Family-friendly holiday rentals in Montgomery County

Find and book unique family-friendly homes on Airbnb

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

Home in Montgomery

4.82 out of 5 average rating, 228 reviews

Quiet Country Home w/Pool and Fire-pit

5-20 min from popular Wedding Venues! 20 min FROM TX. REN- FESTIVAL. Book early. 10 min from LAKE CONROE, boat rentals, wineries, live music, and a variety of restaurants. 15 min from SAM HOUSTON NATIONAL FOREST (Dirt bike trails anyone? Call park to check schedule ). Relax at our peaceful country getaway. We are a family/friends retreat and not a party venue. Enjoy our colorful sunsets from the pool, gazebo, or dining room table. We love to host your family/friends attending weddings!

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, 190 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 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, 151 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.

Guest favourite

A front deck offers a view of a serene private lake, bordered by tall trees. A path leads down to the water, while a grassy area and seating can be seen nearby, providing a peaceful outdoor space.

Cottage in Montgomery

4.9 out of 5 average rating, 152 reviews

The Cottage at Pine Lake

Take a break & unwind at this peaceful oasis. Kayak, catch a fish, take a swim in the pool across the street or just relax on the front deck and watch the birds. Great location on private lake with pier. Close to local Montgomery wedding venues( Lumineer 2 min, Pine Lake Ranch 5min) Short drive to Margaritaville resort. Spend the day on beautiful Lake Conroe, bring your boat/ jet ski and launch down the road at the marina. Short drive to Sam Houston national forest to enjoy nature and hiking

Top Guest favourite

Townhouse in Montgomery

4.95 out of 5 average rating, 155 reviews

Lakefront Retreat | Swim, Fish & Paddleboard

Escape to EverGreen Cove, a pet-friendly 🐾4BR/3BA lakeside townhouse on Lake Conroe. Wake up to calm cove views, spend the day paddle boarding and swimming off the bulkhead, then grill dinner while the sun sets over the lake. 🌅 ☀️Paddle boards included 🏊🏼Swim directly from the property 🎣Fish from the bulkhead 🚤Bring your boat and tie up on our bulkhead 🤿Pool access 🍔Grill and outdoor dining (bring your own charcoal) 🌅Sunset on the deck ⚓️Nearby boat rentals and lakeside restaurants

Luxe

Treehouse in Montgomery

4.98 out of 5 average rating, 173 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

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, 151 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, 528 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

4.92 out of 5 average rating, 161 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 spacious hot tub sits on a patio surrounded by tall trees, showcasing a clear blue sky above. The modern cabin structure features large glass doors that open to the outdoors, with seating areas visible nearby.

Cabin in Montgomery

4.97 out of 5 average rating, 126 reviews

Luxury Cabin with private hot tub (Pinos)

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.

Campervan/RV in Conroe

4.9 out of 5 average rating, 180 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.