Family-friendly holiday rentals in Tomball

Red Door Retreat- Stroll to Main St. X & festivals

Welcome to the vacation home that has it all! With 5 beds and a huge yard you can host your family comfortably while exploring the best parts of Tomball. A .2 mile walk through a cozy neighborhood lands you at the heart of the Old Town Tomball strip renowned for its live music, incredible food, breweries, farmers market, antique shops, boutiques, and festivals. Amenities include fast internet, large fenced yard, private street, and game room equipped with foosball/ air hockey. Pets by approval.

Resort Backyard Escape | Pool Spa + Outdoor Cinema

Escape to your private resort style oasis near Lake Conroe, where comfort meets unforgettable fun. This modern, fully electric home features 4 spacious bedrooms with 6 beds and 3.5 baths, perfect for groups and families. Enjoy movie nights under the stars, air hockey in the living room, a built in BBQ island, and life size games in the expansive backyard. Lounge on the stylish patio, relax poolside with sun loungers and cabanas, and make memories that last a lifetime in your ultimate getaway!!!

Downtown Tomball Cottage, Sleeps 12

Welcome to our charming 4-bed, 3-bath Texas sized (2,200 sq ft) farmhouse cottage minutes from Downtown Tomball. Step inside to discover a spacious, open-concept living area and a fully equipped kitchen. The four thoughtfully decorated bedrooms provide ample space. Outside, you'll find a serene patio area, perfect for sipping morning coffee or enjoying a barbecue. With its prime location, you're just steps away from Tomball's vibrant Main Street. Book now for a truly memorable Texas retreat!

Spacious Modern Retreat + Spa

Spacious 4-bedroom home perfect for large families, comfortably sleeping 11 with 8 beds. Enjoy the beautiful back patio featuring a large jacuzzi, ideal for relaxation. The house is packed with fun: board games, cornhole, dart board, foosball table, and a video game console. Each living space and bedroom has a TV ready for guest accounts. Located near hospitals, downtown Tomball, Vintage Park, and with easy access to Houston's hotspots! Need more room? Ask about booking the next-door listing!

Woodlands Retreat - Looks Rustic, Feels New

This freshly renovated retreat in Magnolia is the perfect relaxing getaway. Enjoy the peace and quiet of a 5-acre natural wonderland. Minutes away from world-class shopping, dining, and recreation in The Woodlands, TX. The home features 4 furnished bedrooms, a fully furnished kitchen and dining area, a spacious living room with pull-out sofa, 2 full baths, high-end linens, a stocked laundry room, and plenty of outdoor space to enjoy. We hope to see you soon!

2bed/2bath - Steps to Coffee, BBQ, Tex-Mex

Spacious 2/2 in Tomball’s historic Old Town, steps away from restaurants, shopping, antiques, and weekly farmer’s market. This one has it all—near everything yet tucked away on a peaceful street. ✔️ 2 minute walk to Honor Society Coffee, Graze Restaurant, Tejas Chocolate+Barbecue, Callie’s Kitchen ✔️ 5 min walk to Cisco’s (Baja/Tex-Mex), Manna Bread From Heaven, Cherry Street Antiques, Whistle Stop Tea Room ✔️ 3 minute drive to Boxwood Manor & Ella's Garden

Fun, Relaxing Escape with Pool

Your family will be close to everything in The Woodlands when you stay at our centrally-located property. You will also be able to get away when you come back to relax on 5 acres. It is within walking distance to Jones State Forest. Within 5-15 minutes drive to The Woodlands Pavillon, mall, events, and restaurants. We live on the property in the house and will be there to assist you with whatever you may need while staying in our 1900 square foot bardominium.

Cozy Cottage on Farm Away from City

Whether looking to get away from the City & recharge or looking for a unique stay during your travels, The Cottage is sure to please. Lovingly remodeled & outfitted with vintage details, you'll feel right at home & ready to relax. You'll enjoy the picturesque 10 acres that surround you. Close enough to get to the City if you need, but feels like you're world's away! Explore idyllic Downtown Tomball, or sit in our rockers, sip some lemonade, and relax!

Texas Pool House Escape - Events, Pond, Hot Tub

Escape to this private 3-acre retreat just outside Houston, featuring a resort-style pool with sunken bar, in-ground hot tub, outdoor kitchen, and basketball court. The Pool House sleeps 12 and is ideal for relaxing getaways or hosting events. Enjoy shared access to a stocked fishing pond and playground. With spacious indoor and outdoor areas, this home is perfect for entertaining family, friends, or groups. Book your Tomball stay today!

Main Street Loft

Welcome to my loft this home is right in Tomball and filled with small town charm. This home is a charming loft in a great location. The Tomball shops are just a small walk away. Enjoy your stay here and take part in some small-town charm, this town has much to offer on the weekends. Enjoy your stay walking around the shops (antiques, clothing, and great food), also spend your time at the farmers market or at the lovely Tomball depot.

Not So Basic N' Cypress, TX!

12 minutes to Premier Baseball! Welcome to Not So Basic! Located in the heart of Cypress, TX, offering over 3,350 sq. ft. of living space. This property is ideal for both a quick weekend getaway or an extended relaxing stay. Home has a hockey table, pool table, giant connect 4, as well as an indoor putting green. Accommodations include three spacious king-sized beds and two queen-sized beds, ensuring comfort for all guests.

A Pet Friendly Farm Stay in Tomball

This Pet Friendly (pre-approval required) Farm Stay offers a 320 sq ft cottage. Rest in this clean, cozy and private space. Rise with the rooster, free range with the flock and enjoy this peaceful property. Rock on the porch, listen to the wild birds serenade the farm and roost to the crickets chirping in evening. This cottage is located behind our home in a gated pasture with a view of our pasture and animals.