Winchester Vacation Rentals

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Check prices for these dates

Tonight
Dec 8 - Dec 9
Tomorrow
Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Vacation Rentals in Winchester

Dining
Spacious 5-bedroom house, 2 living areas, in Tulsa, centralized location!

Vacation Home in South Tulsa

8.4 out of 10, Very Good, (10)
"Very nice place very well stocked could use some cleaning outside. "
United States
Shannon W.
The price is ￥39,609
￥76,345 total
includes taxes & fees
Dec 9 - Dec 10
Spacious 5-bedroom house, 2 living areas, in Tulsa, centralized location!
Exterior
Cozy house in Tulsa - 10 min to major HWY& Malls. 7- 9 miles to major hospitals

Vacation Home in South Tulsa

9.6 out of 10, Exceptional, (88)
"Our stay was was very nice and. The home had everything we needed, the house was neat quieter than expected and clean."
United States
TJ
Cozy house in Tulsa - 10 min to major HWY& Malls. 7- 9 miles to major hospitals
Interior
This house is a 4 bedroom(s), 2 bathrooms, located in Tulsa, OK.

Vacation Home in South Tulsa

9.0 out of 10, Wonderful, (42)
"Yes everything was as described in the home description and for what we needed. Host was willing to help if needed. Definitely will stay again "
United States
Kyle
This house is a 4 bedroom(s), 2 bathrooms, located in Tulsa, OK.
Outdoor dining
Nice 4-bedroom house with large rooms in Broken Arrow

Vacation Home in Broken Arrow

2.0 star property
Nice 4-bedroom house with large rooms in Broken Arrow
Property grounds
Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa

Vacation Home in South Tulsa

10.0 out of 10, Exceptional, (29)
"The property was cozy and it's very clean"
United States
Jennifer L.
The price is ￥17,863
￥25,021 total
includes taxes & fees
Dec 9 - Dec 10
Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa
Interior
7,000 Sqft At 'The Columns' Estate In South Tulsa

Vacation Home in South Tulsa

8.8 out of 10, Excellent, (99)
"Good spacious place. As noted by others, in need of some repairs and remodels to be exquisite, but overall just fine for our group. One AC unit didn't work, but cranking down the others compensated enough. One garbage can was already full when we checked in, so we had no place for some of our trash at the end of the weekend. There were hardly any dinner forks. Things like that. Otherwise, overall it was a great weekend."
United States
John T.
7,000 Sqft At 'The Columns' Estate In South Tulsa
Dining
Beautifully Remodeled 3-Bedroom Cozy Home!!

Vacation Home in Broken Arrow

9.6 out of 10, Exceptional, (37)
"This is the second year in a row that we have stayed here and just like last year it was perfect. The house was clean and just what we needed while we visited family in the area. We will stay here again."
United States
Michael D.
The price is ￥18,034
￥39,743 total
includes taxes & fees
Dec 9 - Dec 10
Beautifully Remodeled 3-Bedroom Cozy Home!!
Interior
We're All Mad Here! - A Wonderland Escape in Tulsa

Vacation Home in South Tulsa

9.6 out of 10, Exceptional, (4)
"THE ALICE AND WONDERLAND THEME WAS CUTE AND A EXPERIENCE. COMFY BED. QUITE NEIGHBORHOOD, CLOSE TO EVERYTHING"
United States
Phyllis E.
The price is ￥15,533
￥42,924 total
includes taxes & fees
Dec 9 - Dec 10
We're All Mad Here! - A Wonderland Escape in Tulsa
Fridge, microwave, oven, stovetop
4 Bedroom spacious and peaceful house!

Vacation Home in South Tulsa

7.8 out of 10, Good, (33)
"Location was great for the conference I attended and very quiet to get the rest needed"
United States
Christina T.
The price is ￥18,174
￥42,769 total
includes taxes & fees
Dec 9 - Dec 10
4 Bedroom spacious and peaceful house!
5 bedrooms, iron/ironing board, free WiFi, bed sheets
Grotto @ Southern Hills W/Pool & Hot Tub

Vacation Home in South Tulsa

10.0 out of 10, Exceptional, (6)
"Beautiful home. My family all gathered there and had a great time swimming and playing games at the house. We had a great time at The Gathering Place as well. "
United States
David E.
Grotto @ Southern Hills W/Pool & Hot Tub
Exterior
Traveler's Delight! Southern Hills/ORU/RiverSpirit

Vacation Home in South Tulsa

10.0 out of 10, Exceptional, (15)
"Nice, clean, spacious house! "
United States
Rebecca C.
The price is ￥27,338
￥64,322 total
includes taxes & fees
Dec 9 - Dec 10
Traveler's Delight! Southern Hills/ORU/RiverSpirit
Living area
Newly Built Modern Getaway on Private Acreage!

