Family-friendly holiday rentals in Spring

A spacious living area is featured, showcasing a gray sectional sofa with light blue cushions and a contemporary rug. Large windows provide natural light, while a ceiling fan enhances air circulation. An open path leads to the kitchen area, visible in the background.

4.95 out of 5 average rating, 116 reviews

Pet Friendly! Near The Woodlands, Lakes & Events!

"Enjoy a quiet home near The Woodlands and Lake Conroe. My home offers 2 bdrm/2 ba w/jetted tub, an open living room w/ fireplace, a small workout area, a cozy dinner nook & lg yard for dogs. There's a short walking/biking path right outside the door & you'll only be 15 mins to find several attractions in North Houston, including Cynthia Woods Mitchell Concert venue, Old Towne Spring, Six Flags, The Woodlands Market Street and Marriott Center. **PLEASE READ HOUSE RULES BEFORE RESERVING!! THX**

4.99 out of 5 average rating, 133 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.

4.97 out of 5 average rating, 131 reviews

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

"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.

A large inground pool is surrounded by a spacious wooden deck, featuring lounge chairs and umbrellas for shade. The home, visible in the background, showcases large windows and a welcoming exterior, integrated seamlessly with the lush greenery of the surrounding area.

4.96 out of 5 average rating, 167 reviews

Poolside Summer Large Family Home Gather Here

This spacious home offers a serene escape. With soaring ceilings, abundant natural light, huge deck featuring a sparkling pool, it's the perfect retreat for families and friends. Enjoy a master suite complete with a jacuzzi and loft, or unwind in the inviting living room, complete with wet-bar and stunning pool views. The well-equipped kitchen and dining areas make entertaining a breeze, while nearby amenities of The Woodlands provide endless opportunities for shopping, dining, and recreation.

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, 189 reviews

Lovely Woodlands home w/heated pool and spa!

Relax with the whole family at this peaceful Woodlands home. This house has free parking space and a heated pool to enjoy it during winter (spa's included but there is an additional charge for heated pool due to energy costs) 100% equipped and ready to become your home away from home. You’ll have this entire Woodlands home to yourself. Whether you are here for shopping, tourism or to visit one of the hospitals nearby, you’ll fall in love with this incredible house and the amenities provided.

4.94 out of 5 average rating, 180 reviews

Prime Location Beautiful Home Near The Woodlands

This spacious 1,900 sq ft home comfortably hosts up to 7 guests — perfect for vacation, business, or medical stays. Kick back and unwind with a morning coffee on the open patio, catch up on work in the roomy office, or enjoy a peaceful walk through our quiet neighborhood. You’ll love the convenient location near I-45, George Bush Airport, The Woodlands Waterway, restaurants, parks, and plenty of local activities. There’s so much to do nearby, and we’re always happy to share recommendations!

4.93 out of 5 average rating, 298 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. Primary renter must be 21 years or older and present for duration of stay.

4.94 out of 5 average rating, 112 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!

You'll have a great time at this comfortable place to stay. Neighborhood very quiet and great for evening walks. 5 minutes to: Cynthia Woods Mitchell Pavillion Market Street Town Center Green The Woodlands Mall Portofino Shopping Center 99 Grand Parkway 10 minutes to: Texas Children's Hospital St. Lukes Hospital Houston Methodist Hospital Memorial Herman Hospital Less than 15 minutes to: 6 Flags Hurricane Harbor Waterpark Old Town Spring <30 minutes to: IAH - International Airport

A comfortable living room features a large smart TV displaying a mountain landscape. A stylish fireplace is set against a stone backdrop. A wooden coffee table sits at the center, surrounded by plush seating, including a recliner and a soft couch, complemented by indoor plants and decorative elements.

