Winchester Holiday Rentals

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Our top choices for Winchester holiday rentals

Tulsa Area Home w/ Fenced Yard: Pets Welcome!

Tulsa Area Home w/ Fenced Yard: Pets Welcome!
3.0 star property
South Tulsa
The price is AU$572
includes taxes & fees
6 Mar - 7 Mar
Tulsa Area Home w/ Fenced Yard: Pets Welcome!

Traveler's Delight! Southern Hills/ORU/RiverSpirit

Traveler's Delight! Southern Hills/ORU/RiverSpirit
South Tulsa
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful, spacious and comfortable home. Great location. I will stay there again. "
United States
Diana A.
The price is AU$608
includes taxes & fees
15 Feb - 16 Feb
Traveler's Delight! Southern Hills/ORU/RiverSpirit

Paradise awaits. Southern Hills/ORU/River Spirit

Paradise awaits. Southern Hills/ORU/River Spirit
South Tulsa
10.0 out of 10, Exceptional, (10 reviews)
"Clean, great space... as advertised."
Canada
Christopher L.
Paradise awaits. Southern Hills/ORU/River Spirit

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

Spacious 5-bedroom house, 2 living areas, in Tulsa, centralized location!
South Tulsa
9.0 out of 10, Wonderful, (15 reviews)
"Plenty of space for multiple soccer families"
United States
Nicole W.
The price is AU$654
includes taxes & fees
14 Feb - 15 Feb
Spacious 5-bedroom house, 2 living areas, in Tulsa, centralized location!

Charming 3-bedroom house with fitness room in peaceful Broken Arrow

Charming 3-bedroom house with fitness room in peaceful Broken Arrow
Broken Arrow
9.4 out of 10, Exceptional, (11 reviews)
"Nice property, great location."
United States
Crystal S.
The price is AU$497
includes taxes & fees
16 Feb - 17 Feb
Charming 3-bedroom house with fitness room in peaceful Broken Arrow

Stylish home close to golf court & a casino

Stylish home close to golf court & a casino
South Tulsa
10.0 out of 10, Exceptional, (2 reviews)
"Host was great and house was as listed. Will stay again. "
United States
JARROD R.
The price is AU$575
includes taxes & fees
15 Feb - 16 Feb
Stylish home close to golf court & a casino

Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa

Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa
South Tulsa
10.0 out of 10, Exceptional, (31 reviews)
"This VRBO was cozy, clean, and the perfect little getaway spot!"
United States
Sara V.
The price is AU$229
includes taxes & fees
26 Feb - 27 Feb
Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa

Beautifully Remodeled 3-Bedroom Cozy Home!!

Beautifully Remodeled 3-Bedroom Cozy Home!!
Broken Arrow
9.6 out of 10, Exceptional, (45 reviews)
"Cute cozy place! Comfy beds!"
United States
Katelyn M.
The price is AU$360
includes taxes & fees
22 Feb - 23 Feb
Beautifully Remodeled 3-Bedroom Cozy Home!!

Charming 3-bedroom house in Jenks with AC, WiFi. Enjoy your stay

Charming 3-bedroom house in Jenks with AC, WiFi. Enjoy your stay
Jenks
9.4 out of 10, Exceptional, (9 reviews)
"Great"
United States
Josh B.
The price is AU$343
includes taxes & fees
19 Feb - 20 Feb
Charming 3-bedroom house in Jenks with AC, WiFi. Enjoy your stay

King Suite-4 Bedroom-Brookside-Riverside

King Suite-4 Bedroom-Brookside-Riverside
South Tulsa
9.2 out of 10, Wonderful, (12 reviews)
"Nice place. "
United States
Roger B.
The price is AU$454
includes taxes & fees
19 Feb - 20 Feb
King Suite-4 Bedroom-Brookside-Riverside

Comfortable Suite in Tulsa | FREE Breakfast + Fitness Center + Seasonal Outdoor Pool

Comfortable Suite in Tulsa | FREE Breakfast + Fitness Center + Seasonal Outdoor Pool
Tulsa
10.0 out of 10, Exceptional, (1 review)
"Good location"
United States
Gavin H.
The price is AU$269
includes taxes & fees
15 Feb - 16 Feb
Comfortable Suite in Tulsa | FREE Breakfast + Fitness Center + Seasonal Outdoor Pool

Scandi Home by Turnpike - KING Bed, Fast WiFi

Scandi Home by Turnpike - KING Bed, Fast WiFi
Broken Arrow
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay. It was clean, the house was equipped with everything we needed. Would certainly book again for future Oklahoma visits."
United States
Melissa B.
The price is AU$437
includes taxes & fees
10 Mar - 11 Mar
Scandi Home by Turnpike - KING Bed, Fast WiFi

