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Top Holiday Rentals in Winchester

Comfy Hangout House - Sleeps 16 - Pool & Hot Tub!

10.0 out of 10, Exceptional, (4)
"The stay was great. The house was clean. Loved the patio area. Lots of space great area "
Comfy Hangout House - Sleeps 16 - Pool & Hot Tub!

Large backyard, minutes from Gathering Place

9.6 out of 10, Exceptional, (27)
"Great place to stay while you are in Tulsa. Beds were comfortable and plenty of living room and kitchen space!"
Large backyard, minutes from Gathering Place

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

8.4 out of 10, Very good, (6)
"The Tental is very old, the Refrigerator had food in it like someone is living there, the closets had trash I. Them, the bedding looked liked it had not been changed and the bedspreads was just thrown in them, there was no extra bedding for the fold out beds or futon and no extra pillows and one if the beds looked like it had throw up on the bedspread. It was a terrible mess but to late by the time we got there to go anywhere else. I left a message with the owner and never got a response. "
The price is £376
includes taxes & fees
17 Aug - 18 Aug
Spacious 5-bedroom house, 2 living areas, in Tulsa, centralized location!

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

10.0 out of 10, Exceptional, (16)
"It was amazing! "
The price is £124
includes taxes & fees
14 Aug - 15 Aug
Secluded Studio-Style 1-Bed/1-Bath Poolhouse with Pool in Southern Hills/Tulsa

Cozy house in Tulsa - 10 min to major HWY& Malls. 7- 9 miles to major hospitals

9.6 out of 10, Exceptional, (73)
"The price was great, the responses to issues was rapid, the location is close to great locations."
Cozy house in Tulsa - 10 min to major HWY& Malls. 7- 9 miles to major hospitals

Luxury Southern Hills Home w/Pool great place for staycations,,,

9.6 out of 10, Exceptional, (25)
"We had a sorority reunion and the host was wonderful in making everything easy! We had no issues with the house or host, and had a terrific time. Would definitely recommend making this house your vacation headquarters!"
Luxury Southern Hills Home w/Pool great place for staycations,,,

Newly remodeled family friendly home in Jenks. Walking distance to Aquarium.

10.0 out of 10, Exceptional, (17)
"Everything was great, the sweet neighborhood cats were a hit with the 12yr old that stayed. "
Newly remodeled family friendly home in Jenks. Walking distance to Aquarium.

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

10.0 out of 10, Exceptional, (1)
The price is £184
includes taxes & fees
14 Aug - 15 Aug
Charming 3-bedroom house in Jenks with AC, WiFi. Enjoy your stay

Serene Haven near Downtown Tulsa

2.0 star property
8.6 out of 10, Excellent, (10)
"Great, exactly as advertised. "
The price is £261
includes taxes & fees
18 Aug - 19 Aug
Serene Haven near Downtown Tulsa

4 Bedroom spacious and peaceful house!

7.8 out of 10, Good, (27)
"My large family was pleased with this nice home in a quiet neighborhood for our weekend trip to the Tulsa area"
The price is £208
includes taxes & fees
18 Aug - 19 Aug
4 Bedroom spacious and peaceful house!

Clean clean clean, full kitchen, play area, quiet 3/2 - near Antiques & aquarium

9.4 out of 10, Exceptional, (44)
"This is our third time staying at this house. "
Clean clean clean, full kitchen, play area, quiet 3/2 - near Antiques & aquarium

We're All Mad Here! - A Wonderland Escape in Tulsa

10.0 out of 10, Exceptional, (1)
"The property is decorated Alice and Wonderland, and they nailed it! There was clearly lots of attention to detail in the design. We loved the numerous coffee options. Lily was great host. Friendly and prompt. Would recommend!"
The price is £220
includes taxes & fees
14 Aug - 15 Aug
We're All Mad Here! - A Wonderland Escape in Tulsa

Ivy's Charming 2 Bedroom 2 Bath with Jetted Tub

9.4 out of 10, Exceptional, (3)
"We had a great stay in this lovely house. It is super cute and well stocked! The jacuzzi tub was excellent. Very minor: be aware there is no door separating the bathroom and bedroom in one of the rooms. So a little awkward if two people are sharing. Loved the house. Would stay again!"
The price is £208
includes taxes & fees
26 Aug - 27 Aug
Ivy's Charming 2 Bedroom 2 Bath with Jetted Tub

Pet-Friendly Tulsa Escape w/ Private Hot Tub!

9.6 out of 10, Exceptional, (30)
"Very nice property. Our family enjoyed our time here very much. We would stay here again and highly recommend!"
Pet-Friendly Tulsa Escape w/ Private Hot Tub!

5 bedroom 3 bath hot tub. 7 beds 6 cars parking and fenced yard .

9.6 out of 10, Exceptional, (5)
"My family and I enjoyed our stay. Great south Tulsa location and quiet neighborhood. "
5 bedroom 3 bath hot tub. 7 beds 6 cars parking and fenced yard .

10,000 sq ft Luxury Venetian Mansion with a Slice of Italy in Tulsa

9.6 out of 10, Exceptional, (28)
"This house has plenty of room and a great host! "
10,000 sq ft Luxury Venetian Mansion with a Slice of Italy in Tulsa

Traveler's Delight! Southern Hills/ORU/RiverSpirit

10.0 out of 10, Exceptional, (14)
"Our stay was fantastic. The house was very clean, well-appointed and the communication with the property managers was fabulous. I would highly recommend this property to anyone looking to stay in Tulsa. "
The price is £330
includes taxes & fees
17 Aug - 18 Aug
Traveler's Delight! Southern Hills/ORU/RiverSpirit

Studio Suite in Tulsa | FREE Breakfast + Fitness Center

The price is £104
includes taxes & fees
17 Aug - 18 Aug
Studio Suite in Tulsa | FREE Breakfast + Fitness Center

Private Home w/ Hot Tub & Patio Near Dtwn Tulsa

9.0 out of 10, Wonderful, (35)
"Nice place. Everything you need. There was just 4 of us so there was plenty of house. Beds were comfortable. Hot tub worked. Very nice to have the garage to pull the bikes in at night. Good communication. Would stay again. "
Private Home w/ Hot Tub & Patio Near Dtwn Tulsa

This house is a 4 bedroom(s), 2 bathrooms, located in Tulsa, OK.

9.0 out of 10, Wonderful, (37)
"This home was clean, the beds were comfortable and the communication with owners was excellent. We enjoyed our stay in Tulsa. "
This house is a 4 bedroom(s), 2 bathrooms, located in Tulsa, OK.
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

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?

Comfy Hangout House - Sleeps 16 - Pool & Hot Tub!: This holiday home rental outside of Winchester offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub.

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 wider area, you’ll find Bixby Library and Okmulgee State Park.

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.