Family-friendly holiday rentals in Tomball

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.

4.95 out of 5 average rating, 179 reviews

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

Welcome to the vacation home that has it all! With 5 beds and a huge yard you can host your family comfortably while exploring the best parts of Tomball. A .2 mile walk through a cozy neighborhood lands you at the heart of the Old Town Tomball strip renowned for its live music, incredible food, breweries, farmers market, antique shops, boutiques, and festivals. Amenities include fast internet, large fenced yard, private street, and game room equipped with foosball/ air hockey. Pets by approval.

4.88 out of 5 average rating, 236 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.

4.85 out of 5 average rating, 136 reviews

A cozy outdoor seating area is set up with three woven stools and filled with decorative pillows. A small fire pit with a sleek design is positioned nearby, and a potted plant adds a touch of greenery. Ambient light twinkles in the background.

Tiny home in Magnolia

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!

4.9 out of 5 average rating, 428 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!

A modern two-story house is set against a clear blue sky, featuring a covered porch and large windows. The home is surrounded by well-maintained green grass and a fenced yard, offering a sense of privacy and openness.

4.95 out of 5 average rating, 110 reviews

Cozy Quiet Bungalow

Secluded, tranquil, and pristine! Situated just 10 minutes from Tomball, our location offers easy access to the The Woodlands TX Waterways, Retail outlets, Restaurants, PGA Golf Courses, Mitchell Concert Pavilion, vibrant art scenes, and sprawling parks. Our space offers a serene environment, inviting interiors, outdoor patio area, and abundant natural light. Perfect for couples, girls' getaways, and business travelers seeking a smoke-free and pet-free sanctuary to unwind and rejuvenate!

4.91 out of 5 average rating, 153 reviews

A stock tank pool is situated beside a compact mobile home, surrounded by a wooden deck and outdoor shower. Bright sunlight filters through the trees, casting gentle shadows on the serene space. A shaded area offers a relaxing comfort for outdoor enjoyment.

Tiny home in Houston

The Fifth Wheel | Camp Fire | Stock Tank Pool

Are you a lone traveler and wonder what is it like to live in a true tiny house on wheels, or a couple looking to experience tiny living, but with all the amenities? Welcome to the Fifth Wheel! We are inspired with utilizing small space and turn them into amazing living experience. the home equipped with everything you need when traveling. The home is pack with efficient design, front porch with cover, stock tank pool, outdoor shower, Wifi, comfy bed and pillow & free parking

4.96 out of 5 average rating, 116 reviews

A living room space is shown featuring a comfortable couch and a wooden coffee table. A flat-screen TV is positioned against a light-featured cabinet. Natural light enters through a nearby window, illuminating the neutral-colored walls and wood flooring.

Guest house in Spring

Private apartment in golf community in Spring, TX

This apartment is ideal for an extended stay or a quick visit to the Houston/Woodlands area. The 750 sqft guest house is located in a quiet family friendly neighborhood. Minutes from i45 & 99. Easy 5 mile drive to the Woodlands, Exxon, and HP. 25 minutes from IAH airport. The kitchen is fully equipped with pots, pans, coffee maker, oven, stove top, dishwasher, full size fridge, etc. There is a washer and dryer in the apartment as well. This place is perfect for longer visits!

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.

4.97 out of 5 average rating, 101 reviews

Cottage in Tomball

Cozy Cottage on Farm Away from City

Whether looking to get away from the City & recharge or looking for a unique stay during your travels, The Cottage is sure to please. Lovingly remodeled & outfitted with vintage details, you'll feel right at home & ready to relax. You'll enjoy the picturesque 10 acres that surround you. Close enough to get to the City if you need, but feels like you're world's away! Explore idyllic Downtown Tomball, or sit in our rockers, sip some lemonade, and relax!

4.94 out of 5 average rating, 233 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”.

4.93 out of 5 average rating, 323 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

Welcome to my loft this home is right in Tomball and filled with small town charm. This home is a charming loft in a great location. The Tomball shops are just a small walk away. Enjoy your stay here and take part in some small-town charm, this town has much to offer on the weekends. Enjoy your stay walking around the shops (antiques, clothing, and great food), also spend your time at the farmers market or at the lovely Tomball depot.