Clean, new, Family Friendly, safe, beautifully decorated, comfortable 💙of Bixby

Clean, new, Family Friendly, safe, beautifully decorated, comfortable 💙of Bixby
Bixby
10.0 out of 10, Exceptional, (12 reviews)
"Very clean and very welcoming! We were in for my Nephews wedding at Dream Point Ranch and it was the perfect location to get anywhere I needed to in a timely manner. Thanks again for a fantastic stay! "
United States
Jennifer C.
The price is AU$412
includes taxes & fees
22 Feb - 23 Feb
Clean, new, Family Friendly, safe, beautifully decorated, comfortable 💙of Bixby

Ivy's Charming 2 Bedroom 2 Bath with Jetted Tub

Ivy's Charming 2 Bedroom 2 Bath with Jetted Tub
South Tulsa
9.8 out of 10, Exceptional, (7 reviews)
"We enjoyed our stay. Very responsive host when we couldn’t figure out the door lock. We’d stay here again next time we’re in town. "
United States
Emily J.
The price is AU$391
includes taxes & fees
18 Feb - 19 Feb
Ivy's Charming 2 Bedroom 2 Bath with Jetted Tub

"The Big Cozy"- WiFi, Hot tub, Grill, Sleeps 8

"The Big Cozy"- WiFi, Hot tub, Grill, Sleeps 8
South Tulsa
9.4 out of 10, Exceptional, (35 reviews)
"Hot tub was great"
United States
Juanita H.
The price is AU$312
includes taxes & fees
22 Feb - 23 Feb
"The Big Cozy"- WiFi, Hot tub, Grill, Sleeps 8

4 Bedroom Family-Friendly Retreat w/ Yard

4 Bedroom Family-Friendly Retreat w/ Yard
Broken Arrow
10.0 out of 10, Exceptional, (1 review)
"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 AU$511
includes taxes & fees
15 Feb - 16 Feb
4 Bedroom Family-Friendly Retreat w/ Yard

Newly Built Modern Getaway on Private Acreage!

Newly Built Modern Getaway on Private Acreage!
Tulsa
10.0 out of 10, Exceptional, (5 reviews)
"Great place! Would definitely come back to this location!"
United States
Roger H.
The price is AU$400
includes taxes & fees
19 Feb - 20 Feb
Newly Built Modern Getaway on Private Acreage!

Charming 2-Bedroom Bungalow: Historic Route 66 & Crossroads of America!

Charming 2-Bedroom Bungalow: Historic Route 66 & Crossroads of America!
Sapulpa
10.0 out of 10, Exceptional, (9 reviews)
"Great Stay"
United States
Jennifer T.
The price is AU$425
includes taxes & fees
22 Feb - 23 Feb
Charming 2-Bedroom Bungalow: Historic Route 66 & Crossroads of America!

Heart of Tulsa, game room, fireplace, Sleeps 8, grill, pool.

Heart of Tulsa, game room, fireplace, Sleeps 8, grill, pool.
South Tulsa
10.0 out of 10, Exceptional, (1 review)
"Our stay was awesome. We were in town for a funeral which was a sad reason but family was able to come and visit. The kitchen was so well stocked with necessities there was no need to purchase paper plates, silverware or glassware. We gathered as a family, ate great meals and remembered great times with our grandmother. THANK YOU!"
United States
Lisa W.
Heart of Tulsa, game room, fireplace, Sleeps 8, grill, pool.

Super cute studio apartment south of Tulsa! Newly renovated and ready to go!

Super cute studio apartment south of Tulsa! Newly renovated and ready to go!
Beggs
10.0 out of 10, Exceptional, (3 reviews)
"Great place great ppl will book again the following year."
United States
Flav
The price is AU$201
includes taxes & fees
15 Feb - 16 Feb
Super cute studio apartment south of Tulsa! Newly renovated and ready to go!
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

Find out more about Winchester

Everything you need to know about Winchester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester holiday rental for you. At Expedia, you can take your pick from private holiday 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 Winchester holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winchester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchester. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchester holiday rentals we have selected for you start as low as AU$229 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winchester rentals

At Expedia, we put the best Winchester holiday 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 Winchester 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 Winchester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. 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 holiday rentals in Winchester?

Yes, there are holiday rentals close to the most popular sights in Winchester, or you can select a more secluded option if you're looking for a relaxing stay.

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

Beautifully Remodeled 3-Bedroom Cozy Home!!: This holiday home rental outside of Winchester is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 Haikey Creek Park. In the wider area, you’ll find Okmulgee State Park and Tulsa Premium Outlets.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip or a small group gathering.