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Holiday rentals in Grayson County

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Top-rated holiday rentals in Grayson County

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Guest favourite
A green shipping container home features large glass doors that open onto a wooden deck. Flower pots are placed at the base of the steps, and a gravel path leads through a lush, green yard surrounded by trees.
Shipping container in Denison
4.96 out of 5 average rating, 197 reviews

The Pine on Green Acres

Our shipping container home offers BIG living in a tiny space, also MASSAGES BY APPOINTMENT by a LICENSED MASSAGE THERAPIST (a rate of $85/hour). All you need for a great vacation at your fingertips. Step out of the busy world and enjoy some peace and quiet at Green Acres. Though we like kids, our property is "not suitable for little ones". Our container home is small, cozy, and designed for couples or singles, wanting to relax, while just a short drive from restaurants and casino entertainment.

Top guest favourite
A cozy living area features mid-century modern furniture, including a sleek black lounge chair and a wooden entertainment unit housing a flat-screen TV. A vibrant area rug adds warmth to the space, complemented by a coffee table displaying a decorative bowl and fresh flowers.
Home in Sherman
4.96 out of 5 average rating, 273 reviews

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.

Top guest favourite
The entrance of a cottage is displayed with a covered porch featuring two chairs and a small table. An American flag is seen hanging on the right. The exterior is surrounded by lush greenery and a well-maintained lawn.
Cottage in Sherman
4.96 out of 5 average rating, 284 reviews

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.

Top guest favourite
Tiny home in Denison
5 out of 5 average rating, 12 reviews

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

Top guest favourite
An outdoor patio is featured, surrounded by lush greenery. Blue chairs are arranged around a fire pit, with a pergola adorned with string lights nearby. A small grassy area is visible, enhancing the inviting atmosphere for relaxation and gathering.
Cabin in Pottsboro
4.99 out of 5 average rating, 244 reviews

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!

Guest favourite
An outdoor seating area features two metal chairs positioned around a fire pit. A small pond is visible in the background, surrounded by lush greenery and trees, creating a natural and peaceful setting.
Tiny home in Denison
4.86 out of 5 average rating, 78 reviews

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.

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
4.8 out of 5 average rating, 74 reviews

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

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
4.99 out of 5 average rating, 149 reviews

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!

Superhost
Home in Denison
5 out of 5 average rating, 3 reviews

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! 🤠

Top guest favourite
Home in Sherman
5 out of 5 average rating, 16 reviews

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.

Top guest favourite
A modern cabin is positioned on a gentle slope surrounded by trees, showcasing a spacious porch with ample overhang. Large windows allow natural light to flood the interior, while outdoor seating is available for relaxation. The lush green lawn enhances the serene atmosphere.
Tiny home in Denison
4.97 out of 5 average rating, 195 reviews

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.

Top guest favourite
The exterior of the apartment features a modern structure with a metal facade and a spacious covered porch. A large fenced yard surrounds the property, with well-maintained grass and gravel pathways leading to the entrance. Adjacent outdoor seating is visible.
Home in Collinsville
4.99 out of 5 average rating, 107 reviews

"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!

Popular amenities for Grayson County holiday rentals

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