Family-friendly holiday rentals in Montgomery County

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Top-rated family-friendly rentals in Montgomery County

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A Texas Longhorn stands in a lush green pasture, showcasing its impressive horns and distinct black and white coat. The sun is setting in the background, casting a warm glow over the landscape, with open fields and a distant water feature visible.
Guest house in Montgomery
4.93 out of 5 average rating, 254 reviews

Wantabe Ranch, settle in for a peaceful evening

This is a working Texas Longhorn Ranch, this apartment is separate from the house, with entry private. Has a small wet bar, Living area looks out to pasture and has a sleep sofa, small kitchenette, with refrigerator, coffee maker and toaster. Bathroom has shower big enough for two. The ranch has a private gated entry. We are a working ranch so if you inquire and we don'trespond for 6 or 8 hours it is noisy on tractor and around cattle so be patient. Welcome Snow birds and Europeans .

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.

Top guest favourite
A kitchenette is displayed, featuring a sleek countertop with a stainless steel sink. An electric countertop oven sits alongside a coffee maker, complimented by a shelf holding dishware and decorative items. A roll of paper towels and dish soap are positioned for easy access.
Guest house in Shenandoah
5 out of 5 average rating, 158 reviews

The Woodlands/Shenadoah Casita

Right in the heart of all of the action, you will find this super cute, well appointed Casita with queen bed. You will have your own space and everything you need for your getaway. We provide off street parking, outside patio, hot tub and access to the grill. This casita is located across the patio from our primary residence. While you do have your own space you may bump into us outside feeding the chickens or letting our little Yorkie out to potty. You’ll access through the side gate.

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.
Apartment 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!

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, 491 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 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
4.97 out of 5 average rating, 140 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
A cozy outdoor space is illuminated by string lights, creating a warm ambiance at dusk. A bar area is visible alongside a picnic table, surrounded by gravel and bordered by wooden decking. Adjoining seating areas include red adirondack chairs, enhancing the inviting atmosphere.
Tiny home in Tomball
4.96 out of 5 average rating, 369 reviews

A Farm Stay in Tomball

This Farm Stay offers a 320 sq ft cottage. Rest in this clean, cozy and private space. Rise with the rooster, free range with the flock and enjoy this peaceful property. Rock on the porch, listen to the wild birds serenade the farm and roost to the crickets chirping in evening. This cottage is located behind our home in a gated pasture with a view of our pasture and animals.

Top guest favourite
A classic wooden billiards table is set in a game area, with a black felt top and colorful pool balls arranged for a game. The wall features maps and framed art, complementing the inviting space.
Guest suite in Conroe
4.95 out of 5 average rating, 234 reviews

Relaxing family friendly hang out

Enjoy our second floor suite. Family friendly great room & game area with ping pong/pool table, convenient pull out Queen size sofa bed & kitchenette. Clean 3/4 Bathroom has shower stall. Quiet bedroom with king sized bed & set of twin bunks . Separate entrance through garage provides privacy. There are not shared spaces, but the guest suite is connected to our home.

Top guest favourite
Tiny home in Willis
4.91 out of 5 average rating, 182 reviews

The Sugar Bee ~ Charming Tiny Cottage

The Sugar Bee is a charming tiny cottage perfect for you and your honey🐝. Enjoy sipping coffee on the back deck overlooking the creek, relax in the hot tub while stargazing or snuggle up around the firepit. We are conveniently located 2 miles off I45, 2 miles from Lake Conroe & 8 miles from the National Forest.

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