Holiday houses in Montgomery County

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Top-rated holiday rentals in Montgomery County

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Top Guest favourite
A serene outdoor area features wooden decking adjacent to a calm lake, shrouded in morning mist. Potted flowers and lush greenery are present, along with rustic seating options. Soft lighting from overhead fixtures enhances the peaceful atmosphere of this lakeside retreat.
Home in Montgomery
4.96 out of 5 average rating, 379 reviews

A Close Getaway - Entire house on a private lake

Need to escape? We've done the work! INCLUDED: Breakfast - eggs, bagels, oatmeal, coffee, filtered water, creamer, sugar & a tea selection. Location is secluded, not remote! Got a boat? Bring it! Boat access inc. @ neighborhood ramp. 1100 SF lakefront house in Montgomery, TX. 4 PPL - 2 Bdrms: 2 queen beds, 2 baths, Max is 5 (+ nightly fee for the 5th). 2 porches, charcoal grill & a canoe! * FIDO friendly! 30lbs - $25 fee - per pet/ESA pet fee- same. We love all pets, got a big dog? Ask us!

Top Guest favourite
The living area presents a blend of mid-century modern design with high ceilings and wooden accents. A large flat-screen TV is mounted on the wall, while comfortable seating is arranged around a wooden coffee table. Natural light emanates through large windows, enhancing the space.
Home in Conroe
4.97 out of 5 average rating, 117 reviews

MCManor Retreat home in golf course

Welcome to the MCManor Retreat House in Panorama Village, a golf club city in the north end of Conroe, Texas! Especially furnished and decorated to make this escape intriguing and yet warm so you feel at home in your own sanctuary. Staying here feels like a vacation, largely due to the friendly neighbors. We hope you really enjoy your time at the home and build enjoyable memories with your friends and family. Be sure to check out our GUIDEBOOK for ideas of places to go and things to do.

Superhost
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
4.88 out of 5 average rating, 59 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.

Top Guest favourite
The image collage showcases various aspects of The Carlton Family Lake House, including a cozy bedroom with stylish decor and a serene view of the lake from the living area. Natural light floods the space, enhancing the calm atmosphere, while outdoor scenes capture the tranquility of the lakeside setting.
Home in Montgomery
4.94 out of 5 average rating, 213 reviews

Serenity on the Lake

Forget your worries at The Carlton Family Lake House. It’s truly serenity on the lake…the calmness and peaceful you’ll feel here. This property on Lake Conroe in April Sound gated community is dedicated to ensuring a peaceful, comfortable & rejuvenating experience. The spacious 1,824 sq ft condo is perfect for a group of friends & family of 6 comfortably. Located conveniently near wedding venues, breweries, Margaritaville & many restaurants. Come & relax on your lake front property.

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
4.92 out of 5 average rating, 188 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
A cozy living room features a leather sofa paired with a comfortable armchair. A coffee table is adorned with vibrant decor, while a patterned area rug adds warmth. Soft lighting is provided by blue lamps on side tables, and a colorful artwork of trees decorates the wall.
Condo in Montgomery
4.97 out of 5 average rating, 147 reviews

Rental Retreat TX-Come Relax on Lake Conroe!

Experience beautiful sunsets on the lake!! 1st floor w/all amenities, 1 bedroom (queen), & living room w/sleeper sofa (queen). Quick access to pool & lake. Kitchen cooking utensils, dishes, range, refrigerator, microwave & dishwasher. Shower & tub, washer & dryer. Access to fitness & racquet club, yacht club & grill, and private boat launch. Parking close to the door. Fishing, golfing, boating, tennis, swimming, walking trails and close proximity to Sam Houston National Forest.

Top Guest favourite
A single-story brick home is showcased with a manicured front yard featuring shrubs and young pine trees. The driveway leads to a two-car garage, flanked by neatly arranged landscape. Blue skies and greenery from nearby trees complement the inviting facade.
Home in Spring
4.99 out of 5 average rating, 310 reviews

“The Pilot’s House”- Clean, Modern, Tasteful!

“The Cleanest Place we have ever stayed!” - From a recent Guest book entry! This is a brand new home located in one of Houston’s premier master planned communities. Professionally decorated with 100% brand new quality furnishings, specifically designed by a traveler with travelers in mind. This home has been modeled after some of the finest international hotels with a Texas flair. Comfort and convenience abound with easy access to the Grand Parkway and The Woodlands!

Top Guest favourite
A modern cabin is set within a forested area, featuring a welcoming front porch with steps leading up and outdoor seating. Large windows are present, allowing natural light to fill the interior. A well-maintained grassy yard surrounds the cabin, enhancing the serene environment.
Cabin in Montgomery
4.97 out of 5 average rating, 141 reviews

Cabin In The Forest - Houston National Forest

Kick back and relax in this calm, stylish cabin in the forest. It's only walking distance to the beautiful Lone Star Trail in Sam Houston National Forest. This forest cabin has access to a fishing pier that is fully stocked with native fish (no license required); please follow lake rules. Bring your kayaks and paddleboards to enjoy the lake. There's lots of scenery (forests, wildlife, lakes, countryside, etc.); you never know what you can capture, so bring your camera!

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
4.94 out of 5 average rating, 136 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
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, 139 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.

Top Guest favourite
Apartment in Montgomery
5 out of 5 average rating, 16 reviews

Walkable Studio Retreat

Family-friendly studio in the heart of the neighborhood! Walk to restaurants, coffee shops, groceries, boutiques, parks, playgrounds, and trails right outside your door. Cozy, modern, and fully appointed for short or long-term stays, this space is ideal for couples, business travelers, grandparents, or families visiting nearby. Enjoy comfort, convenience, and unbeatable walkability—perfect for your next stay.

Top Guest favourite
A collage displays various areas of the condo. The living area includes a gray sofa and coffee table, while the bathroom features a large mirror and sink. The bedroom showcases a white bed with decorative pillows, and the kitchen highlights modern appliances and a dining area with patterned chairs.
Condo in Montgomery
4.95 out of 5 average rating, 61 reviews

Teal Oasis - 1 Bedroom/1 Bathroom Condo

Take a break and unwind at this peaceful oasis. Located near Lake Conroe and many Montgomery/Conroe wedding venues. Pool is closed for the season. The condo is on the Walden Golf course in wooded Walden Community located less than 10min/2.5mi from Margaritaville Resort & Golf Course. Easy access to Hwy. 105 with several stores and restaurants nearby including Walmart.

Popular amenities for Montgomery County holiday rentals

Destinations to explore