4.84 out of 5 average rating, 198 reviews

🏡5 Star, 4 Bed Modern Home Spring/The Woodlands🏡

Quiet/Warm home in an awesome location directly across the freeway from all of The Woodlands amenities. You will feel right at home with the spacious layout and cozy furniture. Woodlands Pavilion/Water Way/Mall: 7 min Oxy Petroleum tower: 8 min Exxon Mobile Houston Campus: 10 min Memorial Hermann Hospital: 10 min Hurricane Harbor Water Park 10 min Old Town Spring: 12 min Houston Methodist Hospital: 15 min Sam Houston National Forest: 30 min Lake Conroe: 30 min George Bush IAH: 30 min

4.99 out of 5 average rating, 141 reviews

A modern entrance is framed by sleek black stone features and minimalistic lighting. A pathway leads to a glass door, flanked by two tall plants, while grass borders the walkway, providing a clear view of the home's contemporary design.

Home in Conroe

IvoryEdition NEW Luxury Estate Mins From Woodlands

This unique place has a style all its own. Modern, Open-Concept Luxury Estate. Entire Home top to bottom Glass Sliders. Minutes away from all of The Woodlands Texas beautiful attractions. The perfect place to come and enjoy a luxurious stay by yourself or with friends, there is plenty of bedrooms with their own bathroom! Work from home in our dedicated built in workspace with beautiful woodland views. Create your own mood with the entire home being powered by Philips HUE Lights.

A single-story brick home is positioned on a manicured lawn, featuring a driveway leading to a garage. The entrance is adorned with a decorative wreath, and shrubs with small flowers frame the walkway, providing a welcoming ambiance.

4.88 out of 5 average rating, 664 reviews

Patio charming house in Spring, TX

The house has a spacious master bedroom with Smart TV and garden bathtub, other two bedrooms share a full bath. Full equipment kitchen is great for anyone who loves cooking. Large living room is where the whole family can gather watching movies or TV shows . We provide free high speed WiFi, standard cable TV, working place for your convenience. Please note : there are not monitor and keyboard on the table , you may just see them on the pictures only. You will love this home!

The scenic pond is surrounded by trees, reflecting nature's beauty. A deck railing enhances the tranquil view. The cozy living area features a modern grey sofa and coffee table, with a television mounted on the wall, brightened by natural light from the windows.

4.97 out of 5 average rating, 103 reviews

Old Town Spring Pondside Retreat

**Just a short 5-minute stroll brings you to the heart of historic Old Town Spring**, where you’ll find delightful restaurants, charming boutiques, and one-of-a-kind shops. Our unique retreat offers exclusive access to a scenic, stocked pond, ideal for catch-and-release fishing. Unwind on the spacious porch, taking in water views. Now with a whole-home battery backup, you’ll stay powered through storms and outages!! Perfect for families, friends, or furry companions.

Popular amenities for Spring family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 174 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

A clear swimming pool is viewed from the water's edge, with glistening blue tiles reflecting the sunlight. In the background, a well-maintained two-story home is visible, featuring shaded windows and an awning. Surrounding greenery enhances the tranquil atmosphere.

4.86 out of 5 average rating, 105 reviews

Pool + Hot Tub | 5BR Retreat | Near The Woodlands

4.96 out of 5 average rating, 272 reviews

Tiny home in Spring

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

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.

4.94 out of 5 average rating, 141 reviews

Destination Pine Walk ·Pool+Spa Near The Woodlands

4.9 out of 5 average rating, 113 reviews

A spacious backyard features a vibrant pool area, beautifully illuminated by colorful night lights. Lush greenery surrounds the setting, complemented by a well-maintained lawn. A stone patio leads to the pool, which is adorned with a diving board and lounge chairs for relaxation.

Home in Houston

Paradise Garden Resort And Spa

Holiday 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, 188 reviews

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

4.76 out of 5 average rating, 112 reviews

The tranquil pool area is illuminated with vibrant purple and green lighting, highlighting the lush tropical flora surrounding it. A waterfall feature is visible, and the serene water reflects the ambient lighting, creating a peaceful nighttime atmosphere.

