Family-friendly holiday rentals in Sherman

4.95 out of 5 average rating, 107 reviews

A contemporary cabin is illuminated at night, surrounded by tall trees. Soft lights highlight the building's modern architecture, showcasing an inviting deck. The dark sky is dotted with stars, enhancing the serene outdoor setting.

Cabin in Denison

The Weekender at Eisenhower

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 2 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!

5 out of 5 average rating, 4 reviews

Private Pool Retreat/Sleeps12/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.

4.96 out of 5 average rating, 290 reviews

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

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.

5 out of 5 average rating, 18 reviews

A bright and airy kitchen with a large island features modern appliances and a white countertop, providing ample prep space. The open layout connects to a cozy living area with neutral decor, offering a seamless flow throughout the second-story space.

Barn in Sherman

TopSpot @Hundredfold Family Farm

Welcome to the Top Spot at Hundredfold Family Farm, the cozy & refreshing country destination you’ve been looking for! This second-story abode offers 2 comfy bedrooms & 1 spacious bathroom all styled with a modern southwestern flare, and a fully equipped (super dreamy!) kitchen overlooking Texas longhorns grazing in the pasture. Kick back on the private balcony and enjoy the views, from sunrise to star gazing! All of this country charm just minutes from the highway & many conveniences.

4.86 out of 5 average rating, 146 reviews

Guesthouse in Sherman

Guest Cottage in Historic Neighborhood

The quiet and private guest house is tucked behind a large historic home south of downtown Sherman, TX. It is traditional in design and decor. The kitchen features metal cabinets with double drain board sink and decorative finish. The rooms are spacious and comfortable with upgraded HVAC. The house is a mile south of downtown Sherman in an eclectic walkable neighborhood. The stately homes of Heritage Row are just a few blocks away. Austin College is less than a two mile drive.

4.81 out of 5 average rating, 104 reviews

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

5 out of 5 average rating, 50 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.

A comfortable living area features a dark gray sectional sofa and a matching loveseat, both accented with light decorative pillows. Two windows allow natural light to fill the space, while a neutral area rug provides warmth. A television rests on a modern entertainment unit.

4.88 out of 5 average rating, 60 reviews

NEW BUILD! | King Bed | Fenced Yard | Garage |WiFi

★"We had an amazing stay! The house was super clean with everything we needed!" ☞ Fully Equipped + Stocked Kitchen ☞Dedicated Workspace ☞ Garage Included ☞ Full-Size Washer & Dryer ☞ Large, Fully Fenced Backyard ☞ Prime Location ☞ 3 Bedrooms (Sleeps up to 6 guest) Nearby: Sherman Town Center (10 min): Shopping, dining, entertainment Texas Instruments (10 min): Business-friendly Eisenhower State Park (30 min): Hiking, fishing US-75 access to DFW.

A single-story house with a light blue exterior is shown, featuring a front porch and white trim around the windows. Brown shutters complement the facade. A concrete driveway leads to an attached garage. A well-maintained lawn extends in front, with trees visible in the background.

4.83 out of 5 average rating, 159 reviews

Hot Tub Sunflower Oasis Home

this is our virtual video https://youtu.be/zlDmwpJBH6sPeaceful Oasis I'n mid Sherman tx ..this 3 bed 1bath Gem has everything you need plus more to enjoy family time , friend time even a couple getaway! Offering garage parking to outdoor firepit and even Hot Tub fun for all year around! Only about 15 -20minutes from Lake texoma and Choctaw casino and 3-5 minutes from shopping & eating ! Your fur babies are welcome!

4.99 out of 5 average rating, 246 reviews

Home in Van Alstyne

Luxury Ranch on 14 Acre Horse Farm

11 Local Wineries/5* Restaurants/Choctaw Casino/45 min to Dallas This newly renovated home has it all. 5.0 reviews! Large 3K sqft new farmhouse on 14 acre horse ranch w stunning views. Open floor plan, dual fireplace to outdoor patio/pool. Hot tub, gourmet kitchen/gas grill/fire pit and beautifully decorated bedrooms. Lots of privacy. Visit nearby Mckinney Sq. for top restaurants/bars, shops or local wineries!

4.97 out of 5 average rating, 179 reviews

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.

4.99 out of 5 average rating, 291 reviews

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

Texoma Escape|Walk to Lake|Pet Friendly|Golf Cart

Relax at this cozy 2‑bed, 1‑bath cottage near Lake Texoma, perfect for couples, families, or friends. Sleeps four and offers a peaceful retreat with a patio for sipping a fresh cup of morning coffee and wildlife views. After a day on the lake, enjoy the refreshing outdoor shower, fire up the grill, and relax with a local brew under the Texas sky.

Popular amenities for Sherman family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 64 reviews

A fire pit area is surrounded by four dark, Adirondack-style chairs set on a gravel surface. Lush greenery of trees envelops the area, creating a natural and serene environment for outdoor gatherings.

Home in Whitewright

The Five Acre Woods

4.92 out of 5 average rating, 126 reviews

A serene backyard features a spacious pool and a connected spa, both showcasing clear blue water. Lounge chairs are positioned nearby, offering a relaxing space to enjoy the sun. The brick exterior of the house provides a warm backdrop to the outdoor area.

