Family-friendly holiday rentals in Red Oak

Casstevens Homestead Farm House (Entire House)

Casstevens Homestead House located on 145 acres near Mansfield. great for long walks in the country, or a place to get away. This is a working farm with livestock. House is approximately 150 years old, dating back 5 generations. There are large back pastures for walking out in the country. Pets are welcome, but we do have Great Pyrenees on the farm to protect our chickens. They are very friendly but the will probably greet you at the door. We can stable your horses for riding on request.

Mars Hill Farm Tiny House Cottage

This tiny cottage is nestled behind an old farm house on a 100 acre working farm just 25 mins south of Downtown Dallas. The 200 square foot space features a detached / shared bathroom connected by the front porch with beautiful stock tank soaker tub. Inside there is a bunk-room complete with full and twin size beds, a cozy loft with a queen mattress, and quaint living room with futon, electric kettle, microwave, and mini fridge. If you need a place to escape the hustle and bustle this is it!

Private Bishop Arts Retreat

Welcome to our fully furnished guest house! Located in the upscale area of Kessler Park, just 1 mile from Bishop Arts District of Dallas, this charming abode offers both convenience and luxury. Situated within walking distance of a lovely local park, you'll have the perfect opportunity to enjoy the outdoors during your month-long stay. With a well-appointed kitchen and your own private laundry. Book your stay now and enjoy the ultimate blend of comfort and convenience in the heart of Dallas.

Helon's Haven, you're going to call it Home.

Helon's Haven has All the comforts of home... We take pride in offering everything you need. FULLY furnished 2bd & 2bath for up to 4 guest. Nestled in the City of Waxhachie in a Garden Home district the location offers maximum convenience. Have your morning Coffee on the covered Deck and enjoy the fully fenced back yard, become one with nature & relax there too after a full day. Enjoy! Prepare and serve meals in the large Kitchen and Dinning area or just grab a bite at the counter bar.

Luxury Country Guesthouse with Pool

The conveniences of home and the luxury of a hotel. Whether you are here for work, visiting family, taking a vacation, or needing to be near Dallas, our goal is for you to have the best Airbnb experience ever! Near downtown Ennis and 45 minutes to DFW, this new one-bedroom guest cottage includes a fully equipped kitchen and bathroom, living room with smart TV, office space, laundry room, and attached garage! With full use of pool, jacuzzi, gym, grill, fire pit, and outdoor amenities!

Charming Cabin Near Deep Ellum & Fair Park

My cabin is a hidden gem in Urbandale, a neighborhood only 15 minutes from downtown that's filled with unique architecture, old trees, and multicultural flavor. Crafted from pine felled and hand-planed in Boone, NC, the cabin has a wonderful smell and unique aesthetic. It's like a woodcutter's home deep in the woods, yet sits safely in my verdant backyard. Covered parking is removed from the road and secure. Already booked or need more space? Check out my Airstream or artist's loft!

The Little House

Experience luxury tiny home living when you stay at La Casita, nestled in the county just a few miles from downtown Waxahachie and only 25 minutes from downtown Dallas. With all the amenities of home, this is the perfect getaway from the hustle and bustle of everyday life. Spacious enough for a couple as well as a kid sized futon in the living room. Sit back and relax on the private covered porch, while enjoying your morning coffee. La Casita is the perfect home away from home.

Chateau Bleu

A 2-bedroom historic home with a modern vibe. Situated in the charm-filled downtown Waxahachie, this home will give you that old town vibe, with all the modern conveniences. Kick back and enjoy this curated space after a day of exploring or sip your coffee on the front porch. *** I wanted to emphasize that downtown Waxahachie has 2 trains that run through. They are loud. It is inevitable if you’re staying anywhere in downtown Waxahachie. Do check out reviews!

The Art Cottage - Paintings, Color and Fun!

Get inspired at The Art Cottage nestled in Funky Little Forest Hills, Dallas’ best kept secret! Only 5 miles from downtown, The Art Cottage is a peaceful oasis where you will be surrounded by nature and creativity. It is walking distance to popular restaurants, shopping, coffee shops, and a farmers market on Saturdays. Enjoy the beauty and nature of White Rock Lake and the Dallas Arboretum, a 66-acre botanical garden that ranks among the best in the world!

Finding Calm Guest Suite, a memorable TX stay!

Come stay & experience a sweet getaway in our Guest Suite. The moment you step onto the property, you will be charmed with the beauty by nature and towering trees. Peacefulness is palpable! Your 4-room suite, in a set-apart area of our home, has its own private entrance and is well-appointed and inviting. Located in a historic small town well connected to Dallas and close to Waxahachie and Midlothian. Come, unwind and enjoy, you will find calm - promise.

The Overlook at Oak Cliff- Guest House

Private guest suite in Oak Cliff (see note below). Recently designed mid-century modern guest suite, that sits on a hill above tree lined neighborhood, so you have a feeling of being in nature. Note: - It has a private entrance through the garage. - NEW lights installed that make it easy to find at night. (OCT 2025) Weekends: if we are home we offer Free latte or cappuccino in the morning. Just let us know you would like one!

Modern,Cozy,Luxe,Near I-35,15-min from Downtown

Welcome to your modern luxury sanctuary, an Airbnb stay that perfectly balances opulence and convenience in the vibrant heart of Dallas. Located just a swift 5-minute drive from the I-35 highway, this exceptional retreat offers an unrivaled fusion of contemporary elegance and proximity to downtown Dallas. Amenities include a treadmill, workspace, Wifi, kitchen cookware, garage parking/driveway, and games for the kids.