Villa in Conroe

Huge Private Pool + Slide on Golf Course

An open-concept living area showcases a spacious lounge with three large sofas facing a central coffee table. Natural light fills the room from large windows, and a modern kitchen is visible in the background, accented by industrial-style lighting and greenery.

4.98 out of 5 average rating, 139 reviews

Stylish Home with Hot Tub & Gaming Garage

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 192 reviews

An open living space combines a cozy sleeping area with a spacious bed covered in light bedding. A colorful light fixture hangs from the ceiling, illuminating decorative accents along the walls. A dining area and kitchenette are visible in the background, complemented by a small seating area.

Tiny home in Conroe

Cozy tiny house on small lake "The Maryhannah"

4.94 out of 5 average rating, 351 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

4.95 out of 5 average rating, 132 reviews

A brown horse grazes peacefully in a grassy area near a tiny house. The tiny house features a wooden exterior, with a porch that has a chair visible. Trees surround the property, offering a sense of tranquility and connection to nature.

Farm stay in Bridgeland

Tiny House on the Prarie

5 out of 5 average rating, 42 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

4.93 out of 5 average rating, 202 reviews

The exterior of the vacation home features a welcoming front porch with two sets of white columns. A neat pathway leads to a red door, while lush green grass surrounds the property. Nearby trees and a fenced yard enhance the outdoor space.

Home in Tomball

Red Door Retreat- Stroll to Main St. X & festivals

4.95 out of 5 average rating, 145 reviews

A rooftop space showcases a 75-inch television mounted on a gray wall. Two modern wicker chairs with blue cushions flank a circular wooden coffee table, which is adorned with a variety of magazines. Green foliage is present, adding a refreshing touch to the area.

Home in Conroe

Contemporary 3 Bedroom-Rooftop- Home

4.98 out of 5 average rating, 252 reviews

An inviting outdoor space features a pergola adorned with string lights, providing a cozy ambiance. Comfortable seating is arranged on a patio area with a gas grill nearby. Green grass surrounds the paved section, enhancing the area for relaxation and dining.

Home in Houston

Cozy 2-Bedroom Home w/ Study Room near IAH Airport

4.94 out of 5 average rating, 127 reviews

An indoor heated pool is featured, surrounded by light-colored tiles and accented by a stone waterfall. Lush greenery and potted plants are included, while string lights add gentle illumination to the space. Comfortable seating arrangements are present along one side, providing a relaxing area.

Home in Houston

The Leafy Lounge-Large Home w/ Heated Indoor Pool

Family-friendly home rentals with a pool

4.83 out of 5 average rating, 212 reviews

Home in Montgomery

Quiet Montgomery Home w/ firepit and pool

4.93 out of 5 average rating, 118 reviews

An outdoor space features a large heated pool surrounded by a stone patio. Comfortable seating areas are provided under the cover of the upper balcony. Warm lights create a serene ambiance as the sky transitions into evening colors.

Home in Cypress

Waterfront $ Heated Pool $ Theater | Smart Home

An open-concept living area features large windows allowing natural light to fill the space. A spacious, L-shaped sofa complements two blue armchairs around a wooden coffee table, with a light-colored area rug beneath. A staircase leads to a second level, enhancing the room's height and openness.

4.97 out of 5 average rating, 32 reviews

Luxury Woodlands Home - 4 BR, Pool, Private!

Luxe

Home in Conroe

4.96 out of 5 average rating, 51 reviews

The Black Oak: Forest & Chill

4.9 out of 5 average rating, 207 reviews

Home in Shenandoah

Woodlands Oasis with Heated Pool

5 out of 5 average rating, 16 reviews

Chic TX House w/ Pool and Relaxing Atmosphere

5 out of 5 average rating, 23 reviews

New 4BR Retreat + Pool Near The Woodlands

A heated pool and spa are visible, surrounded by a stone patio. Lounge chairs are positioned nearby, overlooking a man-made lake. Lush trees frame the scene, while a covered space can be seen on the right, providing shade and relaxation options.