Holiday houses in Montgomery County

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Top-rated holiday rentals in Montgomery County

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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, 186 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.

Guest favourite
A cozy sleeping area features a spacious bed adorned with a light blanket and a vibrant yellow throw. A large window allows natural light to fill the room, providing a view of the surrounding trees and greenery. Shelving units and a wall-mounted TV are also present.
Tiny home in Magnolia
4.98 out of 5 average rating, 123 reviews

"Smouse" - 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" - A Romantic Escapade in Magnolia Tiny Home Village. 250+ sqft indoor and abundance of outdoor patio and lounge space w/ hammock, fire pit & more. 1 queen in loft and 1 queen sofa bed w/ full kitchen. PRO-decor and furnished. Insta-gram READY! Experience the world of GLAMPING. Romance and Fun for ALL!Reconnect with nature at this unforgettable escape.

Top Guest favourite
The exterior view of a two-story home reveals a modern design with a spacious lawn, alongside a serene lake. The covered patio features a dining area under a wooden ceiling, perfect for enjoying outdoor meals. Nearby, a stylish kitchen showcases sleek countertops and seating.
Home in Montgomery
4.94 out of 5 average rating, 70 reviews

Water’s Edge Retreat w/ Golf Cart!

Bring the whole family to this great place with lots of room for fun. Covered patio with 2 outdoor TVs! Fish and swim off the dock or hit golf balls in to the driving range which is in the lake! Great waterfront restaurants just a few miles away! Also, a Kroger Marketplace and Walmart close by if you prefer to cook or grill while looking at the lake! Finally, (with a fee payable) you have access to the Country Club amenities including restaurant, 3 swimming pools, fitness center, and more!

Top Guest favourite
A double covered deck features comfortable seating overlooking serene lake views. Lush greenery is visible along the shoreline, with gently rippling water reflecting the sky. This outdoor space provides a relaxing area to enjoy the natural surroundings.
Townhouse in Montgomery
4.98 out of 5 average rating, 64 reviews

Linda's Lake House Waterfront Home on Lake Conroe

Lake views from almost every window ! Relax at the lake! Double covered deck to enjoy views in the shade. Fish from the dock or bulkhead. 2 car garage for keeping your car cool in the summer & dry when it rains. Wake up to the view of the water. Sunrises are amazing! Updated kitchen! Built-in gas grill. Secure guard gated neighborhood. Close to wedding venues & wineries, breweries & restaurants. Texas Renaissance Festival 24.5 miles, International airport 43 miles, College Station 55.2 miles.

Top Guest favourite
Home in Tomball
5 out of 5 average rating, 106 reviews

Tomball House - Steps to Coffee, BBQ, Tex-Mex

Spacious 2/2 in Tomball’s historic Old Town, steps away from restaurants, shopping, antiques, and weekly farmer’s market. This one has it all—near everything yet tucked away on a peaceful street. ✔️ 2 minute walk to Honor Society Coffee, Graze Restaurant, Tejas Chocolate+Barbecue, Callie’s Kitchen ✔️ 5 min walk to Cisco’s (Baja/Tex-Mex), Tejas Burger Joint (smoked burgers), Thirsty Bee Meadery, Cherry Street Antiques, Whistle Stop Tea Room ✔️ 3 minute drive to Boxwood Manor & Ella's Garden

Superhost
A serene canal reflects the sky and surrounding greenery. Lush grass lines the bank, leading to a well-maintained wooden dock. A picnic area is visible under trees in the distance, creating a tranquil outdoor space ideal for relaxation.
Cottage in Willis
4.84 out of 5 average rating, 485 reviews

The Canal House

Our little getaway sits on a canal that leads into Lake Conroe. The marina at the lake offers jet skis and boats for rent. Our house comes with a canoe and a kayak. It also offers fishing in the canal. Very quiet, serene place with lots of beautiful birds. We particularly like to sit on the back porch and watch the egrets fly by or the ducks swimming in the canal. Perfect place for respite and recharge, or ramp it up and go jet skiing on the lake. Or both! This is a non-smoking home.

