Tiny house holiday rentals in Montgomery County

Peaceful Cozy Cottage

Cute “not so tiny" tiny house that is light, bright and especially clean. This cozy cottage is 75 feet away from the main house on our 6 acres of trees with a seasonal creek, birds, squirrels and deer. Nestled against the trees and backing the creek, enjoy the deck with your morning coffee or star gazing at night. Our country paradise is 10 minutes from city conveniences with plenty of restaurants and movie theaters. Enjoy Old Town Montgomery and The Woodlands, both just 15 minutes away.

*HOT TUB* | Spacious 400 Sqf Tiny Home Experience!

Welcome to The Garage-- A one of a kind, super private, super spacious barn-style tiny home! At 400 Sf, you'll get the same comfort & amenities you would from a big home while being able to tell your friends you stayed in a tiny one! Here for work? Only 3 blocks from I-45 & HYPER fast wifi gives you access to the interwebs or the interstate so you can work efficiently. Here to AVOID work? Me too! Enjoy a romantic sunset from our cozy patio or a nice beverage in our bubbling hot tub!

Lakefront Resort Tiny Living by RelaxSTR

Do you need to get away? Have you ever wanted to try out a Tiny House? ESCAPE with us at the Lake! Welcome to A Thousand Trails Resort on Lake Conroe, dubbed “Houston's Playground”! Bring your family or friends for a fun almost lakefront getaway where everything you need for fun and activities is right at your fingertips. Close to I-45 & 20 minutes to world-class dining & shopping. Bring the boat and your fishing poles. Lake life is the best, and we guarantee you'll have a good time!

West Sandy Creek Winery Creekside Log Cabin

A beautiful 4 bedroom, 2 bath cabin, rustic on the outside and luxury on the inside, on a 360-acre ranch that is home to the West Sandy Creek Winery where the tasting room is open to the public. The ranch is also home to a range of animals including a camel, a zebra, a zebronkey, & more. Enjoy a fully furnished kitchen, big screen TV with premium movie channels, and views of the forest from the back deck as well a private bridge to a field that is a nice walk up to the winery.

Bluebonnet ~Quiet Retreat~ HotTub & Dog Friendly

The simplicity & relaxation of our premium 399 Sq. Ft. tiny home is so refreshing and unique. This home sleeps four. It has a Queen size bed and a luxury pullout Queen sofa. The fully equipped kitchen is perfect to fix up your gourmet meals. The Bluebonnet is nestled beside our sparkling 1/2 acre pond with a fountain, ducks and fish. A wooded area behind and open fields out front brings a nice breeze across the porch. Makes for a perfect place to enjoy the sunset or stars!

Belle's Beastly Tiny Castle - Willis/Conroe

WELCOME to the Belle's Beautiful Rose Castle which has 400+ sqft on 2 stories. 1 main bedroom plus a large loft. This home was PROFESSIONALLY decorated to fit the theme of our Fairytale Village & sits next to Prince Charming's home. From the moment you walk in you will be mesmerized! Come enjoy the outdoors and experience the world of GLAMPING from a magical wonderland perspective. Adults and children all ages will feel the adventure awaiting as soon as you walk in!

Cozy tiny house on small lake "The Maryhannah"

Relax and enjoy the calm serene of a country vibe feel in the middle of the city! This cozy tiny house feels like a gentle hug. Float around the seasonal splash pool, soak in the hot tub, enjoy a small container fire, or sit by the lake and watch the fish. Bring your fishing pole for catch and release stocked pond in this small vintage fishing community. Unit is on the back of the main house. Main house has area on the other side that you can’t see.

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!

Cloud's Cabin-Cozy Cabin Combo in the Piney Woods

Welcome to Cloud's Cabin! We are located an easy drive northwest of Houston. Cloud's Cabin is nestled in the piney woods of Magnolia, Texas and offers a cozy little spot for the perfect getaway. Whether it's a day or a week, Cloud's Cabin is a quiet, private spot to rest up. We are situated on a small self-sufficient working homestead. We grow seasonal vegetables and exotic rare fig tree varieties from around the world! We are big FIG enthusiast here!

Luxury Tiny House in Lake Resort

This unforgettable location is anything but normal. Luxury awaits you in your very own lake resort Tiny Home! Try out a Lake Community for Tiny Homeowners and have fun on the lake with tons of resort amenities along with your boat. Close to I-45 & 20 minutes to world-class dining & shopping. Bring the boat and your fishing poles. We guarantee you'll have a great time because lake life is the best life. Furthermore, we are a DOG -friendly resort!.

Valhalla!

This memorable place is anything but ordinary. A Viking-inspired getaway complete with porch, shower, bathroom, kitchen and a full-functioning sauna! This mini-apartment is in the top section of a barn and you may have to duck your head. There is a queen-sized bed and an additional mattress for someone else if needed. Take a stroll in the woods or take a quick 5 minute drive to the lake! Now with upgraded Air Conditioning! Pets welcome, $$Fee.

Luxury Cabin with private hot tub (Cueta)

Escape the chaos of urban life and embrace the serenity of the forest at Stay in Babia, our exclusive cabins near Houston. This scenic 9-acre retreat is in the heart of the Sam Houston National Forest, adjacent to Lake Conroe and within walking distance of the Sam Houston multi-use trails. Our A-frame cabins blend comfort, functionality, privacy, and elegance, offering a unique glamping experience with top-notch amenities.