Holiday houses in Montgomery County

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Top-rated holiday rentals in Montgomery County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A private pool is visible with a gently sloping lounge chair floating on the water's surface. Surrounding palm trees and natural stone formations create a serene ambiance under bright blue skies.
Holiday home in Montgomery
4.95 out of 5 average rating, 192 reviews

Prancing Horse Estates:10 acre resort w/pool, spa

Welcome to Prancing Horse Estates! This is a private gated 10 acre estate with private pool, spa and waterfall + 4 bedroom home. You’ll love it if you like upscale indoor style combined with beautiful outdoor space. 10 acres- 4 meadow and 6 densely wooded with 2 paths along the creek, with lovely poolside space with seating for 16+. Well stocked library, children’s room, indoor/outdoor games. Certified Wildlife Habitat® site with the National Wildlife Federation and Texas Conservation Alliance.

Superhost
Tiny home in Magnolia
5 out of 5 average rating, 4 reviews

BRAND NEW "Smouse #2" - 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" #2- A Romantic Escapade in Magnolia Tiny Home Village. Due to popular demand, we have duplicated Smouse #1 for everyone to double the adventure! Abundance of outdoor patio and lounge space w/ hammock, fire pit & more. 1 queen in loft and 1 queen sofa bed w/ full kitchen. Insta-gram READY! Glamping to reconnect with nature at this unforgettable escape.

Guest favourite
Home in Montgomery
5 out of 5 average rating, 22 reviews

Lake Conroe Escape | Scenic Views + Relaxing Vibes

Where the Lake feels like Home. Escape to a cozy retreat on Lake Conroe with breathtaking views and relaxing vibes. Perfect for couples, friends, or small families, this 2BR getaway offers comfort, style, and the perfect backdrop for unforgettable moments. Wake up to a lake scenery, sip coffee on the balcony, enjoy wine at sunset, roasted marshmallows on the fire pit; and easy access to boating, fishing, dining, and local fun. Come recharge, reconnect, and experience lakeside bliss at its best.

Guest favourite
A rooftop space showcases a 75-inch television mounted on a gray wall. Two modern wicker chairs with blue cushions flank a circular wooden coffee table, which is adorned with a variety of magazines. Green foliage is present, adding a refreshing touch to the area.
Home in Conroe
4.95 out of 5 average rating, 152 reviews

Contemporary 3 Bedroom-Rooftop- Home

Kick back and relax in this new construction, modern, stylish home. Located in the heart of downtown Conroe. Extremely close to great dining, entertainment, and the Conroe convention center. About 15 minutes from Lake Conroe, this vacation will be one to remember! Enjoy a movie on the rooftop under the stars or make memories around the outdoor fire pit in the backyard. Get cozy in front of the 75” television. With televisions in every room, enjoy a peaceful night’s rest on comfortable beds.

Top Guest favourite
A charming tiny home is depicted, set against a backdrop of lush greenery. Purple flowers are visible in the foreground, with the home featuring large windows and a welcoming porch. The surrounding area is enhanced by tall trees and a well-maintained lawn.
Tiny home in Willis
4.93 out of 5 average rating, 122 reviews

The Lantana ~ Intimate Cottage~ Hottub/Doggy Yard

A Hot Tub, The Big Texas Sky, And a Doggy Play Yard for Your Best Friend. Make memories that last & enjoy the relaxation of our premium 600 Sq Ft tiny home. This little home sleeps 5 with a King bed in the main bedroom. A luxury pullout Queen in the living room & a Twin pull-out for extra room. The fully equipped kitchen is perfect to whip up your gourmet meals. It also has a private hot tub tucked on the back of this quiet retreat. Perfectly located next to our glistening stocked pond.

Luxe
Treehouse in Montgomery
4.98 out of 5 average rating, 174 reviews

Lux Treehouse: Lake views, Gameroom, Kayaks, Fun

Escape w/ the family to "Iron Pine Treehouse" next to Lake Conroe on a small private lake. Enjoy lake views from nearly every room w/ luxury finishes. Trees intersect the deck--a canopy of leaves overhead for a treehouse effect! 13 beds, sleeps 17 comfortably: 1 King, 2 Queens, 9 Twin bunks, 1 queen sofa bed Kayaks/Paddleboards and a game-room. There's even a connected studio with a full kitchen! Fish off the private dock | Only 3 minutes to Lake Conroe public boat ramp or boat rentals!

Guest favourite
A standalone bungalow with a white exterior is surrounded by greenery. The entrance features double glass doors flanked by potted flowers, while a spacious patio leads to the yard. A landscaped area with stones and plants is visible in the foreground.
Bungalow in Montgomery
4.93 out of 5 average rating, 203 reviews

‘Haus House’ Studio close to the Lake

‘Haus House’ Studio is a 440 sq ft standing alone bungalow in a very quiet location yet close to all lake activity and great places to eat. The studio has a queen bed, wardrobe, living area, tv and WiFi. It has a kitchenette with a dining table for 2, refrigerator, microwave and coffee maker. The bathroom has a nice marble shower. There is an outdoor seating area for down time and relax. While we live on the property, you have your own privacy, but if you need us we are close by.

Top Guest favourite
Home in Montgomery
5 out of 5 average rating, 12 reviews

Little Cottage in the Forest

Come experience quiet luxury in a quaint cottage nestled amidst the forest. This little 5-star charmer is the perfect romantic getaway for couples seeking a respite from a busy life. Highlights • Private 3-acre property in Sam Houston National Forest • Outdoor soaking tub under the pine trees • Large patio with fire pit, grill, and lounging area • 10 minute drive to Lake Conroe boat ramp. • 10 minute drive to Lone Star Hiking. • Peaceful, nature-immersed setting with modern comforts

Guest favourite
Home in Montgomery
5 out of 5 average rating, 13 reviews

Serene 4BR Retreat at Lake Conroe

Welcome to our spacious retreat at Lake Conroe! Perfect for families or groups, this home offers comfort and convenience just minutes from the Lake Conroe. Enjoy a fully equipped kitchen to cook your favorite meals, a cozy living area to relax, and TVs in each bedroom for private entertainment. With 4 bedrooms and 2 bathrooms, there’s plenty of space for everyone to unwind. Whether it’s lake adventures or quiet nights in, this home has everything you need for a memorable stay.

Top Guest favourite
Home in Magnolia
4.97 out of 5 average rating, 70 reviews

Ranch house in Magnolia, TX aka The Zaiontz Ranch

Escape to our serene lakeside ranch house. Our Airbnb has 3 bedrooms, 2 bathrooms, fully-equipped kitchen, living room, dining room, and formal living room. Step outside to be greeted by the tranquil lake view and the pastoral beauty of grazing cattle. 14 miles to Texas Renaissance Festival, 20 minutes to Lake Conroe, 15 minutes to shopping, groceries, pharmacies, restaurants. 2 miles from Meeker Mark wedding venue. Note: The 2nd floor is not part of the rental.

Guest favourite
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
4.92 out of 5 average rating, 163 reviews

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.

Guest favourite
An A-frame cabin with sleek wooden siding is seen from outside, featuring large glass doors that invite natural light inside. A hot tub is positioned on the deck, surrounded by rustic steps and open wooded space for a tranquil escape.
Cabin in Montgomery
4.94 out of 5 average rating, 155 reviews

Luxury Cabin with private hot tub (Torre)

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.

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