Search Vacation Homes in Tryon

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Tryon vacation homes

Fridge, microwave, oven, stovetop
Benham Bunkhouse, Close to OSU & Downtown

Vacation Home in Stillwater

Benham Bunkhouse, Close to OSU & Downtown
2.0 star property
10.0 out of 10, Exceptional, (1)
"The host was very welcoming and accommodating and the house was in great condition. The host was also very good at communicating "
United Kingdom
Cole B.
$302 nightly
The price is $302
Dec 14 - Dec 15
Total with taxes and fees
Benham Bunkhouse, Close to OSU & Downtown
Terrace/patio
2-bedroom 1 bath Barndominium in Cushing- Country/Western/Music/Pet Friendly

Vacation Home in Cushing

2-bedroom 1 bath Barndominium in Cushing- Country/Western/Music/Pet Friendly
10.0 out of 10, Exceptional, (5)
$101 nightly
The price is $105
Dec 15 - Dec 16
Total with taxes and fees
2-bedroom 1 bath Barndominium in Cushing- Country/Western/Music/Pet Friendly
Fridge, microwave, oven, stovetop
Copper Ridge Retreat/Private 2 Bedroom 1.5 Baths Pet Friendly w/fenced back yard

Vacation Home in Stillwater

Copper Ridge Retreat/Private 2 Bedroom 1.5 Baths Pet Friendly w/fenced back yard
2.0 star property
9.4 out of 10, Exceptional, (3)
"Very clean, exactly how the property was described. Would stay again. "
United States
Amanda P.
$131 nightly
The price is $137
Dec 14 - Dec 15
Total with taxes and fees
Copper Ridge Retreat/Private 2 Bedroom 1.5 Baths Pet Friendly w/fenced back yard
Property grounds
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly

Vacation Home in Cushing

Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
9.8 out of 10, Exceptional, (59)
"We loved our stay! Had so much fun with the old arcade."
United States
Davi B.
$92 nightly
The price is $99
Dec 26 - Dec 27
Total with taxes and fees
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
Terrace/patio
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!

Vacation Home in Perkins

Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
9.6 out of 10, Exceptional, (32)
"This was in a great location and easy to get to. Perfect for an over night stay. "
United States
Jerica B.
$207 nightly
The price is $217
Dec 14 - Dec 15
Total with taxes and fees
Hilltop Stargazer = OSU Stilly casino Golf sunsets & No dirt rds + a Big yard!
Private kitchen
2 King Bed OSU Rental House

Vacation Home in Stillwater

2 King Bed OSU Rental House
10.0 out of 10, Exceptional, (6)
"House is amazing and its in a great location "
United States
Alexie & Malik C.
$227 nightly
The price is $260
Dec 14 - Dec 15
Total with taxes and fees
2 King Bed OSU Rental House
Fridge, microwave, oven, stovetop
Boho 405 - DI Home Rentals

Vacation Home in Stillwater

Boho 405 - DI Home Rentals
10.0 out of 10, Exceptional, (65)
"Perfect quaint place for our short stay in Stillwater!"
United States
Ashley E.
$171 nightly
The price is $195
Jan 1 - Jan 2, 2026
Total with taxes and fees
Boho 405 - DI Home Rentals
Living area
Vintage 405 • New Construction

Vacation Home in Stillwater

Vintage 405 • New Construction
10.0 out of 10, Exceptional, (1)
$275 nightly
The price is $314
Dec 21 - Dec 22
Total with taxes and fees
Vintage 405 • New Construction
Fridge, microwave, oven, stovetop
Cozy & Updated home half mile from OSU!

Vacation Home in Stillwater

Cozy & Updated home half mile from OSU!
9.6 out of 10, Exceptional, (51)
"Lovely home located in an established neighborhood. Very close to town and OSU. We had a wonderful stay in a well run rental. I would stay again."
United States
Paul
$254 nightly
The price is $291
Dec 15 - Dec 16
Total with taxes and fees
Cozy & Updated home half mile from OSU!
Outdoor dining
Oklahoma State University Boone Pickens stadium1.3 miles away.

