Owner Direct Vacation
Rentals in Cheyenne Crossing
The Best Owner Direct Vacation Rentals in Cheyenne Crossing. Explore thousands of vacation home rentals, large cabins, and villas near Cheyenne Crossing
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Explore the Best Cheyenne Crossing Vacation Homes
Looking for the perfect place to stay in Cheyenne Crossing? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Cheyenne Crossing character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
- vacation rentals
- luxury villas
- beachfront homes
- pet-friendly rentals
- condos
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- Barbecue/Outdoor Cooking
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- Pet Friendly
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- Skiing
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- Balcony/Terrace
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- Barbecue/Outdoor Cooking
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- TV
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- Designated Smoking Area
- Pet Friendly
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- Designated Smoking Area
- Air Conditioner
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- Pool
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What makes our vacation homes stand out?

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Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Cheyenne Crossing
- Security/Safety
- Wellness Facilities
- Barbecue/Outdoor Cooking
- Parking
- Pet Friendly
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Parking
- Security/Safety
- Skiing
- Parking
- Balcony/Terrace
- Security/Safety
Monday Aug 24
Cheyenne Crossing, Lead







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Cheyenne Crossing vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Cheyenne Crossing
- Air Conditioner
- Parking
- TV
- Air Conditioner
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- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
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- Pet Friendly
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
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- TV
- Air Conditioner
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- TV
How to Reserve Your Cheyenne Crossing Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
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Use filters for location, amenities, and budget.
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Travel Trips for Visiting Cheyenne Crossing
What should you know when planning a trip to St. Augustine?
- Book early
for popular festivals and spring weekends. - Pack layers
Florida weather can change quickly. - Stay hydrated
and plan beach days around midday heat. - Explore early
to avoid crowds at major attractions.
Transportation Around St. Augustine?
- Driving
Most convenient for exploring the city and coast. - Trolley & Shuttle Tours
Great for sightseeing and hopping between landmarks. - Walking
The downtown historic district is pedestrian-friendly.
Local Etiquette
- Respect historic sites and marked paths.
- Standard U.S. tipping (15–20%) applies.
- Quiet hours are observed in residential and beachfront areas.
Cheyenne Crossing Vacation Rental FAQs
There are a lot of options in Cheyenne Crossing. If you plan on staying in the Cheyenne Crossing area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cheyenne Crossing:
- Spacious cabin off Hwy 85 with beautiful views and plenty of trailer parking.
- Goldy's Lodge – Modern Terry Peak Cabin with Hot Tub & Game Loft
- 4BR Cabin Hot Tub Arcade Trails Terry Peak
- Nitz Carlton – A Luxury Black Hills Retreat
- Buffalo Loft – Hot tub, wraparound deck & cozy Black Hills getaway!
- NEW Cabin in Terry Peak! Views, Space, and lots more! Sleeps 14, NO bunk beds!
- Luxury Mountain Cabin with Hot Tub, Fire pit, EV Charger, Skiing <.3 miles away
- Trailer & Parking Friendly, 24x56 Garage, 5-bedroom, 3-bath, Newly renovated!
- Arn Barn Cabin
- Deer Pass Lodge
If you are looking for a family-friendly vacation home in Cheyenne Crossing, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cheyenne Crossing:
Currently, the total number of properties listed in 2026 is over 406 in the Cheyenne Crossing area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cheyenne Crossing.