
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.

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.

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 .

"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.

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

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 ; )

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.

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.

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!

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.

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.

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.

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.
Popular amenities for Montgomery County family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely Woodlands home w/heated pool and spa!

The Woodlands/Shenadoah Casita

Cozy tiny house on small lake "The Maryhannah"

*HOT TUB! | Private+Spacious+Cozy+One-of-a-kind

Fun, Relaxing Escape with Pool

ALOHA! Hawaii in The Woodlands 5BD/3BA Sleeps 10

Luxury Tiny House in Lake Resort

The Sugar Bee ~ Charming Tiny Cottage
Family- and pet-friendly home rentals

Off The Beaten Path Country Cottage

#6 Brine Time: Luxury Tiny Home & Goats

Pool Oasis Paradise by the Lake: gameroom, firepit

Lake Conroe Escape | Scenic Views + Relaxing Vibes

Magnolia Cottage/Near Renaissance Festival

Rafter T Farm RV - The Hideout

Country Retreat close to The Woodlands w/Pool

Highline Ranch RV & Hot Tub
Family-friendly home rentals with a pool

Lakeside Daze!

Oasis on the green!

Beautiful Waterfront Condo on Lake Conroe

Waterfront Deck/Kayaks/Workspace/King Bed 680 TC

Ultra-Modern Condo *Lake Conroe*

Walden Condo w/ king bed, lake view, dock & pool.

Sweet home with plenty space, great neighbors.

Modern Magnolia Cottage | Pool & Gym Access
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- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Minute Maid Park
- Toyota Center
- Houston Zoo
- Santa's Wonderland
- White Oak Music Hall
- Memorial Park
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- The Cynthia Woods Mitchell Pavilion
- Highrise Houston
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