Oklahoma holiday rentals

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Best Oklahoma holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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R642 - R3 729R3 729 - R6 816R6 816 - R9 904R9 904 - R12 991R12 991+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Oklahoma

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Studio Z - modern space 2mi from Choctaw Casino - Durant - Patio
Studio Z - modern space 2mi from Choctaw Casino
Durant, OK, United States
10Wonderful(7)
Free Wi-Fi
Pet-friendly
Air conditioning
R2 827+
Check availability
Perfect Location to Casino w King Beds - Thackerville - Living room
Perfect Location to Casino w King Beds
Thackerville, OK, United States
9.9Wonderful(18)
Parking
Free Wi-Fi
Air conditioning
R3 053+
Check availability
Charming 2-bedroom house with WiFi, AC in enjoyable Sapulpa - Sapulpa
Charming 2-bedroom house with WiFi, AC in enjoyable Sapulpa
Sapulpa, OK, United States
Air conditioning
R3 070+
Check availability
Broken Bow Cottage with Deck, Hot Tub and Fire Pit! - Broken Bow
Broken Bow Cottage with Deck, Hot Tub and Fire Pit!
Broken Bow, OK, United States
9.5Wonderful(60)
Free Wi-Fi
Pet-friendly
Air conditioning
R4 249+
Check availability
Tranquil 3-Bedroom Cabin Near Winstar Casino - Thackerville - Living room
Tranquil 3-Bedroom Cabin Near Winstar Casino
Thackerville, OK, United States
9.7Wonderful(21)
Parking
Free Wi-Fi
Air conditioning
R4 440+
Check availability
Prime Location to Casino Excitement 2 mi w King Beds - Thackerville - Living room
Prime Location to Casino Excitement 2 mi w King Beds
Thackerville, OK, United States
10Wonderful(22)
Parking
Free Wi-Fi
Air conditioning
R5 140+
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New! Cozy Thackerville Retreat W/ Yard & Grill! - Thackerville
New! Cozy Thackerville Retreat W/ Yard & Grill!
Thackerville, OK, United States
10Wonderful(1)
Pet-friendly
Air conditioning
R5 707+
Check availability
Perfect for all OSU campus events! - Stillwater - Living room
Perfect for all OSU campus events!
Stillwater, OK, United States
10Wonderful(24)
Free Wi-Fi
Air conditioning
R6 088+
Check availability
Marvin's Manor - Stillwater
Marvin's Manor
Stillwater, OK, United States
8.0Very Good(1)
Air conditioning
R6 816+
Check availability
Bison Ridge Resort 3BR Cabin on 17 acres w hot tub and firepit, pets OK - Red Oak - Patio
Bison Ridge Resort 3BR Cabin on 17 acres w hot tub and firepit, pets OK
Red Oak, OK, United States
10Wonderful(4)
Free Wi-Fi
Air conditioning
R6 990+
Check availability
Closest To Winstar 2 Min Drive Maxim Hills 4bdrm House - Thackerville
Closest To Winstar 2 Min Drive Maxim Hills 4bdrm House
Thackerville, OK, United States
9.1Wonderful(7)
Free Wi-Fi
Pet-friendly
Air conditioning
R7 094+
Check availability
The Clubhouse near WinStar - Your Central Hub for Fun - Thackerville - Building
The Clubhouse near WinStar - Your Central Hub for Fun
Thackerville, OK, United States
10Wonderful(8)
Free Wi-Fi
Air conditioning
R7 354+
Check availability
Beautiful, Spacious 4-BR home in Thackerville, OK near Winstar World Casino - Thackerville - Bedroom
Beautiful, Spacious 4-BR home in Thackerville, OK near Winstar World Casino
Thackerville, OK, United States
9.2Wonderful(5)
Air conditioning
R7 441+
Check availability
Luxury Cabin Getaway! Hot tub, Pet Friendly, Foosball & More - Broken Bow
Luxury Cabin Getaway! Hot tub, Pet Friendly, Foosball & More
Broken Bow, OK, United States
9.8Wonderful(43)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R8 325+
Check availability
Bohemian Home w/ Screened Porch, 3 Mi to Lake! - Stillwater
Bohemian Home w/ Screened Porch, 3 Mi to Lake!
Stillwater, OK, United States
9.2Wonderful(5)
Air conditioning
R9 904+
Check availability
Quiet Country Get Away with big porches, swimming pool, and fishing pond. - Sapulpa - Living room
Quiet Country Get Away with big porches, swimming pool, and fishing pond.
Sapulpa, OK, United States
9.4Wonderful(10)
Pet-friendly
Air conditioning
R12 991+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Oklahoma

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Oklahoma with confidence.

How early should you book a vacation rental in Oklahoma?

Book at least 11 days before your stay begins to get the best price for your Oklahoma vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
April
R2 629
R4 563
Cheapest month to stay with an average 54% drop in price.
Most expensive month to stay with an average 38% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Oklahoma holiday rental

FAQs when booking a holiday home in Oklahoma

  • What is the most popular holiday rental destination in Oklahoma?

    Based on KAYAK holiday rental searches, the most popular destination is Disney (100% of total searches to Oklahoma).

  • How much is a holiday rental in Oklahoma for tonight?

    In the last 72 hours, users have found Oklahoma holiday rentals for tonight for as little as R937. Search here for similar prices

  • What types of holiday rentals are available in Oklahoma?

    There are loads of different property types that you can make your holiday home in Oklahoma. You’ll find apartments, cabins, chalets, condos, cottages, houses, homestays, lodges, villas, campgrounds, bungalows, hotels, caravans, luxury tents, safari/tentalows, agritourism and farm stays.

  • What are some of the most-loved holiday rentals available in Oklahoma?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Econo Lodge Bartlesville Hwy 75.

  • Are there any pet-friendly holiday rentals in Oklahoma?

    There are a number of dog and pet-friendly Oklahoma holiday rentals, with around 13% allowing you to bring your pet along with you.

Where to stay in Oklahoma?

Our map will help you find the perfect place to stay in Oklahoma by showing you the exact location of each holiday home.

Everything you need to know for your stay in Oklahoma

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