Vacation Home in Tulsa

10.0 out of 10, Exceptional, (4)
"Great place! Would definitely come back to this location!"
United States
Roger H.
The price is ￥16,776
￥43,935 total
includes taxes & fees
Dec 9 - Dec 10
Newly Built Modern Getaway on Private Acreage!
Fridge, microwave, oven, stovetop
King Suite-4 Bedroom-Brookside-Riverside

Vacation Home in South Tulsa

9.4 out of 10, Exceptional, (11)
"Nice place. "
United States
Roger B.
The price is ￥23,461
￥52,964 total
includes taxes & fees
Dec 9 - Dec 10
King Suite-4 Bedroom-Brookside-Riverside
Terrace/patio
"The Big Cozy"- WiFi, Hot tub, Grill, Sleeps 8

Vacation Home in South Tulsa

9.4 out of 10, Exceptional, (29)
"Great experience. Will stay again!"
United States
Stephen C.
The price is ￥19,152
￥33,666 total
includes taxes & fees
Dec 9 - Dec 10
"The Big Cozy"- WiFi, Hot tub, Grill, Sleeps 8
Smart TV, fireplace, books
Luxury Southern Hills Home w/Pool great place for staycations,,,

Vacation Home in South Tulsa

9.6 out of 10, Exceptional, (35)
"Very comfortable and quiet location, everyone enjoyed the pool and back yard!"
United States
Jesse S.
Luxury Southern Hills Home w/Pool great place for staycations,,,
Outdoor dining
Comfy Hangout House - Sleeps 16 - Pool & Hot Tub!

Vacation Home in Broken Arrow

10.0 out of 10, Exceptional, (6)
"The stay was great. The house was clean. Loved the patio area. Lots of space great area "
United States
Ciera S.
Comfy Hangout House - Sleeps 16 - Pool & Hot Tub!
Fridge, microwave, oven, stovetop
5 bedroom 3 bath hot tub. 7 beds 6 cars parking and fenced yard .

Vacation Home in South Tulsa

9.8 out of 10, Exceptional, (7)
"My family and I enjoyed our stay. Great south Tulsa location and quiet neighborhood. "
United States
Iris G.
5 bedroom 3 bath hot tub. 7 beds 6 cars parking and fenced yard .
Fridge, microwave, oven, stovetop
Groovy Getaway - Retro Vibes and Modern Comfort

Vacation Home in South Tulsa

The price is ￥15,378
￥40,211 total
includes taxes & fees
Dec 9 - Dec 10
Groovy Getaway - Retro Vibes and Modern Comfort
Private kitchen
New! 5/3 with Hot tub, Arcade, Playground, Coffee bar, large TV and dining table

Vacation Home in South Tulsa

10.0 out of 10, Exceptional, (12)
"My family had a relaxing and comfortable stay. Great property, great location, we would stay here again when we're in the area!"
United States
Cerenity C.
The price is ￥18,054
￥75,553 total
includes taxes & fees
Dec 9 - Dec 10
New! 5/3 with Hot tub, Arcade, Playground, Coffee bar, large TV and dining table
Exterior
4 Bedroom Family-Friendly Retreat w/ Yard

Vacation Home in Broken Arrow

10.0 out of 10, Exceptional, (1)
"Wonderful home and host. Very clean and comfortable. Quiet neighborhood that was less than 5 miles to everywhere we needed to go. Great for families with little ones. Although it's pet friendly, it did not smell like it or have fur anywhere. Great find!"
United States
Richard & Marjorie M.
The price is ￥22,545
￥56,603 total
includes taxes & fees
Jan 4 - Jan 5, 2026
4 Bedroom Family-Friendly Retreat w/ Yard
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 Winchester Hotel Reviews

River Spirit Casino Resort

River Spirit Casino Resort

10/10 Excellent
"Very clean. Staff was very helpful. Enjoyed our stay very much."
Wilma 1-night trip
Posted 3 days ago
River Spirit Casino Resort

Find out more about Winchester

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Frequently asked questions

Can I find vacation rentals in Winchester?

Yes, we have vacation rentals near top attractions in Winchester, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals that Winchester has to offer?

Spacious 5-bedroom house, 2 living areas, in Tulsa, centralized location!: This vacation home rental outside of Winchester offers a fireplace, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Winchester?

Explore the area and family-friendly sights such as Oklahoma Aquarium, or get out into nature at a spot like Hawthorn Park. In the larger area, you’ll find Oklahoma State University Institute of Technology and Okmulgee State Park.

What’s a vacation rental in Winchester like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Winchester. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family trips.