Top Guest favourite
Home in Conroe
4.93 out of 5 average rating, 105 reviews

Retreat @ The One | Movie Theater | Coffee Bar

Amazing Location! Welcome to Retreat at The One, a guest favorite in Conroe! Bar! Movie theater & Perfectly situated near wedding venues, Sam Houston State University, and The Woodlands, this home offers prime access to it all. Explore Historic Downtown Conroe, boat on Lake Conroe, 5 min to 45, you’re minutes from top dining, shopping, and entertainment. Experience why guests love this perfectly located and relaxing retreat! It’s pretty epic! Enjoy the huge theater, 4 luxury suites & Patio.

Guest favourite
An outdoor patio area is presented with comfortable seating arrangements, including wicker chairs and a glass-top table. A view of the serene water and green landscape is visible beyond the patio, enhanced by the gentle shade of a pergola and nearby trees.
Home in Conroe
4.89 out of 5 average rating, 109 reviews

Your peaceable kingdom on the lake in Conroe Texas

Lake living at its best. Freshly aired and professionally cleaned between guests. Fully equipped kitchen. Well stocked office away from home. Accessible entryway and shower for easy mobility. 15 minutes away from The Woodlands, shopping, malls, movie theaters, great restaurants, Panorama Village golf course, water sports and everything Conroe has to offer. Enjoy walking trails around the beautiful lake with ducks, grey herons and other wildlife. No small dogs in backyard. No cats please.

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
4.92 out of 5 average rating, 117 reviews

The Lantana~Intimate Luxury~Hottub/Pet Approved

A Hot Tub & The Big Texas Sky Make memories that last & enjoy the relaxation & simplicity of our premium 600 Sq Ft tiny home. This little home sleeps 5 with a King size bed in the main bedroom. A luxury pullout Queen sofa in the living room, plus a Twin chair pull-out for extra room. The fully equipped kitchen is perfect to whip up your simple, gourmet meals. It also has a completely private hot tub tucked on the back of this quiet retreat. Located next to our sparkling stocked pond.

Guest favourite
The living area features a comfortable sofa adorned with decorative pillows, alongside a standing lamp. A coffee table sits in front, and a media console holds a television. Floor-to-ceiling curtains frame sliding glass doors that open to a balcony, allowing natural light to enter.
Condo in Willis
4.86 out of 5 average rating, 168 reviews

The Lakeside Retreat Condo: On the Lake!

Quietly tucked away in the Seven Coves community, yet conveniently close to amenities. Spacious lake front condo with a full bath/kitchen. Complete with marble tile flooring and stainless steel appliances. BRAND NEW RENOVATED BATHROOM. Condo includes a WATER FRONT BALCONY off of the living room space & bedroom. See the light house during the day or lit up at night from the balcony and bedroom windows! Enjoy your stay right on Lake Conroe! Second floor entry by stairs or elevator.

Top Guest favourite
A serene scene features a wooden dock extending over calm lake waters, with a dog standing nearby. The sunrise casts a warm glow over the landscape, while mist rises gently from the surface of the lake, creating a peaceful atmosphere.
Home in Montgomery
4.94 out of 5 average rating, 498 reviews

The Quick Getaway: Entire house on private lake!

Need to escape? We've done the work! INCLUDED: Breakfast - eggs, bagels, coffee, filtered water, creamers, sugar & a selection of teas. Location is secluded, not remote! Got a boat? Bring it! Boat access inc. @ neighborhood ramp. 1100 SF lakefront house in Montgomery, TX. Max 4 PPL - 2 Bdrms: 2 queen beds, 2 bathrooms, 2 porches, charcoal grill & paddle boat! * FIDO friendly <30lbs, $25 fee - per pet ESA pets the same. We love all pets, got a big dog? Ask us.

Guest favourite
A modern A-frame cabin is shown with its large glass doors revealing a spacious interior. Outside, two wooden chairs are positioned on the deck facing the forest, and a hot tub bubbles with water nearby, offering a relaxing experience surrounded by nature.
Cabin in Montgomery
4.97 out of 5 average rating, 143 reviews

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.

Popular amenities for Montgomery County holiday rentals

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