Holiday houses in Grayson County

Private Pool Retreat/Sleeps14/Near Lake & Casino

Welcome to our Pool Retreat, a private spacious home designed for group stays, getaways and longer visits. Enjoy an open layout, cozy bedrooms, full kitchen, three dedicated workspaces with fast WiFi, and private pool. Conveniently located near GlobiTech, Texas Instruments, Lake Texoma 20 minutes away and Choctaw Casino & Resort. Ideal for bachelor and bachelorette trips, fishing groups, concerts, family reunions, wedding parties and business or relocation stays in Sherman Denison and McKinney.

Location · Check-in · Hospitality

The Woodcroft Ranch • Mid Century Near THF & TMC

The Woodcroft Ranch is a bold 1969 mid century retreat in Denison, TX that blends its original, retro character with modern comfort. Overlooking the former Woodlawn Golf Course, this spacious 3,100 sqft home offers peaceful surroundings, large gathering spaces, and a relaxed atmosphere ideal for families, traveling medical professionals, tournament weekends, and Lake Texoma getaways. Huge fenced yard perfect for kids and dogs. Minutes from TMC Hospital, THF Park, Downtown Denison, and the lake.

Family · Location · Kitchen

21-Acre Ranch Retreat | Pond, Trails & Gym

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.

Value · Family · Bathroom

Barndominium with the OK View

Large luxurious barndominium in a beautiful country setting right outside of the city limits. This 2,400 sqft space is open concept with full kitchen, one full size bathroom, living area, dining table, washer/dryer, ping pong table and sleeping loft. The loft has two twin size bunk beds and two private queen size bedrooms off to either side. This property is shared with two other Airbnb rentable units with a large private pond down below with shared dock. No parties over 10 guests allowed.

Family · Value · Comfort

Fun & Modern Texoma Retreat-Near Highport Marina!

Experience Lake Texoma in style from the modern comfort of “Tanglewood Hideaway”! This open, airy, freshly remodeled 4-bedroom home, with a contemporary retro style, is located 1-mile from the lake. Highport Marina, Tanglewood Golf Course and lively lakeside dining are a 5-minute drive away! With 2 living areas, a large dining area for 12, ping pong table, 4 Smart TVs and a deck overlooking a private wooded lot, this home is the perfect retreat for groups of friends or family!

Location · Family · Getting around

Peg’s Place

Come enjoy a taste of Texas in our well decorated haven. Excellent for travel nurses- just 5 minute from Texoma Medical center. Enjoy the historic downtown Denison with shopping, restaurants, wineries and pubs. Waterloo Lake Park is 5 minutes away with playgrounds, hiking, fishing and kayaking. Lake Texoma is 15 minutes for fishing, boating and hiking. Choctaw Casino- 20 minutes. WindStar Casino - 60 minutes. You are guaranteed to make lasting memories at this unique place

Value · Family · Parking

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.

Family · Location · Comfort

COZY-Waterfront Getaway - Lake Texoma

Live like a millionaire! Escape to Park Place on Lake Texoma, a luxurious lakefront retreat right on the water! Inside, you'll be treated to gorgeous sunsets from panoramic views, an open-concept living area with a cozy fireplace, and a fully equipped kitchen. Outside, the curated deck is perfect for relaxing, enjoying s'mores by the fire pit, or get warm and relaxed on cool nights in the hot-tub! You'll feel like the royalty you deserve to be during your entire stay!

Location · Family · Decor

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!

Family · Value · Amenities

The Barn @ Hundredfold Farm

Escape for a relaxing getaway surrounded by charming Texas farm life! Forget you’re just minutes from the hustle of the city when you arrive at The Barn! Enjoy morning coffee with a patio sunrise, farm fresh eggs, llamas & longhorns. Whether it's a good book in the cozy living room or sweet tea on a patio rocker, relaxation awaits! You are sure to make memories grilling, playing yard games, and making fire pit smores under the starry night sky!

Location · Family · Access

"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!

Location · Family · Checkout

Brand New Lakefront Haven | Direct Beach Access

Brand-new 2025 build! Escape to this modern Lake Texoma retreat w/ direct beach access & stellar sunrise views—just ~1.5 hrs from Dallas & ~2 hrs from OKC! Tucked on a quiet dead-end street, this home features a soaring great room, modern kitchen & loft lounge. 4 BRs / 4 BAs: King master, Queen, Full, & 2 Twins—sleeps 8–10. Step onto the covered patio with a stone fireplace, cozy seating, and wide-open lake views.

Family · Sleep quality · Bathroom