater
10.0 out of 10, Exceptional, (11 reviews)
"Very comfortable, clean, and convenient!"
United States
Laura L.
The price is CA $201
CA $309 total
includes taxes & fees
Nov 16 - Nov 17
Perfect 1-bedroom townhome in a peaceful, country setting, yet so close to town.
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.
View all properties

Top reviews in Tryon

A building with a brick exterior, large windows, and a patio area with outdoor furniture.
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

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