Family-friendly vacation rentals in The Woodlands

The kitchen features modern black cabinetry and stainless steel appliances, including a refrigerator and oven. A large central island with seating for three is complemented by natural wood flooring. Shelving displays cooking essentials, and natural light floods in through the window.

5 out of 5 average rating, 102 reviews

Fire Pit * Grill * Hammock * King Bed

Pet Friendly! Comfortable & relaxed: 3bedrooms and 2 full bathrooms make this perfect for families, couples, or friends traveling together. Bright and welcoming: The home features an open-living layout—easy to gather, unwind, and create memories. Prime location: Just minutes from The Woodlands Town Center, dining, entertainment, nature trails, and top-rated schools. Outdoor space: A generous lot offers a backyard to enjoy morning coffee, afternoon chats, or evening smores around the firepit.

Superhost

A spacious living area is highlighted by a high open ceiling and large windows allowing for natural light. A dark leather sofa and two accent chairs are positioned around a decorative rug. A media console holds a flat-screen TV, creating a comfortable lounge environment.

Farm stay in Conroe

4.88 out of 5 average rating, 235 reviews

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.

A serene outdoor space is highlighted by a heated pool with fountain features, surrounded by lush greenery and colorful flowers. A stylish gazebo provides shaded seating, with comfortable lounge chairs positioned nearby. The natural landscape is enhanced by tall trees, creating a private and tranquil ambiance.

4.99 out of 5 average rating, 167 reviews

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

A spacious living area features comfortable seating arranged around a modern coffee table. A large wall-mounted TV displays vibrant content, and a cozy area rug adds warmth. Bright windows allow natural light to fill the space, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 110 reviews

Comfort, relax, quiet near Woodlands |3 BED|2 BATH

Welcome to our cozy 3 bedroom House ! Our home is just minutes away from the Woodlands Town Center, Mall, and Market Street and situated close to major hospitals. The house is completely remodeled in 2023 with all the comforts you would want at home and stylishly decorated so you will also feel right at home. The modern kitchen with a large dining table, the cozy living room with comfortable couches or the patio deck are all perfect for your family gathering or just to relax after a busy day.

A tranquil evening view of a gently flowing waterway is highlighted by vibrant pink lights reflecting off the surface. Modern buildings and illuminated archways frame the scene, while a clear moon hangs in the sky, casting a soft glow over the surroundings.

4.9 out of 5 average rating, 427 reviews

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!

Superhost

A welcoming outdoor space features a wooden deck with two chairs and a small table. Potted plants add greenery, while the entrance to the studio is framed by a large window and a door with a modern lockbox. A privacy fence borders the area.

Apartment in Spring

4.81 out of 5 average rating, 112 reviews

Abby House

You and your pets will love this home! In the heart of it all: The Woodlands Mall, ExxonMobil, the Waterway, hiking trails, shopping, restaurants, hospitals. Just one block west of I 45 in The Woodlands. Cozy, studio that sleeps 3 adults or 2 adults/2 children. Privacy fenced back yard (all deck) with direct access to dog park. Backs to woods. Amazing gardens, kids play area, and fire pit. First Cup Coffee is renovating the main building and will open sometime before Thanksgiving 2024.

5 out of 5 average rating, 149 reviews

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

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.

4.99 out of 5 average rating, 106 reviews

The exterior of a modern home is shown, featuring a stone-accented facade. A neatly landscaped lawn is visible, complemented by a curved driveway leading to two wooden garage doors. Lush greenery lines the path to the entrance, creating a welcoming approach.

Home in The Woodlands

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!

Guest suite in The Woodlands

A two-story lakefront guesthouse is featured, showcasing expansive windows and a tiled roof. Lush greenery surrounds the property, and a patio area with outdoor seating is visible along the water's edge. The tranquil setting offers a serene view of the lake.

4.89 out of 5 average rating, 275 reviews

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.

