Vacation rentals in Grayson County

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Top-rated vacation rentals in Grayson County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Denison

The Woodcroft Ranch • Mid Century Near TMC & THF

The Woodcroft Ranch is a bold 1969 mid century retreat in Denison, TX that blends its original, retro character with modern comfort. Overlooking the former Woodlawn Golf Course, this spacious 3,100 sqft home offers peaceful surroundings, large gathering spaces, and a relaxed atmosphere ideal for families, traveling medical professionals, tournament weekends, and Lake Texoma getaways. Huge fenced yard perfect for kids and dogs. Minutes from TMC Hospital, THF Park, Downtown Denison, and the lake.

5.0 out of 5 average rating, 24 reviews

Guest favorite

Home in Sherman

Private Pool Retreat/Sleeps14/Near Lake & Casino

Welcome to our Pool Retreat, a private spacious home designed for group stays, getaways and longer visits. Enjoy an open layout, cozy bedrooms, full kitchen, three dedicated workspaces with fast WiFi, and private pool. Conveniently located near GlobiTech, Texas Instruments, Lake Texoma 20 minutes away and Choctaw Casino & Resort. Ideal for bachelor and bachelorette trips, fishing groups, concerts, family reunions, wedding parties and business or relocation stays in Sherman Denison and McKinney.

5.0 out of 5 average rating, 8 reviews

Guest favorite

A spacious living area features comfortable seating with colorful throw pillows arranged on gray sofas. A large area rug complements the wooden flooring. Natural light highlights the artwork on the wall, while views of the tranquil pond are visible through glass doors that open to the outdoor space.

Home in Pottsboro

TexStar Ranch explore Denison, Sherman & Pottsboro

Forget your worries in this perfect getaway! Experience true Texas hospitality in our spacious retreat. Our inviting home offers ample space for the whole family to relax and have fun. Escape the hustle and bustle of everyday life and unwind in a serene setting, complete with a stunning view of the tranquil pond right in your backyard! We are just a short drive to Lake Texoma and The Choctaw Casino. If you are planning a party, we have an event area that is rented separately. Contact Host.

4.96 out of 5 average rating, 45 reviews

Guest favorite

Home in Pottsboro

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!

4.98 out of 5 average rating, 105 reviews

Guest favorite

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.

Apartment in Denison

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

4.81 out of 5 average rating, 112 reviews

Top guest favorite

Home in Denison

Cliffside Cottage

Welcome to your private escape in the woods! Nestled in a quiet, secluded setting with a scenic views and privacy fence, the home feels like a true retreat while offering upscale amenities throughout. Relax by the private heated pool surrounded by expansive concrete decking. Outdoor lounge and seating areas ideal for morning coffee or sunset cocktails. This homes has it all! Must be 25 years of age to book, and no more that 6 guests on property at all times. No exceptions.

4.95 out of 5 average rating, 37 reviews

Top guest favorite

Home in Kingston

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

4.97 out of 5 average rating, 144 reviews

Top guest favorite

Home in Whitesboro

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!

5.0 out of 5 average rating, 111 reviews

Top guest favorite

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

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!

4.99 out of 5 average rating, 184 reviews

Top guest favorite

An outdoor seating area features five wooden chairs arranged around a fire pit, with soft gravel underfoot. A cozy sofa is positioned nearby, and a spacious lawn extends into the distance, complemented by scattered trees and farm structures in the background.

Barn in Sherman

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!

4.98 out of 5 average rating, 44 reviews

Top guest favorite

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

"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!

4.99 out of 5 average rating, 126 reviews

Top guest favorite

A spacious bedroom features a queen-sized bed dressed in light linens with turquoise accents. A cozy blue armchair is situated beside a window, and a wooden trunk serves as a coffee table. Shelves display decorative items, and light streams in through the window blinds.

Guest suite in Sherman

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.

4.97 out of 5 average rating, 183 reviews