Home in Whitesboro

It’s 5 O’clock Somewhere in Texas (Pool, 3 bed)

4.91 out of 5 average rating, 130 reviews

A serene outdoor space features a circular stone fire pit, surrounded by comfortable seating. Behind it, the private pool glistens under a colorful sunset. Wooden beams and twinkling lights define the spacious patio area, creating a welcoming atmosphere for gathering.

Farm stay in Celina

Texas Farmhouse on 10 Acres with Pool &Hot tub Spa

A spacious living area is presented with a large sectional sofa adorned with soft pillows. A round glass coffee table sits in the center, surrounded by a plush rug. Natural light fills the room through expansive windows, creating an open and inviting ambiance.

4.96 out of 5 average rating, 57 reviews

The Sophey

4.81 out of 5 average rating, 98 reviews

A welcoming porch features a sturdy roof overhead, with two wooden Adirondack chairs and a small table arranged invitingly. The steps lead up to the front entrance, surrounded by vibrant greenery and softly filtered sunlight.

Farm stay in Denison

Country Farmhouse close to Downtown Denison

4.94 out of 5 average rating, 35 reviews

Hot Tub Serenity: A Stellar Stay - 4 b/3b Amazing

A hot tub is positioned on a concrete patio, featuring a dark, textured exterior and filled with bubbling water. Two colorful towels hang on the wall nearby, adding a touch of vibrancy to the serene setting.

5 out of 5 average rating, 44 reviews

Hot Tub Paradise: Fire Pit - BBQ - Family/Couples

A wooden dock extends over a calm lake, surrounded by lush trees reflecting on the water's surface. The sky is bright with fluffy clouds, creating a serene backdrop for outdoor activities.

4.66 out of 5 average rating, 35 reviews

Luxurious Event-Friendly 6BR 3B Villa with Hot Tub

Family- and pet-friendly home rentals

5 out of 5 average rating, 5 reviews

Townhouse in Sherman

Modern 30+ Day Townhome | Corp & Pets

4.97 out of 5 average rating, 116 reviews

An expansive view of the property reveals lush green landscapes and a tranquil pond surrounded by trees. A winding path leads through the area, emphasizing the spaciousness of the 42-acre retreat. The open sky provides a bright backdrop to the serene countryside.

Home in Bells

Fleming Orchard -A Unique Texas Country Getaway

4.99 out of 5 average rating, 123 reviews

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!"

4.86 out of 5 average rating, 258 reviews

The exterior of The Barrel House is presented, showcasing a spacious green lawn surrounded by trees. The house features a deck extending along its facade, with large windows reflecting the sky, and is set against a backdrop of fluffy clouds.

Home in Pottsboro

The Barrel House on Lake Texoma

A well-lit living area features a dining table with six chairs and two yellow accent chairs positioned on a blue-striped rug. A flat-screen television is mounted on the wall, and a door leads to a staircase, enhancing the spaciousness of the room.

5 out of 5 average rating, 16 reviews

Bluebonnet Cottage Duplex in Downtown Denison

5 out of 5 average rating, 21 reviews

The Woodcroft Ranch • Mid Century Near TMC & THF

A living area features a grey sofa adorned with decorative pillows, set against a vibrant diner-themed wall mural. A checkered rug lies beneath a dark coffee table, while a TV is positioned nearby. Natural light enters through a window draped with bright yellow curtains.

4.84 out of 5 average rating, 19 reviews

Classic Diner Pad| 2BR | Tvs

A charming blue cottage is presented with a well-maintained front yard. The exterior features a covered porch with seating, surrounded by lush greenery and colorful flower beds. Symmetrical windows offer natural light, while a pathway leads to the entrance of the home.

4.97 out of 5 average rating, 216 reviews

Home In Denison Cottage Retreat

Family-friendly home rentals with a pool

5 out of 5 average rating, 16 reviews

A rustic cabin exterior, constructed from wooden materials, is framed by a grassy area. A fire pit made of stone is positioned at the center, while two hanging swings are supported by wooden beams overhead, creating a relaxed outdoor gathering space.

Tiny home in Denison

Tiny Home 07: The Bluebonnet

4.82 out of 5 average rating, 17 reviews

The image captures a panoramic view of a serene pool area at sunset. The rectangular pool is framed by lounge chairs, with lush greenery surrounding the space. In the distance, the water of Lake Texoma glimmers under the warm hues of the setting sun.

Home in Pottsboro

Lake Front, Pool & Sunset Island Views

4.87 out of 5 average rating, 252 reviews

Home in Durant

Rodeo Ranch 55 acres, 3 Bdr, Pool, 1/3 mile/casino

4.94 out of 5 average rating, 36 reviews

An aerial view of a modern countryside manor reveals a large pool surrounded by a stone patio. The structure features a combination of stone and wood textures, with large windows overlooking the green landscape. Lush grass and trees extend in the background.

Home in Calera

Countryside Manor with Pool

4.93 out of 5 average rating, 30 reviews

Cliffside Cottage

5 out of 5 average rating, 42 reviews

The image displays a vibrant view of a lush landscape leading to a body of water. A marina, visible in the distance, is surrounded by trees under a clear blue sky, creating a serene outdoor environment.

Home in Pottsboro

The Lake Escape

5 out of 5 average rating, 19 reviews

The swimming pool is set under a clear blue sky, with sunlight reflecting on the water. Floating loungers and chairs are visible beside the pool, while vibrant blue shade sails provide shelter. Lush greenery surrounds the area, enhancing the outdoor atmosphere.

Home in Whitewright

The Green House at Best Day Ever Ranch