4.94 out of 5 average rating, 232 reviews

The exterior of the hobbit house features a charming round door surrounded by natural wood siding and decorative circular windows. A wooden pathway leads to the entrance, bordered by neatly arranged flower beds, enhancing the whimsical character of the retreat.

Tiny home in Houston

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”.

4.91 out of 5 average rating, 157 reviews

The living room features a comfortable sectional sofa and a flat-screen television, with natural light flowing through large windows. A coffee table is centered on a patterned rug, complemented by two modern armchairs. Potted plants are placed throughout, adding a touch of greenery.

Townhouse in Conroe

★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.

Townhouse in The Woodlands

The living room showcases a spacious sectional sofa, complemented by two upholstered chairs. A round wooden coffee table sits in the center, surrounded by a soft area rug. Natural light enters through the window, illuminating the neutral-toned walls and decorative elements.

4.96 out of 5 average rating, 194 reviews

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious outdoor area features a patio with two black wicker chairs and a round table, set against a backdrop of lush greenery. A pool glistens nearby, surrounded by neatly landscaped borders, while large windows illuminate the inviting interior of the home.

4.89 out of 5 average rating, 175 reviews

Lovely Woodlands home w/heated pool and spa!

4.95 out of 5 average rating, 116 reviews

A serene waterfront view showcases the sun setting over Lake Conroe, its reflection shimmering on the water. A deck is visible with white railings, offering an inviting space to enjoy the peaceful surroundings. Lush greenery outlines the horizon, enhancing the natural beauty.

Home in Montgomery

Found! Lakefront-Family Retreat w/Panoramic Views

4.94 out of 5 average rating, 102 reviews

A serene outdoor space features a pool surrounded by a spacious deck. Blue lounge chairs and an umbrella provide shaded seating. Lush greenery frames the area, with scattered pink flowers adding color. A dining set stands nearby for outdoor meals.

Camper/RV in Willis

Cozy RV Experience w/POOL+SPA Near Lake Conroe

Superhost

A spacious guest room features a comfortable bed with crisp linens and decorative pillows. A swing chair is positioned nearby, while a wall-mounted television is visible. Natural light enters through a dark window treatment, and a mirror is mounted on the wall opposite the bed.

Guesthouse in Houston

4.83 out of 5 average rating, 229 reviews

Delightful Private Suite Escape

A spacious living area features plush gray sofas with tufted upholstery, complemented by black accent chairs. A neutral area rug covers the floor, while a round coffee table sits at the center. Natural light pours through large windows, enhancing the room's inviting atmosphere.

4.93 out of 5 average rating, 111 reviews

Amazing getaway in the Woodlands with Private Pool

4.9 out of 5 average rating, 229 reviews

A spacious bedroom features a wooden accent wall and vaulted ceilings, complemented by large windows allowing natural light. A comfortable bed is positioned in the center with a cozy chair nearby. A flat-screen TV is mounted on the wall, providing entertainment options.

Tiny home in Houston

The Rustic Casita - Tiny Home, Cozy Patio, Jacuzzi

4.91 out of 5 average rating, 127 reviews

The living area features comfortable leather recliners facing a wall-mounted television and an electric fireplace. A dining table is visible in the background, with a ladder leading to a loft area above. Natural light streams through multiple windows adorned with blinds.

Tiny home in Willis

Luxury Tiny House in Lake Resort

4.91 out of 5 average rating, 163 reviews

Tiny home in Willis

The Sugar Bee ~ Charming Tiny Cottage

Family- and pet-friendly home rentals

The living area presents a blend of mid-century modern design with high ceilings and wooden accents. A large flat-screen TV is mounted on the wall, while comfortable seating is arranged around a wooden coffee table. Natural light emanates through large windows, enhancing the space.

4.98 out of 5 average rating, 110 reviews

MCManor Retreat home in golf course

4.97 out of 5 average rating, 230 reviews

Guesthouse in Houston

Modern 1 Bedroom Private Guesthouse, close to IAH!

