
Holiday rentals in Grayson County
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Top-rated holiday rentals in Grayson County
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Mid-Century Modern Treehouse in Sherman, Texas
Beautiful Mid-Century Modern on top of Sherman's legendary Cottontail Mountain. Secluded, heavily wooded, private setting, with abundant wildlife. Beautiful treetop views from the rear deck and wooded views from the front deck. Sherman's walking, running trail is right at the base of the hill. Two great parks within walking distance. If you get up early enough you may see the whitetail deer. Furnished and accessorized with a combination of original mid century classics and contemporary pieces.

The Weekender Boho
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 3 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!

Cozy Country Cottage
Come stay in our cozy cottage located down a country lane. Part of the Ponder farm dating back to 1906, we have a little house that offers a peaceful environment overlooking the family farm with a picturesque old barn, surrounded by tree lined fields. Enjoy the updated home with fully furnished kitchen, queen bed, and open front and back porches for relaxing in the quiet countryside. We are located just south of Sherman off Hwy 11, close to Austin College, with easy access to Highway 75.

Winter Rate•Cozy•Bee Our Guest•Tiny Home•Bass Pond
🐝 Welcome to La Colmena (beehive), our handcrafted beehive tiny home built with love by my Dad to host friends. Cozy and full of charm 🍯, it’s perfect for relaxing or recharging. Outside, try your hand at Texas BBQ with our onsite smoker 🍖, gather around the firepit 🔥, or fish in the private bass pond 🎣. Enjoy peaceful evenings under the stars 🌙✨, watch wildlife, and soak in the tranquil countryside. La Colmena offers a unique, sweet escape. RV Slot also available for additional fee

Texoma Escape| Walk to Lake|Golf Cart|Pets Welcome
Escape to the serenity of Lake Texoma in this charming 2-bedroom, 1-bathroom cottage located in Pottsboro, TX. Perfect for couples, small families, or a group of friends, this cozy retreat sleeps up to 4 guests and offers everything you need for a relaxing lakeside stay. Imagine waking up to a cup of coffee on the patio while local wildlife pays a visit! Enjoy a day on the lake with the family then come back to enjoy the outdoor shower while the grill warms and drink some local brew!

Secluded Tiny Home | Pondfront + Stargazing
This tiny home, nestled amidst a serene woodland backdrop and steps from the ponds edge, provides a respite from the chaos of modern life. A quaint patio invites relaxation and reflection, providing an ideal spot for morning coffee or evening gatherings. The living area welcomes you with its inviting charm, while a cozy sleeping loft offers a peaceful slumber. Only minutes from Downtown Denison, you will enjoy a peaceful nature retreat while having access to all Denison has to offer.

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

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!

The Denison Hub: Lake, Choctaw, Arcade, EV, Patio!
Escape to our modern Denison gem! 🏡 📍 5m: Historic Downtown Shops 🎰 20m: Choctaw Casino Resort ⚓ 27m: Lake Texoma (Swim, Kayak, Fish, Boat) 🌲 Near Wineries, Hiking Trails & State Parks 🛏️ 7 Beds ✨ Stylish Design & Private Outdoor Patio 🕹️ Arcade Games, Smart TVs & 500 Mbps Wi-Fi 🔊 Bluetooth Soundbar ⚡ Universal EV Charger Included! 🕒 FREE Early Check-in & Late Check-out (upon request & availability)! Book your ultimate Texas getaway today! 🤠

Cozy West Sherman Home - Private and Pet Friendly
✨ Welcome to the Westside Corner House! A cozy home in Sherman’s quiet Western Hills neighborhood - minutes from shops, dining, entertainment and recreation. Perfect for families, couples, or traveling professionals looking for a comfy and well-equipped stay. 💫You’ll Love It - Whether here for a weekend getaway, family visit, or work trip, Westside Corner House gives you a comfy, private space to relax and recharge — with all you need to feel at home.

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.

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.
Popular amenities for Grayson County holiday rentals
Other great holiday rentals in Grayson County

Private Guesthouse On Country Land

The Madisyn

The Five Acre Woods

Cozy cabin at Lake Texoma

Glamping Getaway with a great view of the pond!

Live History: 2BR Loft in Denison’s Katy Depot

Stylish Furnished Home- Flexible Stays

The Woodcroft Ranch
Destinations to explore
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- Lake Texoma
- Eisenhower State Park
- TPC Craig Ranch
- Arbor Hills Nature Preserve
- Stonebriar Centre
- Winstar World Casino
- University of North Texas
- Toyota Stadium
- iFly Indoor Skydiving
- Crayola Experience Plano
- Andretti Indoor Karting & Games The Colony
- National Videogame Museum
- Historic Downtown McKinney
- Choctaw Casino & Resort-Durant
- Choctaw Casino & Resort-Durant




