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
4.97 out of 5 average rating, 195 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, 272 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, 281 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
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, 240 reviews

Lake Texoma| Walk to Lake |Golf-cart| Pet Friendly

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, 76 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 spacious sleeping area features a king bed with decorative cushions and artwork on the walls. A large television displaying Netflix is positioned on a wooden cabinet, alongside a comfortable seating arrangement with a soft couch and an ottoman.
Flat in Sherman
4.88 out of 5 average rating, 74 reviews

Gorgeous loft, downtownSherman,washer/dryer, WiFi

Step into a GORGEOUS and MODERN that is centrally located so you’re an arm’s reach from major retail stores and mere steps from downtown Sherman. If you are looking for a convenient, stylish and beautiful getaway this is the perfect spot. Your stay will include: 🔵 1 comfortable KING bed 🔵 Fast Wifi 🔵 Stocked Kitchen 🔵 TV 🔵 Washer and dryer in unit You will be located near: 🔵 Lake Texoma 🔵 Downtown Sherman 🔵 Austin College 🔵 Texoma Medical Center 🔵 Town Center

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, 194 reviews

Texas Tiny Cabin #6

Welcome to Texas Tiny Cabins situated on 40 acres in north Texas! Whether you're seeking a romantic getaway, a family adventure, or a peaceful solo retreat, our cabin provides the perfect setting for your vacation and features views of downtown Denison, modern amenities, and the peace and quiet you've been longing for. 2 mile drive to Downtown Denison 8 mile drive to Lake Texoma 18 mile drive to Choctaw Casino and Resort Experience Our “Texas Tiny Cabins” & Learn More Below

Top guest favourite
Barn in Whitesboro
5 out of 5 average rating, 24 reviews

Rustic-Modern, Retreat at Falling Leaf Ranch

Unplug, unwind, and enjoy nature at this charming 2-bedroom barndo tucked away on 21 acres in Whitesboro, TX. With a full kitchen, spacious living room, private cozy fire pit, and scenic surroundings—including oak trees, a pond, trails, & bridges—this retreat is perfect for couples, families, or friends looking to relax and recharge. 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.

Guest favourite
The custom casita is framed by tall trees, with sunlight filtering through the branches. The stone structure showcases arched doorways and a rustic fireplace chimney. The surrounding grounds provide a serene setting, enhancing the natural beauty of the outdoors.
Villa in Whitesboro
4.99 out of 5 average rating, 152 reviews

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!

Top guest favourite
A cozy sleeping area features a spacious bed with soft bedding, flanked by two bedside lamps. A wooden accent wall adds warmth, while a ceiling fan and comfortable seating enhance the inviting atmosphere. The kitchen is visible in the background, offering convenience.
Flat in Denison
4.94 out of 5 average rating, 81 reviews

Cozy Hideaway in Denison Tx

Take it easy at this unique getaway. Private and cozy. Located minutes from Lake Texoma and Choctaw Casino. Enjoy shopping at the up and coming shops and dining of downtown Denison Tx. Many amazing restaurants available within minutes or prepare your own meals in this cozy well equipped kitchen. Very large fenced in yard is a work in progress with plans for a fire pit, hammock, umbrella picnic table and a bird watching pole. Come be our guest!

Guest favourite
An inviting living area features a brown leather couch facing a medium-sized Smart TV. Natural light enters through a large window, illuminating potted plants and wooden accents. A rustic dining bar with stools offers additional seating, while warm-toned wood beams add character to the space.
Farm stay in Calera
4.94 out of 5 average rating, 260 reviews

Lake Texoma Getaway-4 miles from Choctaw Casino

The perfect getaway on 20 acres of pure farm bliss! 4 miles from the Choctaw Casino & Resort. Our home includes a full kitchen, Smart TV, and is pet-friendly! Please keep in mind that we are in the country and live on a dirt road. We have a horse and chickens that will be happy to greet you on your arrival. *As the pictures indicate, the Airbnb is behind the main home. We do live on the property but will have 100% privacy.

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, 104 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

  1. Airbnb
  2. United States
  3. Texas
  4. Grayson County