Family-friendly holiday rentals in Cypress

Tiny House on the Prarie

Tiny House on the Prairie is waiting to include you and your guest in this picturesque escape from the city. Snuggle up like a bug in a rug in the King size bed nestled in the loft. Wake up to a view of the grazing horses and cows. Watch the sunrise from the porch. This Tiny House is located on a 205 acre working ranch and riding stables. Enjoy living amongst the herd or venture out to old town Katy about 20 minutes south. There are cute antique shops and some mom-and-pop restaurants. Pets Yes

"Smouse" - A Romantic Escapade !

From the founders of SerendipTINY & Bonnie Lou Tiny home as featured on the popular TV show, Tiny House Nations on Netflix! WELCOME to "Smouse" - A Romantic Escapade in Magnolia Tiny Home Village. 250+ sqft indoor and abundance of outdoor patio and lounge space w/ hammock, fire pit & more. 1 queen in loft and 1 queen sofa bed w/ full kitchen. PRO-decor and furnished. Insta-gram READY! Experience the world of GLAMPING. Romance and Fun for ALL!Reconnect with nature at this unforgettable escape.

Tomball House - 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), Tejas Burger Joint (smoked burgers), Thirsty Bee Meadery, Cherry Street Antiques, Whistle Stop Tea Room ✔️ 3 minute drive to Boxwood Manor & Ella's Garden

The Texian Cabin

Enjoy a unique 1700 sqft Texas themed log cabin in the woods! This 1.5 story home, located on a small family farm, has three bed rooms and two bathrooms with an open living room, dining area and kitchen. Toast marshmallows under the stars, grill burgers on the fire pit, play horseshoes or corn hole, lead your own yoga with our goats, collect eggs from the chickens, relax in a hammock, play tetherball, wander the woods, or head inside and dance to classic Texas country on the record player.

Cozy and Private Guest Apartment with King Bed!

Enjoy privacy and comfort in this lovely guest apartment in Cypress, TX. Enjoy a king bed, screaming fast Internet, washer/dryer, water filter/softener, TV with Hulu, sofa bed, with queen memory foam mattress. Located between Cypress Outlets, Katy MIlls, hospitals, and approx. 30 miles to downtown. Enjoy some time by the lake, the Boardwalk is only about 3 miles away; or take in a movie down the street. If you want an adventure or a place to relax, this guest apt is right for you.

Upscale Cypress Stay Pool, Hot Tub, EV, Sleeps 20

Welcome to the Boutique Bunkhouse—your spacious Cypress getaway just 5 minutes from Houston Premium Outlets. This 3,600+ sq ft home features 4 bedrooms, 3.5 baths, a private pool, freestanding hot tub, billiards room, theater with Xbox, and full kitchen. Sleeps up to 20 with 2 king beds, 1 queen-over-queen bunk, and 3 full-over-full bunks. Perfect for professionals, families, and group travel. EV charger, Smart TVs, and pet-friendly. Quiet hours 8 PM–8 AM. No events or parties allowed.

The Fifth Wheel | Camp Fire | Stock Tank Pool

Are you a lone traveler and wonder what is it like to live in a true tiny house on wheels, or a couple looking to experience tiny living, but with all the amenities? Welcome to the Fifth Wheel! We are inspired with utilizing small space and turn them into amazing living experience. the home equipped with everything you need when traveling. The home is pack with efficient design, front porch with cover, stock tank pool, outdoor shower, Wifi, comfy bed and pillow & free parking

“The Pilot’s House”- Clean, Modern, Tasteful!

“The Cleanest Place we have ever stayed!” - From a recent Guest book entry! This is a brand new home located in one of Houston’s premier master planned communities. Professionally decorated with 100% brand new quality furnishings, specifically designed by a traveler with travelers in mind. This home has been modeled after some of the finest international hotels with a Texas flair. Comfort and convenience abound with easy access to the Grand Parkway and The Woodlands!

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!

Houston Hobbit House

This hobbit house, belonging to a little hairy footed fellow, has a life long journey of accumulating artifacts of the wonderous eras of ancient. You will find a vast collection of books both rare and of great value to feast your imagination and curiosity. This cozy haven, though adorned with swords and weapons of the great heroes of old, serves as a reminder that it is the little things that keep the darkness at bay, “small acts of kindness and love”.

Not So Basic N' Cypress, TX!

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. Check out our other Airbnb! airbnb.com/h/thezenfulretreat

Heated Pool Theater Luxury 4BR Retreat

Welcome to your luxury 4-bedroom retreat! Enjoy a heated pool, private home theater and spacious living area perfect for families or groups. 4 plush bedrooms & 3.5 baths Fully equipped chef’s kitchen Fast Wi-Fi & dedicated workspace Backyard seating and grill Minutes to dining, shopping and major highways—yet tucked in a quiet neighborhood for restful nights. Book now to secure your dates and start planning an unforgettable stay!