Holiday houses in Grayson County

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.

Family · Location · Pool

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.

Family · Value · Nearby

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

Family · Value · Parks

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.

Value · Family · Pool

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.

Family · Value · Accuracy

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!

Location · Value · Comfort

Lake O'Clock: Pool, firepit, outdoor movies

Spring is in the air! Pool is open! Enjoy an evening around the fire pit with an outdoor movie under the stars. We are close to many marinas and casinos. Large wrap around porch. Play a game of corn hole, horse shoes, or giant connect four while enjoying the 3 acres of outdoor space. Less than 1 mile to the sandy beach of Lake Texoma. Stand up paddle boards are available for use. Truck or small SUV needed to transport lake items. Board games and children’s toys inside

Family · Value · Beach

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!

Family · Location · Indoor spaces

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!

Value · Family · Barbecue

"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!

Family · Value · Cleanliness

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 · Indoor spaces · Bathroom

Stylish Lake Texoma Retreat!

Relax, unwind, and experience the best of Lake Texoma from this peaceful lakeside retreat. Nestled beneath a canopy of trees on a half-acre lot, this property offers a spacious deck, outdoor fire pit, and easy access to a community boat ramp and hiking trail. Ideal for families, friends, or a romantic getaway, Idylwood at Lake Texoma is a place to enjoy nature, reconnect, and create lasting memories.

Value · Location · Quiet