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 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 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
4.92 out of 5 average rating, 257 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 .

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, 124 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.

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
4.91 out of 5 average rating, 144 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
A fire pit area is surrounded by a circular seating arrangement featuring five black Adirondack chairs. The space is illuminated by overhead string lights, casting a warm glow over the grassy lawn and gravel pathway leading to the firepit.
Home in Montgomery
4.98 out of 5 average rating, 118 reviews

New Lake House by Golf course + Kayaks & Game Room

Welcome to THE LAKE HOUSE - our spacious and welcoming getaway. Here you'll enjoy all the luxuries with an added plus of fun and activities. Whether your looking for some fun in the sun or a stay-cation at the Lake, you will find this to be your perfect destination. We have immediate access to the lake, Walden Golf course, and driving range. Looking to work from home? We got you covered. Looking for a fun-filled night in? Our game room has you covered - no cheating or whining allowed ; )

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
Tiny home in Willis
4.94 out of 5 average rating, 127 reviews

Tiny Blue Lake House

Welcome to our Little Blue Lake House in the Thousand Trails Resort on Lake Conroe. Do you want to get away? Do you enjoy glamping? Whether you want to relax and unwind, or partake in the many amenities, there is something for everyone! Little Blue is the place for you! We are 45 minutes North of Downtown Houston, in Willis, Texas. Our Tiny Home is located on a Large End Lot in the Hidden Cove neighborhood of the Resort. Gated Resort offers Lake Access with Beach, Boat Ramp and Pool.

Top Guest favourite
Home in Montgomery
4.82 out of 5 average rating, 201 reviews

Quiet Montgomery Home w/ firepit and pool

5-20 Minutes from popular Wedding Venues! 20 MINUTES FROM TX. REN- FESTIVAL. Book early. 10 minutes from LAKE CONROE, boat rentals, wineries, live music, and a variety of restaurants. 15 minutes from SAM HOUSTON NATIONAL FOREST (Dirt bike trails anyone? Call park to check schedule ). Relax with whole family at this peaceful country getaway. 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 fire pit area is surrounded by log seating, inviting relaxation under string lights. The tiny cabin is visible nearby, nestled among tall trees. This setting provides a serene atmosphere, perfect for gatherings or enjoying evenings by the fire.
Cabin in Montgomery
4.99 out of 5 average rating, 103 reviews

Lake Cabin in the Forest - Houston National Forest

This is a great place to relax and unwind while enjoying the beautiful sunset and sunrise at the lake in Sam Houston National Forest with the geese, the ducks, and the birds, and keeping an eye out for the deer enjoying the lake. There's plenty of yard for your furbabies to enjoy. There's lots of scenery on the drive to the cottage (forests, wildlife, lakes, countryside, wineries, farms, wedding venues, 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, 502 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.

Top Guest favourite
A clear view of a glass entrance door displays the Pine Island Farms logo, featuring stylized trees and an island. The reflection captures glimpses of the surrounding greenery, hinting at the tranquil outdoor space just beyond.
Farm stay in Cleveland
4.97 out of 5 average rating, 110 reviews

Pine Island Farms

My place is close to Nothing, We are located nine miles east of Conroe Tx in Montgomery county, near the Sam Houston National forest. If you are looking to relax, need a little peace and quiet, take the kids on a weekend outing, or just need a nice clean place to stay in the area then Pine Island Farm is for you. . You’ll love our place because of the outdoors space is spectacular, quiet, serene. If you love the outdoors and animals you will love Pine Island Farms.

Top 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, 142 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.

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