Family-friendly vacation rentals in The Woodlands

4.88 out of 5 average rating, 233 reviews

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

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.

4.99 out of 5 average rating, 164 reviews

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.

Home in Conroe

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

4.9 out of 5 average rating, 425 reviews

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.

Home in Conroe

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!

4.81 out of 5 average rating, 112 reviews

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

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, 147 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, 105 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!

A spacious bedroom features a four-poster bed draped with crisp white linens and decorative pillows in shades of teal. A rustic bench sits at the foot of the bed, while nightstands with artwork are positioned on either side. A television is mounted on the wall opposite the bed.

4.91 out of 5 average rating, 123 reviews

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!

4.93 out of 5 average rating, 108 reviews

The exterior of a single-story home is showcased, featuring a manicured lawn and lush landscaping. A light-colored garage door is visible, complemented by a brick façade. Large windows allow natural light to illuminate the front interior, framed by greenery from nearby trees.

Home in The Woodlands

Woodlands Retreat 3bdrm 2bath

Long term stays welcomed ! One story home perfect for families. This home is located in a quaint cul-de-sac half a mile to i45. You are only minutes away from all the hospitals and shopping centers. Whether you are in town visiting family, here for an event, or seeking treatment this house is perfect for you and your family, this includes your four legged family as well. All mattresses are 12” memory foam for your comfort. Lots of near by amenities like a pool, tennis and playground.

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, 274 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.

4.9 out of 5 average rating, 174 reviews

Lovely Woodlands home w/heated pool and spa!

4.97 out of 5 average rating, 118 reviews

A serene pool area is surrounded by lush greenery and vibrant flowers. Natural stone steps lead down to the water, and tropical plants frame the scene. A stone waterfall cascades into the pool, creating a tranquil atmosphere in the outdoor space.

Guesthouse in Conroe

Fun, Relaxing Escape with Pool

4.84 out of 5 average rating, 106 reviews

A circular fire pit surrounded by several wooden chairs invites conversation. The area is bordered by manicured grass, and lounge chairs with red umbrellas are visible in the background. Clear blue skies create a bright atmosphere, enhancing the space's warmth.

Home in Willis

Lakefront Resort Tiny Living by RelaxSTR

A private backyard features a sparkling pool with a gentle waterfall, illuminated by soft outdoor lighting. Lounge chairs are positioned beside the pool, with a shaded seating area in the background providing a relaxing outdoor space.

4.93 out of 5 average rating, 119 reviews

Heated Pool + Hot Tub • Game Room | Near Woodlands

Vacation home in Montgomery

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.

4.95 out of 5 average rating, 181 reviews

Prancing Horse Estates:10 acre resort w/pool, spa

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

4.83 out of 5 average rating, 228 reviews

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

Delightful Private Suite Escape

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

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 321 reviews

A cozy sleeping area features a spacious bed with a textured white blanket and a decorative headboard. Two matching bedside tables hold green lamps. Wall art with soothing designs complements natural wood paneling, contributing to a serene atmosphere.

Cottage in Tomball

Main Street Loft

5 out of 5 average rating, 22 reviews

A brightly colored bedroom features a full-size bed with a striped duvet cover. Above it, a twin bunk bed provides additional sleeping space. A red sofa is positioned near the foot of the bed, complementing the room's modern, geometric design.

Villa in Spring

Near Woodlands | King Bed | Coffee Bar | Fire Pit

4.97 out of 5 average rating, 229 reviews

Guesthouse in Houston

Modern 1 Bedroom Private Guesthouse, close to IAH!

5 out of 5 average rating, 189 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, 475 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!

4.95 out of 5 average rating, 84 reviews

A modern kitchen space features a large granite island with seating for three. Stainless steel appliances are present, including a refrigerator and a double sink. Natural light fills the area through a nearby window, complementing the light-colored cabinets and dining set arranged nearby.

Condo in Spring

💎 Comfy Woodlands Condo

4.85 out of 5 average rating, 281 reviews

The exterior of the cottage is surrounded by lush greenery, showcasing a blend of tall trees and manicured grass. The two-story structure features light-colored siding, with a covered porch and large windows that invite natural light.

Cottage in Spring

Woodlands Modern Cottage w/Private Patio & BBQ Pit

4.94 out of 5 average rating, 124 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

Family-friendly home rentals with a pool

4.77 out of 5 average rating, 282 reviews

A serene view from a balcony overlooking Lake Conroe at dawn. The calm water reflects soft hues of orange and pink from the sunrise, while the silhouette of trees lines the far shore. The railing, delicate and elegant, frames the tranquil scene.

Condo in Willis

Gorgeous Lake Views- One Bedroom-142

4.99 out of 5 average rating, 167 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, 136 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

4.74 out of 5 average rating, 38 reviews

A cozy bedroom features a spacious bed with a textured headboard. A wall-mounted television is positioned across from the bed. Soft carpets cover the floor, and a small seating area with a decorative chair is visible beside the bed.

Apartment in Willis

Casa Couture Lake Studio Condo

4.94 out of 5 average rating, 206 reviews

The image collage showcases various aspects of The Carlton Family Lake House, including a cozy bedroom with stylish decor and a serene view of the lake from the living area. Natural light floods the space, enhancing the calm atmosphere, while outdoor scenes capture the tranquility of the lakeside setting.

Home in Montgomery

Serenity on the Lake

4.97 out of 5 average rating, 142 reviews

A cozy living room features a leather sofa paired with a comfortable armchair. A coffee table is adorned with vibrant decor, while a patterned area rug adds warmth. Soft lighting is provided by blue lamps on side tables, and a colorful artwork of trees decorates the wall.

Condo in Montgomery

Rental Retreat TX-Come Relax on Lake Conroe!

An outdoor dining area features a large table surrounded by eight black chairs, situated under a wooden pergola. A smooth, modern pool is visible beside the dining space, set against a backdrop of a fenced yard with lush green grass and neighboring homes.