
Tiny house holiday rentals in Montgomery County
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Top-rated tiny house rentals in Montgomery County
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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]
4.93 out of 5 average rating, 111 reviews
Sassafras Manor: Anti-Corporate Stay: City Oasis!
Welcome to your ultimate creative sanctuary. Now the newly available Main House at Sassafras Manor!" Nestled in historic Lakeland (77384)—a hidden 1960s neighborhood originally built as a fish farm—Sassafras Manor is a 64-year-old artist's cabin that feels like a year round vacation! It’s beautifully imperfect, bursting with color, and intentionally designed for deep relaxation. Longer stay rates negotiable." The tiny house “Maryhannah” is available for an extra fee if you want to include it!
4.95 out of 5 average rating, 198 reviews
Lakeside Cabin in the Sam Houston National Forest
Fall brings cooler weather and the Texas Renaissance Festival. Our remote rustic cabin sets amid the Sam Houston National Forest. Nestled among the trees, our private cozy country cabin provides access to a fishing pier sitting on a fully stocked catch & release private lake (no license required). Minutes from historic downtown Montgomery & Lake Conroe. Short drive to College Station, Huntsville, The Woodlands. Walk to the nearby Lone Star Hiking Trail or bring kayaks for fun on the lake.
4.71 out of 5 average rating, 228 reviews
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.
4.86 out of 5 average rating, 77 reviews
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!
4.96 out of 5 average rating, 303 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!
4.84 out of 5 average rating, 114 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!
4.92 out of 5 average rating, 165 reviews
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.
4.98 out of 5 average rating, 119 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!
4.78 out of 5 average rating, 404 reviews
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!
4.96 out of 5 average rating, 118 reviews
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!
4.93 out of 5 average rating, 321 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!.
4.92 out of 5 average rating, 148 reviewsPopular amenities for Montgomery County tiny house rentals
Family-friendly tiny house rentals

Charming guesthouse in Kingwood, TX -Houston IAH
4.9 out of 5 average rating, 67 reviews
@LogCabin_BnB Tiny Home Renaissance Festival
4.86 out of 5 average rating, 126 reviews
The Retreat at Oakcrest Farms
4.99 out of 5 average rating, 67 reviews
LakeSide Shack
4.5 out of 5 average rating, 22 reviews
Bluejay's Nest of Magnolia, TX
4.83 out of 5 average rating, 206 reviews
Luxury Cabin with private hot tub (Torre)
4.94 out of 5 average rating, 162 reviews
Luxury Cabin with private hot tub (Riolago)
4.97 out of 5 average rating, 145 reviews
SELLOANA FLOWER CASA-Unique S. American Experience
4.85 out of 5 average rating, 219 reviewsTiny house rentals with a patio

Adventure @ Tiny Lake Resort
4.81 out of 5 average rating, 70 reviews
The Cottage @ Agape Farms
4.92 out of 5 average rating, 61 reviews
Smile at Life #2, Private Detached House.
4.93 out of 5 average rating, 72 reviews
Spring Creek Tiny Home
4.82 out of 5 average rating, 57 reviews
The Cozy Container | Romantic Stay + Stunning View
4.83 out of 5 average rating, 95 reviews
Sunset Lagoon on Beautiful Lake Conroe
4.74 out of 5 average rating, 27 reviews
Cozy Private Bungalow near Lake Conroe
4.68 out of 5 average rating, 31 reviews
Adorable cabin just 2 minutes walking to the lake
4.68 out of 5 average rating, 40 reviewsTiny house rentals with outdoor seating

Casita w/ Swimming Pond_Sand Volleyball Access
4.9 out of 5 average rating, 77 reviews
#6 Brine Time: Luxury Tiny Home & Goats
5.0 out of 5 average rating, 6 reviews
Blue Moon Quaint House in the Woods
4.59 out of 5 average rating, 46 reviews
Simple Tiny Home Lake Conroe by RelaxSTR
5.0 out of 5 average rating, 4 reviews
The Evergreen cottage.
4.92 out of 5 average rating, 78 reviews
Casa Rosa Sleeps 4 Lake Conroe Waterfront
4.54 out of 5 average rating, 13 reviews
The Lantana ~ Intimate Cottage~ Hottub/Doggy Yard
4.93 out of 5 average rating, 125 reviews
Icelandic Aurora -Northern lights experience!
4.89 out of 5 average rating, 219 reviewsDestinations to explore
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