Holiday rentals 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.

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.

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!

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

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!

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

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!

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!

"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!

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.

Entire Guest Suite - Pecan Grove Retreat - Sherman

Welcome to Pecan Grove Retreat, a quaint and stylish guest suite situated on a peaceful 1-acre lot in the heart of Sherman, TX. This attached, but private space has all the comforts and amenities you might desire for long or short term stays. With an emphasis on COVID-19 safety and privacy, Pecan Grove Retreat features its own private parking and gated entrance leading you into your quiet retreat.