Tiny house holiday rentals in Lake Conroe

4.71 out of 5 average rating, 227 reviews

A scenic view of a private lake is framed by tall trees and dappled sunlight. A wooden deck features a table and chairs, offering a peaceful spot to relax. The gentle ripples on the water and the surrounding greenery create a serene natural setting.

Cabin in Montgomery

Lakeside Cabin in the Sam Houston National Forest

Summer is the ideal time to enjoy a lake view from the front porch, in a remote rustic setting 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.

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4.9 out of 5 average rating, 73 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.

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4.84 out of 5 average rating, 114 reviews

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

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!

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Tiny home in Montgomery

4.67 out of 5 average rating, 30 reviews

Cozy Private Bungalow near Lake Conroe

Escape to a cozy Lake Conroe romantic getaway 💕, perfect for couples looking to relax, reconnect, and enjoy a peaceful Texas retreat. Unwind in a private bungalow with high-speed WiFi, a fully equipped kitchen, self check-in, and free parking. Sleeps up to 4 guests and welcomes 1 pet. Spend your days boating, fishing, exploring Lake Conroe, or enjoying waterfront dining, then return to a quiet and comfortable space made for relaxing weekends, couples’ escapes, and longer stays.

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The exterior of the tiny home features a modern design with a rooftop deck. Large glass double doors provide a welcoming entrance. A spacious porch area is surrounded by greenery and towering trees, with sunlight streaming in from the left.

4.97 out of 5 average rating, 35 reviews

#9 The Hickory: Luxury Tiny Home & Goats

On a private 14-acre countryside retreat, this tiny home provides an unforgettable lodging experience. Our innovative Cargo home is outfitted with premier amenities including a 14” queen mattress with luxury linens, Smart TV, private front porch area, convenient parking, free WIFI, fully stocked kitchenette, Keurig coffee maker, and so much more! The best part of this unit is our rooftop deck where you can enjoy a romantic dinner, stargazing, or sip on a morning cup of coffee.

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4.98 out of 5 average rating, 66 reviews

The porch is adorned with vibrant flower planters, showcasing a variety of colorful blooms. Comfortable seating is provided by multiple chairs arranged for relaxation. Natural light filters through large windows, enhancing the inviting outdoor space.

Farm stay in Willis

The Retreat at Oakcrest Farms

Situated on 12 acres with easy access Lake Conroe and just 25 minutes north of The Woodlands TX, The Retreat at Oakcrest Farms features pastures, woods and natural views that are serene and carefree. This is a place to catch your breath, slow your heart rate, think or not think, a Retreat. Local craftsmen have created an inviting and elegant space for your enjoyment. Return guests please contact host when booking for specials!. Neighbor AirBnB pool available for our guests.

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Top Guest favourite

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

4.98 out of 5 average rating, 119 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.

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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, 398 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!

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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, 146 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!.

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4.93 out of 5 average rating, 176 reviews

A cozy sleeping area showcases a queen-sized bed draped with a soft throw, accented by a patterned coverlet. Nearby, a warm-toned wooden dresser is positioned beside the bed. Red and black curtains frame the window, enhancing the rustic interior highlighted by wooden beams.

Barn in Montgomery

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.

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4.9 out of 5 average rating, 77 reviews

A compact outdoor seating area is situated under a roofed porch, featuring a comfortable sofa set and a small table. A barbecue grill is positioned nearby, and the entrance to the unit is framed by decorative windows and a dark door, all surrounded by lush greenery.

Guesthouse in Montgomery

Casita w/ Swimming Pond_Sand Volleyball Access

Relax on our private fully fenced 5-acre gated retreat! Enjoy a private pond, sand volleyball, horseshoes, cornhole, BBQ grill, and a newly screened-in porch. Sleeps 4 with a queen bedroom (private bath) and a comfy futon in the kitchen area nook. The fully stocked kitchenette includes a Keurig, cookware, and essentials. Outdoor shower and bathroom make it easy to clean up after a day of fishing, games, or relaxing in the country.

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