Why Choose Rent By Owner for your Jay Winter Rental?
What makes our Winter Rental special?
Best Times to Visit Jay
When should you plan your Winter Rental stay?
Choosing the right time to visit here ensures you experience the region's unique charm while securing the best winter rentals for a comfortable stay in Jay, Oklahoma, USA.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences warm and inviting weather, making it ideal for outdoor activities and exploring local scenery.
Fall (September to November)
Autumn offers vibrant foliage and pleasant temperatures, perfect for enjoying the natural beauty and outdoor adventures here.
Off-Season Highlights
Winter (December to February)
The winter period brings cooler temperatures, providing a cozy atmosphere for those seeking quiet getaways and seasonal tranquility.
Spring (March to May)
In early spring, the area begins to warm up gradually, offering a peaceful setting with fewer visitors before the summer rush.
Weekly Weather Forecast for Jay
How to Book Your Jay Winter Rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Jay
Common Winter Rental Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor recreational spaces such as spacious yards or gardens for relaxing and leisure activities.
- Take advantage of private patios or decks ideal for outdoor dining and gatherings during your stay.
- Benefit from access to scenic walking trails or nature paths nearby for exploring the region’s natural beauty.
- Make use of outdoor fire pits or fireplaces to cozy up during chilly winter evenings.
- Experience the convenience of available outdoor parking options suited for guests with vehicles.
- Utilize covered porches or verandas perfect for enjoying the crisp winter air comfortably.
- Find properties equipped with community outdoor amenities like shared playgrounds or picnic areas, enhancing your stay here.
Top Attractions Around Jay
What attractions are nearby?
In this area, you can enjoy a variety of outdoor activities such as exploring scenic parks, engaging in local hiking trails, or experiencing the region's rich cultural heritage, making your stay in Jay, Oklahoma an ideal winter getaway for adventure and relaxation.
Family Activities
- Cherokee Heritage Center Discover the rich history and culture of the region through engaging exhibits and interactive experiences suitable for the whole family.
- Jay Scenic Overlook Enjoy breathtaking views of the surrounding landscape, making it a perfect spot for family photos and relaxing outdoor moments.
- Local Nature Trails Explore scenic trails around the area that are ideal for hiking and wildlife watching during your stay in this destination.
- Community Events and Festivals Participate in seasonal festivities or local events that bring families together and showcase regional traditions in the area.
Adult Activities
- Fishing at Lake Jay: Enjoy a relaxing day casting your line in the region's popular fishing spots, perfect for unwinding during your winter getaway.
- Hiking in Nearby Trails: Explore scenic trails that wind through the area's natural beauty, offering a peaceful retreat and stunning winter views.
- Visiting Local Museums: Discover the region's history and culture by exploring nearby museums that provide insightful exhibits and engaging displays.
- Wildlife Watching: Observe native wildlife in their natural habitat, an ideal activity for nature enthusiasts seeking tranquility here.
Other Places to Stay in Jay, OK
Jay Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Seasonal Activities: Research local winter events and outdoor activities to make the most of your stay during the colder months in the area.
- Choose a Convenient Location: Opt for properties close to key attractions and amenities to minimize travel time and maximize your exploration here.
- Pack Appropriately for the Climate: Bring suitable winter gear to stay comfortable while enjoying the region’s natural beauty and outdoor pursuits.
- Engage with Local Resources: Take advantage of nearby visitor centers or guides to discover hidden gems and authentic experiences in this destination.
Transportation Options
- Jay Transit Bus Service Provides reliable scheduled bus routes within the region, making it convenient to explore this destination without a car.
- Rental Car Services Major companies offer a wide selection of vehicles for easy transportation throughout the area and beyond.
- Local Taxi and Rideshare Options Available for quick, on-demand rides around the region, providing flexible travel during your stay.
- Private Shuttle Services Arranged for visitors seeking comfortable and direct transfers from nearby airports straight to their winter rentals in the region.
Local Customs Options
- Respect for Local Traditions: Visitors often observe respectful attitudes toward community events and gatherings, which are central to the area's cultural identity.
- Native American Heritage: Engaging with local customs includes acknowledging and honoring the rich Native American history that influences the region's traditions and ceremonies.
- Southern Hospitality: The welcoming spirit is evident through friendly interactions and courteous behavior towards newcomers and tourists alike.
- Community Celebrations: Participating in or observing local festivals and events offers a glimpse into the area's vibrant cultural expressions during your stay here.
Frequently Asked Questions About Jay Winter Rentals
1. What are the top Winter Rentals in Jay?
There are a lot of options in Jay. If you plan on staying in the Jay area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Jay:
- Cabin Four On Stony Point
- Enjoy our updated log cabin on central Grand Lake O’ The Cherokees!
- The Lake House is a cozy 2 bedroom at Stony Point
- Leroy's Landing: Waterfront-Boat Dock-New Construction
- Drowning Creek Cabin - Peaceful/secluded
- Lakefront Cabin & Bunkhouse with Private Dock
- Lakefront Cabin in Jay w/Deck, Views & Boat Ramp!
- Drowning Creek Cabin & Bunkhouse ~ Sleeps 12
- A castle on the lake! Private, exquisite, unbelievable.
- 3 Story Indoor Pool Waterfront Indoor Raquetball Court
2. How many Winter Rentals are available in Jay?
Currently, the total number of properties listed by RBO in 2026 is over 35 in the Jay area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Jay.


























