Family-friendly vacation 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.
Guesthouse in Montgomery
4.93 out of 5 average rating, 241 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
An inviting living area features a comfortable sofa with accent pillows and a decorative coffee table. A ceiling fan provides airflow, while natural light enters through large windows. The open layout connects to a dining space, highlighted by wooden accents and a welcoming atmosphere.
Bungalow in Montgomery
4.93 out of 5 average rating, 103 reviews

Pinterest Worthy Lakefront Cottage

Lakefront, fully updated, open-concept bungalow on a private lake. Kayak, fish, or watch egrets, osprey, hawks, bald eagles, and heron. Our very private patio offers a grill, fire pit, outdoor sofa, and dining table. Our front porch provides a beautiful lake view. 3 smart TVs, dedicated desk space, wifi, 2 kayaks, fishing poles, and a fully stocked coffee / tea bar with snacks are just some of our amenities. Closeby: Lake Conroe, Margaritaville, lakeside dining, Luminaire, golf.

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.
Guesthouse in Shenandoah
5 out of 5 average rating, 147 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.

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, 206 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.

Top guest favourite
A queen size bed is situated against a wooden paneled wall, dressed in soft, striped bedding. A piece of artwork depicting a tree hangs above the bed. An air conditioning unit is mounted above, and a small side table with a lamp is positioned nearby.
Guesthouse in Montgomery
4.98 out of 5 average rating, 123 reviews

Guesthouse in Montgomery near Renaissance Faire

One room guesthouse with queen size bed and futon couch in quiet neighborhood close to all the amenities Lake Conroe and the historic Montgomery area has to offer. Roku TV and internet, small fridge, a/c and bathroom with shower. Cameras on premises outdoors only. Smoking allowed outside only. Early check in may be available upon request. NO TRAILERS. Wedding venues 20 minutes away or closer 20 min to RenFest 25 miles from The Woodlands 45 miles from Bush Intercontinental Airport

Top 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, 178 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 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, 132 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, 475 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 living area features comfortable black reclining sofas with accent pillows, surrounded by warm-toned decor. A coffee table holds magazines and a decorative plant. Soft lighting complements the inviting space, which opens to the kitchen area in the background.
Condo in Montgomery
4.95 out of 5 average rating, 140 reviews

Lakefront Action | Paddle • Pickle • Pool • Sunset

Welcome to Alluring Lakefront Condo — a stylishly furnished 2-bedroom, 2-bath retreat with direct lake views and a relaxing, resort-style feel. Whether you’re here for a weekend getaway, fishing trip, wedding, or extended escape, you’ll find everything you need for a comfortable and memorable stay — including a Complimentary INFLATABLE PADDLEBOARD for you to enjoy on the lake. Just steps from the water and minutes from dining, shopping, and outdoor adventure.

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
4.93 out of 5 average rating, 121 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, 124 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.

Guest favourite
A cozy sleeping area features a spacious bed, dressed with soft neutral bedding and decorative pillows. Natural light enters through multiple windows, with light curtains framing the view. The wooden accents and flooring add warmth to the overall atmosphere of the space.
Camper/RV in Conroe
4.91 out of 5 average rating, 133 reviews

The Hangout Spot

Recharge your soul in our cozy renovated Airstream! Whether you are traveling for work, visiting friends or trying to take a break from the chaos of life this is the perfect glamping experience. Enjoy a spacious layout that includes a queen sized bed, kitchenette with all the basics should you decide to cook a meal, nice dining area that could also double as a workspace, and comfortable shower.

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