Vacation 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

The Weekender at Eisenhower

Break free from the city vibes for a relaxing retreat in the heart of Lake Texoma. The Weekender is a new stylish and contemporary build with an open floor plan, spacious deck with beautiful views that accommodate up to 4 people. Only a 2 minute walk from Eisenhower State Park and 10 minute drive to downtown Denison. You will have everything you need from a lake and trail adventure to a day of exploring downtown Denison, visiting coffee shops, art galleries, boutiques, farmers market and more!

Bee Our Guest•Cozy•Tiny Home•Bass Pond•Chiminea

🐝 Welcome to La Colmena (beehive), our handcrafted beehive tiny home built with love by my Dad to host friends. Cozy and full of charm 🍯, it’s perfect for relaxing or recharging. Outside, try your hand at Texas BBQ with our onsite smoker/grill 🍖, gather around the firepit 🔥, or fish in the private bass pond 🎣. Enjoy peaceful evenings under the stars 🌙✨, watch wildlife, and soak in the tranquil countryside. La Colmena offers a unique, sweet escape. RV Slot also available for additional fee

Conductor View Loft in Historic Katy Depot

Immerse yourself in the timeless charm of Katy Depot lofts, nestled at the end of Main Street in vibrant Downtown Denison. Be welcomed by the exquisite chandeliers and iconic fixtures that define the Depot's elegance. Within the loft, enjoy views of historic train station tracks and the vintage MKT train. Discover conveniences like a coffee shop, winery, dining options, and boutique shopping, all onsite. Venture into Downtown Denison for more dining and activities, all within walking distance.

Five-Star Quiet Escape with Easy Hwy 82 Access

A newly constructed home located on the northern edge of horse country, just off Highways 82 and 377 in Whitesboro. Whether you're looking for a peaceful getaway or visiting loved ones, this cozy retreat combines comfort and convenience for an unforgettable stay. Enjoy all the comforts of home, including: - Spacious king-size bed - Fully equipped kitchen - 85" TV for your entertainment - Coffee and tea bar for your morning ritual - Overnight horse boarding available for an additional fee

Cozy Country Cottage

Come stay in our ​cozy cottage located down a country lane. Part of the Ponder farm dating back to 1906, we have a little house that offers a peaceful environment overlooking the family farm with a picturesque old barn, surrounded by tree lined fields. Enjoy the updated home with fully furnished kitchen, queen bed, and open front and back porches for relaxing in the quiet countryside. We are located just south of Sherman off Hwy 11, close to Austin College, with easy access to Highway 75.

Rustic-Modern, Retreat at Falling Leaf Ranch

Unplug, unwind, & enjoy nature at this charming 2-bedroom barndo tucked away on 21 acres in Whitesboro, TX. Full kitchen, spacious living room, private cozy fire pit, & scenic surroundings—oak trees, pond, trails, & bridges. This retreat is perfect for couples, families, or friends looking to relax and recharge. Private gym and game room included. 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.

Secluded Retreat w/ Hot Tub, Fire Pit, Golf Cart

Discover the perfect nature escape at our secluded cabin, just a 5-minute walk to the lake. Surrounded by trees and tranquility, this cozy retreat offers relaxation and fun for everyone. Unwind in the saltwater hot tub, enjoy a friendly game of ping pong, or play a round on the private putt-putt golf. Sip your morning coffee on the relaxing deck or gather around the cozy fire pit under the stars. With plenty of outdoor seating and peaceful surroundings, this cabin is your ideal getaway!

Private Guesthouse On Country Land

One-bedroom guesthouse with a private entrance, full kitchen, pantry, bathroom, and laundry room. The bedroom features a king-size Tempur-Pedic mattress, desk, TV, and spacious closet. A pack ’n play and twin mattress are available for added flexibility. Enjoy our shared breezeway porch with an outdoor fireplace and peaceful views into our wooded 12-acre backyard. Perfect for wedding weekends, lake trips, or a quiet countryside escape. Also well-suited for comfortable long-term stays.

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.

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!

"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!