
Family-friendly holiday rentals in The Woodlands
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in The Woodlands
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Country Retreat close to The Woodlands w/Pool
Stay 5 Min from The Woodlands in this one-of-a-kind retreat next to the Jones State Forest. 1/2 mile to walking, biking, or horseback riding on forest trails. At night you’ll gaze at twinkling constellations poolside or relax in our massage chair or jetted garden tub. Attend an outdoor concert at the nearby Cynthia Woods Mitchell Pavilion, one of the top amphitheaters in America. We are 5 min from The Woodlands Medical Center, and 10 min from The Woodlands Mall where you can shop till you drop.

Mt.McKinley 237 Summit-A Denali Alaska Experience!
From the founders of SerendipTINY & Bonnie Lou Tiny house as featured on the popular TV show, Tiny House Nations! WELCOME to our newest home Mt. MCKinley 237 Summit - A Denali Alaska Experience in Magnolia Tiny House Village. On 350+ sqft on 1 story w/ 2 queen bed, 1 twin bed and 1 sofa bed, PRO-decor and furnished. You'll be mesmerized! Come enjoy the outdoors & experience the world of GLAMPING. All ages will feel the adventure awaiting! Great for couples and family getaways. Stars are bright!

Country Sanctuary-5*Lux King Bed-2,400+ Sq Ft
This beautiful, custom-built 2,400+ sq ft home, that sits on 1 acre, is surrounded by the woods and the many deer, giving you all of the privacy you will need for a relaxing retreat. If you want to feel peace and tranquillity while listening to the birds chirping, you want to stay here. Please make the Country Sanctuary a favorite in your search by clicking on the RED HEART in the upper right hand corner, this will help you find it again and share with others. Christmas Tree for the Holidays

WOW!❤️Hidden Gem in Woodlands!💎Boat/RV allowed⭐️
Come home to this enchanting retreat in The Woodlands and near Houston! Only minutes to great shopping, dining, and entertainment, yet tucked in a relaxing natural garden oasis! Boats and RV's are welcome! Chic spacious bedrooms all furnished with Memory Foam beds and new 50" 4K TV's in each! Less than 30min to IAH and Lake Conroe, and less than 1hr from Houston! Minutes to Waterway, Hughes Landing! Walk to beautiful nearby hike/bike trails through wildflower gardens and bird sanctuaries!

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.

Best location in Woodlands! 1 mile from everything
-Best location in The Woodlands! 3 bedroom peaceful home, walking distance from Hughes Landing. 1 mile from Woodlands Mall, Market St, Waterway, hospitals, & Whole Foods. -Access to tree lined walking/biking trails next to house. -3 bedrooms, 2.5 bathrooms, 2 living rooms. Small private backyard w/patio furniture. -Family friendly home; I provide pack n play, highchair, toys, dishes, & some baby proofing. -Desk & remote working area -coffee/tea bar & ample kitchen supplies provided!

Serenity Stays at Sandpebble
Welcome to Serenity Stays at Sandpebble! This spacious 3 bedroom, 2 bathroom patio home is perfect for the whole family, kids too! The open concept living allows for fun between friends while the outdoor scene welcomes the barbeque lovers. Our fully equipped kitchen opens to one of three patios. Each patio offers its own unique area for activity including a firepit, gas grill, outdoor dining and plenty of lounge area. Get creative and host your next family event under the string lights!

*HOT TUB* | Spacious 400 Sqf Tiny Home Experience!
Welcome to The Garage-- A one of a kind, super private, super spacious barn-style tiny home! At 400 Sf, you'll get the same comfort & amenities you would from a big home while being able to tell your friends you stayed in a tiny one! Here for work? Only 3 blocks from I-45 & HYPER fast wifi gives you access to the interwebs or the interstate so you can work efficiently. Here to AVOID work? Me too! Enjoy a romantic sunset from our cozy patio or a nice beverage in our bubbling hot tub!

Lakefront Guesthouse: Pool, BBQ, Bike
Lakefront Guesthouse with private access to the Lake. Spacious 1-Bed Suite (900sft) for peaceful and comfortable stay for your family (1 King Bed and 1 Queen Bed). Can accommodate up to 4 adults or 5 people including kids Enjoy the Lakeview, Pool, Sunrise/Sunset, Grill and Patio. Please note, the Guesthouse is attached to the main house where we live. All the interior pictures are from the Guesthouse. Guests don’t share any space with us except the driveway and backyard.

