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

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!

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.

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.

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!

Lake Texoma/Game Room/Fire Pit/Dog friendly

Create unforgettable lake memories at this spacious and welcoming 4-bedroom, 3-bath retreat just 4 minutes from Highport Marina on Lake Texoma, where boat rentals, waterfront dining, and full lake days are right at your fingertips. Start slow mornings with coffee on the balcony overlooking the wide open backyard. Spend your afternoons on the water, then come home to grill, dine outdoors, then sit around the fire pit and watch the sky turn gold at sunset.

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.

Find Peace at Charming Comfortable Downtown Home

Keep it simple at this peaceful and newly renovated home near Downtown Whitesboro! This 2 bedroom, 1 bath home takes you to a place of restfulness and serenity the moment you walk in! You will enjoy a nice clean space and every amenity you need to feel at ease. The house is located a block away from downtown Whitesboro, food, coffee, shopping & much more! Less than a 30 minute drive to WinStar World Casino and Resort.

"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!