5 out of 5 average rating, 193 reviews

A well-maintained outdoor area features a grassy lawn surrounded by a wooden fence. Comfortable lounge chairs are arranged around a fire pit, with a shaded seating structure overhead. Lush greenery and ornamental plants enhance the space, creating a serene environment.

Guesthouse in Houston

Centrally-Located Studio Apartment on Spacious Lot

4.94 out of 5 average rating, 476 reviews

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

The Quick Getaway: Entire house on private lake!

4.92 out of 5 average rating, 89 reviews

A well-lit open space features a cozy bed with yellow patterned bedding and a kitchen area equipped with modern appliances. A dining table with two chairs and a large wall-mounted television enhance the functional layout. Soft blue walls provide a calming backdrop.

Guesthouse in Spring

Cozy guesthouse for you!

4.94 out of 5 average rating, 125 reviews

A spacious home is surrounded by a wooded area, featuring a driveway leading up to the entrance. The structure showcases a combination of grey and stone exteriors. The view captures the picturesque setting near a lake, adorned with autumn foliage.

Guest suite in Conroe

Nature's Nook Studio

A modern living area features a blue sectional sofa and a mid-century style chair, arranged around a coffee table. A stone fireplace adds an element of warmth, while natural light fills the room through sheer curtains. A workspace with a desk is positioned nearby.

4.99 out of 5 average rating, 72 reviews

The Woodlands: 30+ Day Stays Welcome+Dog Friendly

Home in Cochran's Crossing

A serene outdoor space is featured, showcasing a sparkling pool illuminated by soft lighting. Surrounding greenery adds a natural touch, while a stone landscape provides texture. Comfortable lounge seating is positioned nearby, inviting relaxation. Bright windows of the home offer a view of the interior.

4.91 out of 5 average rating, 35 reviews

Unique Mid Century Modern in The Woodlands

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 107 reviews

The kitchen area features modern cabinetry and a spacious countertop. A dining table set for four is visible, paired with comfortable chairs. A spiral staircase leads to the upper level, while large windows allow natural light to fill the space, showcasing views outside.

Condo in Montgomery

Sleeps 6 - Comfortable condo with great views!

4.99 out of 5 average rating, 168 reviews

A cozy armchair with a tufted design features soft blankets and decorative pillows. Large glass doors provide a view of the serene lake, allowing natural light to fill the space. A balcony with seating is visible beyond, enhancing the waterfront atmosphere.

Condo in Willis

Beautiful Waterfront Condo on Lake Conroe

4.84 out of 5 average rating, 137 reviews

A spacious king bed is dressed in a checkered duvet and accent pillows. Two cozy chairs are positioned near the bed. The bathroom entrance is visible in the background, showcasing a tiled shower curtain and light-colored walls.

Condo in Willis

The Lakeside Getaway Condo: Studio Room

4.84 out of 5 average rating, 19 reviews

The exterior of a modern two-story structure is showcased, featuring a distinctive octagonal shape with a metal roof. Large glass windows allow for ample light and provide views of the landscaped backyard, which is bordered by trees and decorative stones.

Guesthouse in Spring

Retreat w Pool in The Woodlands

A private pool is set within a natural stone border, surrounded by lush greenery. The two-story home is visible in the background, with large windows and a patio that overlooks the pool area. Sunlight reflects off the water, inviting relaxation.

4.96 out of 5 average rating, 51 reviews

The Woods House

4.95 out of 5 average rating, 140 reviews

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

Lakefront Action | Paddle • Pickle • Pool • Sunset

5 out of 5 average rating, 41 reviews

A spacious studio apartment features large windows with a view of surrounding trees. A comfortable seating area includes two sofas and a small side table. A bed with soft linens is positioned against the wall, complemented by decorative pillows and a cozy throw blanket.

Loft in Spring

Guest Studio Apartment