Houston Hobbit House
This hobbit house, belonging to a little hairy footed fellow, has a life long journey of accumulating artifacts of the wonderous eras of ancient. You will find a vast collection of books both rare and of great value to feast your imagination and curiosity. This cozy haven, though adorned with swords and weapons of the great heroes of old, serves as a reminder that it is the little things that keep the darkness at bay, “small acts of kindness and love”.

★Amazing house in Woodlands fully equipped for 6
Amazing Woodlands townhouse with ample parking space, 100% equipped and ready to become your home away from home. You’ll have the entire place to yourself so you can enjoy the comfort of a cozy atmosphere especially designed to receive guests. Whether you are here for shopping, tourism or to visit one of the many hospitals around the area, you’ll fall in love with this incredible house and the amenities provided.

Beautiful 3-Bedroom Townhome!!!
Beautiful 3-Bedroom town-house in a quiet neighborhood in The Woodlands Texas!! 4min drive to local grocery store and restaurants. Features 3 bedrooms, 2.5 bathrooms, 2 stories, sleeps 8 in beds with Backyard. 1 King, 1 Queen, 1 full and 2 twins, 1 sofa baby playpen available. amenities include hi-speed internet, washer/dryer, TV in livingroom. NO EVENTS ALLOWED. Max 8 people, parking around the property. No Pets
Popular amenities for The Woodlands family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely Woodlands home w/heated pool and spa!

Wabi Sabi | Japanese Experience

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

Delightful Private Suite Escape

Luxury Cabin with private hot tub (Cueta)

The Rustic Casita - Tiny Home, Cozy Patio, Jacuzzi

Luxury Tiny House in Lake Resort

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

Valhalla!

Near Woodlands | King Bed | Coffee Bar | Fire Pit

Contemporary 3 Bedroom-Rooftop- Home

The Quick Getaway: Entire house on private lake!

Cozy guesthouse for you!

Woodlands Modern Cottage • Near Trails & Hospitals

Nature's Nook Studio

Cloud's Cabin-Cozy Cabin Combo in the Piney Woods
Family-friendly home rentals with a pool

Sleeps 6 - Comfortable condo with great views!

Gorgeous Lake Views- One Bedroom-142

Retreat w Pool in The Woodlands

The Nook

Casa Couture Lake Studio Condo

Cozy The Woodland Retreat with Serene Private Pool

Unique Mid Century Modern in The Woodlands

Guest Studio Apartment
When is the best time to visit The Woodlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $225 SGD | $229 SGD | $235 SGD | $244 SGD | $235 SGD | $242 SGD | $244 SGD | $235 SGD | $225 SGD | $238 SGD | $249 SGD | $248 SGD |
| Avg. temp | 12°C | 14°C | 18°C | 21°C | 25°C | 28°C | 30°C | 30°C | 27°C | 22°C | 17°C | 13°C |
Quick stats about holiday rentals that are family-friendly in The Woodlands

Total holiday rentals
Explore 420 holiday rentals in The Woodlands

Nightly prices starting at
The Woodlands holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 12,060 verified reviews to help you choose

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wifi availability
420 of The Woodlands holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across The Woodlands rentals

4.8 Average rating
The Woodlands stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
The Woodlands’s top spots include The Cynthia Woods Mitchell Pavilion, Market Street and AMC Metropark 10
Destinations to explore
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- Flat rentals The Woodlands
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- House rentals The Woodlands
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- Rentals with a hot tub The Woodlands
- Rentals with outdoor seating The Woodlands
- Rentals with a firepit The Woodlands
- Rentals with pools The Woodlands
- Fitness-friendly rentals The Woodlands
- Townhouse rentals The Woodlands
- Rentals with a fireplace The Woodlands
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- Rentals with a washing machine and dryer The Woodlands
- Family-friendly rentals Montgomery County
- Family-friendly rentals Texas
- Family-friendly rentals United States
- The Galleria
- NRG Stadium
- George R. Brown Convention Center
- Houston Museum District
- Bluejack National Golf Course
- White Oak Music Hall
- Houston Zoo
- Memorial Park
- The Cynthia Woods Mitchell Pavilion
- Typhoon Texas Waterpark
- Downtown Aquarium
- Memorial Park Golf Course
- Buffalo Bayou Park
- Huntsville State Park
- Hurricane Harbor Splashtown
- The Menil Collection
- Gerald D. Hines Waterwall Park
- Cypresswood Golf Club
- Stephen F. Austin State Park
- Bay Oaks Country Club
- Funcity Sk8
- Miller Outdoor Theatre
- Grand Texas
- Contemporary Arts Museum Houston




