Holiday rentals in Grayson County

Preston Countryside Ranch-Great for Parties/Events

Large 5 bedroom 4 bath home situated on a 31 acre working ranch with 2 barns and pond. Great location for Weddings, Graduations, Parties, Birthdays and other events. The backyard is equipped with lighting that allows for evening functions. Ample parking for guests. We have accommodated events with 200+ guests and 50+ vehicles with optional valet parking. 3 car garage, and game room. 20 miles from Lake Texoma, 15 miles from Hagerman Wildlife Refuge An event fee applies for events with visitors

Lakeview @ Firefly Hideaway Lake Texoma Hot Tub

This enchanting cabin, nestled in the trees, is all yours with a stunning view of the the lake from the living room or from the hot tub on the deck. The fireflies really do visit at dusk in the warmer months! The indoor space is wide open, cozy and very comfortable. KING SIZE Serta mattress, walk in shower with rain head, open kitchen with glass cook top, microwaveremote control fireplace, fire pit/charcoal grill, gas griddle, ample parking of truck and boat trailer, access to boat launch.

The Woodcroft Ranch near Texoma Medical Center/THF

The Woodcroft Ranch is a bold 1969 mid-century home in Denison, TX. With 3 bedrooms, 2.5 baths, and peaceful views of the former Woodlawn Golf Course, it’s the perfect mix of retro charm and laid-back comfort. Enjoy a built-in porch, full kitchen, and room to gather, unwind, and make memories. Just minutes from Lake Texoma, Downtown Denison, TMC Hospital, and THF Park—ideal for medical professionals, tournament weekends or lake getaways. There’s plenty of parking space for a boat or trailer.

Resting Sequoia

Gated 5 acres property that is a wonderful place to get away from it all. Our home has 1,500 square foot and is located 12 miles from Choctaw Casino and Resort and 10 miles from Texoma lake. You will find a dedicated coffee station that includes both a Keurig as well as brewed coffee. For the younger ones, they will get to enjoy a dedicated kids space that includes a table/4 chairs as well as books/games. The home features an outside deck with a grill/rocking chairs to enjoy the sunset.

Rustic-Modern, Retreat at Falling Leaf Ranch

Unplug, unwind, and enjoy nature at this charming 2-bedroom barndo tucked away on 21 acres in Whitesboro, TX. With a full kitchen, spacious living room, private cozy fire pit, and scenic surroundings—including oak trees, a pond, trails, horse boarding & bridges—this retreat is perfect for couples, families, or friends looking to relax and recharge. Whether you're looking for a weekend getaway, a creative retreat, or just a quiet place to relax, "Falling Leaf Ranch" has everything you need.

Home In Denison Cottage Retreat

Have fun with the whole family at our beautifully modern cottage by Lake Texoma. With less than a 10 minute drive to the lake, you can enjoy water activities and various hikes during your stay. Our pet friendly cottage allows space for your fur friend in our dog enclosure complete with shade from the pecan tree. You’ll enjoy our arcade gaming corner, outdoor seating, and close proximity to Lake Texoma. Make sure to take a stroll downtown on Main St. for local shopping and dining.

Charming, Renovated 1907 Farmhouse

Enjoy our charming, completely renovated 1907 Victorian farmhouse in Gordonville, Texas. It's located within 5 minutes of several Lake Texoma marinas with close proximity to the heart of North Texas horse country. For those wanting to get away to the lake, venture in to Whitesboro or just enjoy a little time in the country, this home can provide a place to stay close by. The open concept main floor and the four bedrooms can easily accommodate families or several couples.

Cliffside Cottage

Welcome to your private escape in the woods! Nestled in a quiet, secluded setting with a scenic views and privacy fence, the home feels like a true retreat while offering upscale amenities throughout. Relax by the private heated pool surrounded by expansive concrete decking. Outdoor lounge and seating areas ideal for morning coffee or sunset cocktails. This homes has it all! Must be 25 years of age to book, and no more that 6 guests on property at all times. No exceptions.

Wildwood Ranch- Pool, Media Rm, Sport Ct on 160 ac

Get away from it all at Wildwood Ranch! The 3,600 square foot ranch house has recent updates with an open concept kitchen/dining/living, perfect for groups. The beautifully-decorated 4 bedrooms and 4.5 bathrooms will welcome you home after exploring the 160 acres of natural beauty! Take a dip in the sparkling pool, fish the ponds, hike miles of trails or relax by the campfire at night. Come enjoy some peace and quiet in the country- you may not want to leave!

Texas Rock Casita with Incredible Ranch Views

Welcome to Rock Casita South, Casita 2. Take it easy at this unique and tranquil getaway. Come escape to Abney Ranch. Our custom casitas are located on a working ranch, nestled in the trees. You'll have access to 10 of your own private acres equipped with fishing, hiking, a pond, a fire pit, hammocks, yard games, and much more! Come relax and unwind from your day-to-day routine. Our space is perfect for Wedding Stays as local wedding venues are close by!

Texas Tiny Cabins #6 – Serene with Hilltop Views

Find your happy place at Texas Tiny Cabins, a collection of cozy cabins located on 40 scenic acres in North Texas. Whether you’re planning a romantic weekend, a family adventure, or a solo retreat, you’ll love the quiet atmosphere, modern amenities, and views of Denison. Nearby attractions include: Downtown Denison (2 miles) Lake Texoma (8 miles) Choctaw Casino & Resort (18 miles) A peaceful country stay with everything close by.

"The Little Ass Apartment!"

Welcome to "The Little Ass Apartment" which sits on 28 acres with 3 mini donkey hosts. This apartment has everything you will need to relax indoor or out. There is a full kitchen, living room, bathroom, washer/dryer, and spacious bedroom. Outside has a large fenced in yard, fire pit with seating, and a wrap around porch with views of the sunrise and sunset! Enjoy the backyard entertainment area with washers and corn hole!