Holiday rentals in Grayson County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Grayson County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Denison

Cliffside Cottage

Welcome to your private escape in the woods! Nestled in a quiet, secluded setting with a scenic views and gated entry, the home feels like a true retreat while offering upscale amenities. Relax by the private heated pool surrounded by expansive concrete decking, and 2 put-put courses. Outdoor lounge and seating areas ideal for morning coffee or sunset cocktails. Gas grill, and umbrellas by the pool, this home has it all! Age must be 25 yrs+ to book. No more that 6 guests on property at any time.

4.95 out of 5 average rating, 42 reviews

Top guest favourite

Home in Sherman

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.

5.0 out of 5 average rating, 10 reviews

Top guest favourite

Farm stay in Van Alstyne

White Fences Farmhouse | Pool • Hot Tub • Horses

Welcome to White Fences Farmhouse, a luxury ranch home nestled on a 14-acre horse ranch. Lounge by the private pool, soak in the hot tub beneath the stars, gather around the firepit, and wake to breathtaking sunrises. Celebrate weddings, family vacays, girls’ weekends, birthdays, or bachelorette celebrations surrounded by rolling pastures and grazing horses. Just minutes from Rustic Grace wedding venue, McKinney, wineries, and Dallas, this peaceful escape is where unforgettable memories begin.

4.99 out of 5 average rating, 248 reviews

Top guest favourite

Ranch in Whitesboro

21-Acre Retreat | Pond, Trails, Bridges & 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.

4.97 out of 5 average rating, 71 reviews

Top guest favourite

Home in Denison

The Woodcroft Ranch • Mid Century Near TMC & THF

The Woodcroft Ranch is a bold 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.

5.0 out of 5 average rating, 25 reviews

Guest favourite

A spacious living area features comfortable seating with colorful throw pillows arranged on gray sofas. A large area rug complements the wooden flooring. Natural light highlights the artwork on the wall, while views of the tranquil pond are visible through glass doors that open to the outdoor space.

Home in Pottsboro

TexStar Ranch explore Denison, Sherman & Pottsboro

Forget your worries in this perfect getaway! Experience true Texas hospitality in our spacious retreat. Our inviting home offers ample space for the whole family to relax and have fun. Escape the hustle and bustle of everyday life and unwind in a serene setting, complete with a stunning view of the tranquil pond right in your backyard! We are just a short drive to Lake Texoma and The Choctaw Casino. If you are planning a party, we have an event area that is rented separately. Contact Host.

4.96 out of 5 average rating, 46 reviews

Guest favourite

A modern two-story home is set among lush trees, showcasing a contrasting dark exterior. Soft lighting emanates from the entryway and surrounding areas, while a comfortable seating arrangement of orange chairs is positioned on the gravel path, creating an inviting outdoor space.

Home in Pottsboro

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!

4.97 out of 5 average rating, 107 reviews

Top guest favourite

A rustic stone structure is surrounded by trees, featuring an inviting porch with several wooden chairs. A path leads directly to the entrance, with a well-manicured lawn extending to the front. Soft daylight highlights the textures of the stonework and natural surroundings.

Villa in Whitesboro

Texas Rock Casita with Beautiful Ranch Views

Welcome to Rock Casita North. This is Casita 1 of 2 casitas on our property! For our second unit visit our profile! 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. Perfect for Wedding Stays as local wedding venues are close by!

4.99 out of 5 average rating, 168 reviews

Guest favourite

A cozy bedroom features a spacious bed adorned with a floral quilt. A comfortable chair sits beside a wooden dresser, and light enters through a window framed in natural wood. A ceiling fan is mounted above, providing a refreshing ambiance.

Flat in Denison

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

4.81 out of 5 average rating, 116 reviews

Guest favourite

The exterior of the barndominium is shown, featuring a metal roof and wood accents. A set of four Adirondack chairs is arranged outside, with steps leading up to the entrance. Large glass doors provide views into the well-lit interior.

Home in Denison

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 or events.

4.97 out of 5 average rating, 120 reviews

Top guest favourite

A modern kitchen is showcased with an island featuring a built-in microwave and a sleek countertop. Pendant lights hang above, illuminating the space which includes a cozy seating area with a gray sofa and a fireplace. Large windows provide views of the outdoor area.

Home in Kingston

Experience Lake Texoma Spacious 4Bed Vacation Home

Your home away from home in popular Soldier Creek. Come back to relax after a long day out on Lake Texoma. 5 minutes from Marina DelRay/Barbay with live music, dancing, food trucks. 15 minute drive to beautiful Chickasaw Pointe Golf course. Fishing guides are 15 minutes away. Full kitchen with outdoor griddle for cooking when you get back. 4 bedrooms, 5 beds with large patio and furniture. All the amenities you need to sleep well and stay comfortable while you stay.

4.98 out of 5 average rating, 88 reviews

Top guest favourite

A contemporary cabin is illuminated at night, surrounded by tall trees. Soft lights highlight the building's modern architecture, showcasing an inviting deck. The dark sky is dotted with stars, enhancing the serene outdoor setting.

Cabin in Denison

The Weekender at Eisenhower

Escape to Lake Texoma in style. The Weekender at Eisenhower is a luxurious 2-bedroom retreat for up to 4 guests, perched at the top of the hill with stunning views and lake-inspired details throughout. Just a 3-minute walk to Eisenhower State Park, with spacious parking for boats and trailers. 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!

4.96 out of 5 average rating, 114 reviews