Vacation Home in Stillwater

Oklahoma State University Boone Pickens stadium1.3 miles away.
10.0 out of 10, Exceptional, (45)
"A perfect place to stay for my father and I while working in town. "
United States
Randell
$175 nightly
The price is $200
Jan 5 - Jan 6, 2026
Total with taxes and fees
Oklahoma State University Boone Pickens stadium1.3 miles away.
Exterior detail
Cowboy Bungalow - Walking Distance to Campus

Vacation Home in Stillwater

Cowboy Bungalow - Walking Distance to Campus
2.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed last minute to visit our daughter at OSU. It was the perfect location, walking distance to the campus and game. Communication with the host was quick and easy. House was clean and so cute! "
United States
Traci Z.
$264 nightly
The price is $302
Dec 14 - Dec 15
Total with taxes and fees
Cowboy Bungalow - Walking Distance to Campus
Fridge, microwave, oven, stovetop
The Gibby | Stilly Retreat with NEW Game Room!

Vacation Home in Stillwater

The Gibby | Stilly Retreat with NEW Game Room!
10.0 out of 10, Exceptional, (25)
"Great place to stay… we will be back!! Very clean and great communication with the property owner. "
United States
Keith P.
$357 nightly
The price is $384
Dec 16 - Dec 17
Total with taxes and fees
The Gibby | Stilly Retreat with NEW Game Room!
Private kitchen
Silver Leaf

Vacation Home in Stillwater

Silver Leaf
10.0 out of 10, Exceptional, (2)
"Great house and nice quiet area. Fantastic people to work with. Would definitely recommend staying here! "
United States
Marie H.
$275 nightly
The price is $314
Dec 21 - Dec 22
Total with taxes and fees
Silver Leaf
TV
Stillwater Cottage

Vacation Home in Stillwater

Stillwater Cottage
10.0 out of 10, Exceptional, (1)
"Host was very helpfully and kind! Cute comfy house."
United States
Jakki M.
$285 nightly
The price is $326
Dec 15 - Dec 16
Total with taxes and fees
Stillwater Cottage
Interior
Western 405 (new build)

Vacation Home in Stillwater

Western 405 (new build)
10.0 out of 10, Exceptional, (42)
"I highly recommend this gorgeous home and it's owner/manager!"
United States
teresa n.
$300 nightly
The price is $343
Jan 4 - Jan 5, 2026
Total with taxes and fees
Western 405 (new build)
Interior
Luxury Cottage Getaway

Vacation Home in Stillwater

Luxury Cottage Getaway
10.0 out of 10, Exceptional, (16)
"Great location. House brilliantly decorated. Loved the loft, bathroom, and hot tub. "
United States
Ben D.
$193 nightly
The price is $202
Dec 21 - Dec 22
Total with taxes and fees
Luxury Cottage Getaway
Interior
Newly Remodel - 1 Mile to Stadium-Sleeps 8

Vacation Home in Stillwater

Newly Remodel - 1 Mile to Stadium-Sleeps 8
9.6 out of 10, Exceptional, (44)
"Great location!!! And the neighborhood was so quite."
United States
Cynthia C.
$291 nightly
The price is $333
Dec 14 - Dec 15
Total with taxes and fees
Newly Remodel - 1 Mile to Stadium-Sleeps 8
Fridge, microwave, oven, stovetop
Cowboy Country Comfort – Your Home for the Holidays Near Downtown & Events

Vacation Home in Stillwater

Cowboy Country Comfort – Your Home for the Holidays Near Downtown & Events
10.0 out of 10, Exceptional, (3)
"Great place to stay with great communication !!!"
United States
Anonymous traveler
$328 nightly
The price is $351
Dec 14 - Dec 15
Total with taxes and fees
Cowboy Country Comfort – Your Home for the Holidays Near Downtown & Events
Fridge, microwave, stovetop, dishwasher
Nestled Victorian Historic Area

Vacation Home in Guthrie

Nestled Victorian Historic Area
9.0 out of 10, Wonderful, (12)
"An awesome property would highly recommend "
United States
Raymond
$217 nightly
The price is $235
Dec 18 - Dec 19
Total with taxes and fees
Nestled Victorian Historic Area
Outdoor dining
The Field House- Sleeps 10

Vacation Home in Stillwater

The Field House- Sleeps 10
9.6 out of 10, Exceptional, (60)
"Perfect spot to stay"
United States
Michael W.
$265 nightly
The price is $302
Dec 14 - Dec 15
Total with taxes and fees
The Field House- Sleeps 10
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

Wyndham Garden Stillwater

Wyndham Garden Stillwater

10/10 Excellent
"Good "
Dennis 1-night trip
Posted 2 days ago
Wyndham Garden Stillwater

Find out more about Tryon

Tryon Vacation Homes information

Number of reviews
458
Accommodation
108 Vacation Homes
Lowest Price
$99
Highest Price
$384

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