US $308/Night
7 Nights - US $2,156
Winchester, OK Holiday Rentals
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Compare Villas, Resorts, & Rentals in Winchester
House
3 Bedrooms
8 Guests
Parking
Balcony/Terrace
Internet
Sports/Activities
US $236/Night
7 Nights - US $1,652
US $107/Night
7 Nights - US $748
House
9.8(22 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $187/Night
7 Nights - US $1,306
US $89/Night
7 Nights - US $624
Hotel
8.6(694 Reviews)
Breakfast- Parking
Pool- Kitchen
US $128/Night
7 Nights - US $894
House
9.6(5 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
View- Kitchen
US $357/Night
7 Nights - US $2,498
US $74/Night
7 Nights - US $517
US $93/Night
7 Nights - US $650
House
6.0(2 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $234/Night
7 Nights - US $1,635
Apartment
1 Bedroom
2 Guests
- Air Conditioner
- Internet
Pet Friendly
Child Friendly
US $188/Night
7 Nights - US $1,316
House
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $319/Night
7 Nights - US $2,236
US $50/Night
7 Nights - US $350
House
10.0(7 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $113/Night
7 Nights - US $793
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $152/Night
7 Nights - US $1,061
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $113/Night
7 Nights - US $791
US $1,023/Night
7 Nights - US $7,159
US $295/Night
7 Nights - US $2,066
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
Bedding/Linens
US $295/Night
7 Nights - US $2,066
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Bedding/Linens
US $295/Night
7 Nights - US $2,066
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Bedding/Linens
US $295/Night
7 Nights - US $2,066
House
10.0(4 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $285/Night
7 Nights - US $1,995
House
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $310/Night
7 Nights - US $2,171
House
10.0(2 Reviews)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $241/Night
7 Nights - US $1,686
House
4 Bedrooms
10 Guests
Hot Tub- Kitchen
- Air Conditioner
- Internet
US $3,312/Night
7 Nights - US $23,185
New
House
5 Bedrooms
16 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $566/Night
7 Nights - US $3,962
House
10.0(52 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $494/Night
7 Nights - US $3,461
Apartment
9.0(2 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $231/Night
7 Nights - US $1,615
Apartment
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $238/Night
7 Nights - US $1,667
Apartment
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $205/Night
7 Nights - US $1,434
Apartment
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $169/Night
7 Nights - US $1,184
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $105/Night
7 Nights - US $735
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Air Conditioner
- Internet
Laundry- Bedding/Linens
US $276/Night
7 Nights - US $1,931
House
10.0(2 Reviews)
3 Bedrooms
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $202/Night
7 Nights - US $1,413
House
3 Bedrooms
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $163/Night
7 Nights - US $1,138
Cottage
10.0(3 Reviews)
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $225/Night
7 Nights - US $1,575
House
9.6(5 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $225/Night
7 Nights - US $1,574
Cabin
5.0(16 Reviews)
2 Bedrooms
6 Guests
- Pool
- Kitchen
- Air Conditioner
- Pet Friendly
US $255/Night
7 Nights - US $1,785
House
5.0(3 Reviews)
1 Bedroom
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Bedding/Linens
US $225/Night
7 Nights - US $1,575
Bed & Breakfast
5.0(1 Review)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
TV
US $225/Night
7 Nights - US $1,575
Cabin
4.9(17 Reviews)
2 Bedrooms
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $255/Night
7 Nights - US $1,785
House
4.8(65 Reviews)
4 Bedrooms
16 Guests
Private Pool- Pool
- Balcony/Terrace
- Kitchen
US $550/Night
7 Nights - US $3,850
House
4 Bedrooms
10 Guests
- Balcony/Terrace
- View
- Kitchen
- Air Conditioner
US $219/Night
7 Nights - US $1,533
About Casai's Private Villas and Holiday Rentals in Winchester
Discover more than 43 vacation rentals available in Winchester. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winchester.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winchester, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winchester. On average, places to stay near Winchester offer 636.7 ft², with nightly prices averaging US $324.
With Casai, finding and comparing holiday rentals in Winchester is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 43 Winchester, OK Vacation Rentals
- Prices for a holiday home in Winchester start at US $74
- Top rated vacation home in Winchester is 5 Acre Tulsa Retreat, 4BR, Sleeps 10, Pickleball, Basketball, Firepit + Pets
- Most popular short term in Winchester is Holiday Inn Express Hotel & Suites Okmulgee by IHG
- Cheapest place to stay in Winchester is Quality Inn Glenpool - Tulsa
- Most expensive holiday rental in Winchester is Recently Updated Home with outdoor grilling area and movie room
Recently Booked Hotels, Resorts, or Rentals in Winchester
Frequently Asked Questions About Winchester?
What are the top holiday rentals in Winchester?
With numerous options available in Winchester, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Winchester:
- 5 Acre Tulsa Retreat, 4BR, Sleeps 10, Pickleball, Basketball, Firepit + Pets
- Hot Tub Hideaway
- Comfortable 2 bedroom -safe area - Close to Tulsa
- RANCH 3BRHOUSE & BARN. HORSE&PET FRIENDLY. GATED. SLEEPS 7. GLENPOOL CITY LIMITS
- Just Like Home
- Super cute studio apartment south of Tulsa! Newly renovated and ready to go!
- Beautiful three bedroom two bathroom in Bixby sleeps 10
- Charming Bungalow-safe area-8 minutes from S Tulsa
- Safe, Sparkling Clean & Perfect for Families - Heart of Bixby
- Spacious 3BR Retreat-Sleeps 8- Pet Friendly, Backyard Oasis, Near Tulsa
How many Casai.com holiday rentals are available in Winchester?
As of 2026, Casai boasts over 43 properties listed in the Winchester area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winchester.
