Tiny house vacation rentals in Montgomery County

The exterior of the cottage is showcased, featuring white siding, a teal door, and a covered porch. Comfortable seating with colorful cushions is visible, alongside a ramp for accessibility. Surrounding greenery enhances the inviting setting of this secluded country retreat.

4.93 out of 5 average rating, 109 reviews

Off The Beaten Path Country Cottage

Please revisit our house rules before check-in and let us know if you have any questions. Property Address: 4900 FM 3081 Willis, TX 77378 Local’s favorite restaurants: GuadalaHARRY's Bar & Grill Ransom's Steakhouse & Saloon Wave on Lake Conroe Papas on the lake B-52 Brewery Sam Houston Wine Trail 242 Grill Historic downtown Conroe with several eateries and live music Please message me upon arrival so I know you got in OK. Thank you for choosing my Country Cottage Tammy [713-302-5122]

4.9 out of 5 average rating, 72 reviews

A red, barn-style tiny house is seen on a wooden deck, accented by potted plants. A single chair is positioned on the deck, with a small side railing visible. The entrance features a door with a window above it and decorative shutters on either side.

Tiny home in Montgomery

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.

4.96 out of 5 average rating, 296 reviews

Tiny home in Spring

Hot Tub! | Private, Modern Tiny Home Getaway

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!

Superhost

A charming tiny house is surrounded by trees, featuring a covered patio with ceiling fans and several windows that provide natural light. The entrance includes steps leading up to a spacious deck, with outdoor seating visible for relaxation.

4.73 out of 5 average rating, 74 reviews

Lake Resort -Christmas Tiny Getaway

This memorable place is anything but tiny & ordinary. Escape to Lake Conroe in a Tiny House Adventure! Try our little Tiny Texas Yellow Cabin located on a Lakefront Tiny Home Resort with so many amenities you'll never want to leave, we guarantee! Ever wondered about Tiny House living? Well, come get a taste of it while enjoying all that a Resort & Lake Conroe has to offer! One Bedroom, one bath tiny home with a covered patio lounging area and tons of amenities at your fingertips!.

Superhost

A circular fire pit surrounded by several wooden chairs invites conversation. The area is bordered by manicured grass, and lounge chairs with red umbrellas are visible in the background. Clear blue skies create a bright atmosphere, enhancing the space's warmth.

Home in Willis

4.85 out of 5 average rating, 113 reviews

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!

A tiny home is depicted with a blue exterior and white trim, featuring a welcoming front porch. Steps lead up to the entrance, framed by greenery and wildflowers in the foreground. Tall trees surround the property, enhancing its private setting.

4.91 out of 5 average rating, 162 reviews

Bluebonnet ~Quiet Retreat~ HotTub & Dog Friendly

Come see 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 glistening 1/2 acre pond with ducks, fish and a fountain. A wooded area behind and open fields out front brings a nice breeze across the porch. Makes for a perfect place to enjoy the Big Texas Sky!

4.98 out of 5 average rating, 118 reviews

A fire pit area is surrounded by log seating, inviting relaxation under string lights. The tiny cabin is visible nearby, nestled among tall trees. This setting provides a serene atmosphere, perfect for gatherings or enjoying evenings by the fire.

Cabin in Montgomery

Lake Cabin in the Forest - Houston National Forest

This is a great place to relax and unwind while enjoying the beautiful sunset and sunrise at the lake in Sam Houston National Forest with the geese, the ducks, and the birds, and keeping an eye out for the deer enjoying the lake. There's plenty of yard for your furbabies to enjoy. There's lots of scenery on the drive to the cottage (forests, wildlife, lakes, countryside, wineries, farms, wedding venues, etc.); you never know what you can capture, so bring your camera.

Superhost

A cozy living space features a plush blue sofa adorned with decorative pillows, complemented by a golden accent chair. The kitchen area, visible in the background, showcases modern cabinetry and an artistic backsplash. Natural light pours in through multiple windows, enhancing the inviting ambiance.

4.78 out of 5 average rating, 397 reviews

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!

4.96 out of 5 average rating, 116 reviews

Cottage in Tomball

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!

4.93 out of 5 average rating, 314 reviews

A charming cabin surrounded by lush greenery features a welcoming front porch with a wooden railing. Rocking chairs offer a comfortable spot for relaxation. The entrance is highlighted by warm tones and natural textures, creating a cozy and inviting appearance.

Cabin in Magnolia

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!

The living area features comfortable leather recliners facing a wall-mounted television and an electric fireplace. A dining table is visible in the background, with a ladder leading to a loft area above. Natural light streams through multiple windows adorned with blinds.

4.92 out of 5 average rating, 144 reviews

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!.