Campervan/Motorhome in Conroe

A cozy sleeping area features a spacious bed, dressed with soft neutral bedding and decorative pillows. Natural light enters through multiple windows, with light curtains framing the view. The wooden accents and flooring add warmth to the overall atmosphere of the space.

4.91 out of 5 average rating, 135 reviews

The Hangout Spot

Recharge your soul in our cozy renovated Airstream! Whether you are traveling for work, visiting friends or trying to take a break from the chaos of life this is the perfect glamping experience. Enjoy a spacious layout that includes a queen sized bed, kitchenette with all the basics should you decide to cook a meal, nice dining area that could also double as a workspace, and comfortable shower.

Popular amenities for Tomball family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 176 reviews

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.

Home in Spring

Lovely Woodlands home w/heated pool and spa!

Guest house in Shenandoah

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.

5 out of 5 average rating, 150 reviews

The Woodlands/Shenadoah Casita

4.95 out of 5 average rating, 175 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"

4.96 out of 5 average rating, 226 reviews

An outdoor patio space is presented, featuring two black chairs beside a table. A hot tub is situated to the left, while glass doors lead into a cozy interior that includes a comfortable living area with soft seating and a dining space lined with modern amenities.

Tiny home in Spring

*HOT TUB* | Spacious 400 Sqf Tiny Home Experience!

4.83 out of 5 average rating, 229 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.

Guest house in Houston

Delightful Private Suite Escape

An outdoor entertainment area is showcased, featuring a resort-style pool glistening under the sunset. Surrounding the pool are various seating options and a spacious outdoor kitchen, complemented by warm lighting and natural stonework, creating an inviting space for gatherings.

4.86 out of 5 average rating, 110 reviews

Texas Pool House Escape - Events, Pond, Hot Tub

4.88 out of 5 average rating, 144 reviews

An outdoor oasis features a free-standing hot tub bubbling with water, surrounded by a patio with lounge chairs adorned with bright red cushions. A spacious swimming pool is visible in the background, complemented by a covered seating area providing shade.

Home in Cypress

Upscale Cypress Stay Pool, Hot Tub, EV, Sleeps 20

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

Townhouse in Cochran's Crossing

A cozy living area is presented with light-colored furniture arranged around a dark coffee table. Natural light enters through large windows, revealing a view of greenery outside. A television is positioned on a media console, and a stylish lamp adds soft illumination to the space.

4.93 out of 5 average rating, 112 reviews

Escape to Luxury in The Woodlands & Enjoy

4.98 out of 5 average rating, 111 reviews

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.

Home in Conroe

MCManor Retreat home in golf course

4.94 out of 5 average rating, 125 reviews

A cozy sleeping area showcases a queen-sized bed draped with a soft throw, accented by a patterned coverlet. Nearby, a warm-toned wooden dresser is positioned beside the bed. Red and black curtains frame the window, enhancing the rustic interior highlighted by wooden beams.

Barn in Montgomery

Valhalla!

4.96 out of 5 average rating, 101 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

5 out of 5 average rating, 102 reviews

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.

Home in Spring

Fire Pit * Grill * Hammock * King Bed

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.

Guest house in Houston

Centrally-Located Studio Apartment on Spacious Lot

4.8 out of 5 average rating, 114 reviews

A cozy sleeping area features a spacious bed with neutral bedding and a decorative yellow pillow. A soft blanket drapes over the bed. The small kitchenette is visible in the background, showcasing a coffee maker, mini fridge, and cabinets.

Guest house in Houston

*Spring Branch/Houston tiny home*

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

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 167 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

5 out of 5 average rating, 23 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

4.95 out of 5 average rating, 19 reviews

Tiny home in Houston

Tiny Home Oasis in the City!

5 out of 5 average rating, 30 reviews

A spacious sleeping area features a tufted gray headboard and a large, light-colored comforter. Fluffy pillows are arranged at the head of the bed. A stylish shelving unit displays decorative items, while patterned curtains frame the window, allowing soft natural light to enter.

Flat in Pinehurst

Serenity Pines 1 bedroom apartment

4.81 out of 5 average rating, 152 reviews

A bright living area features a modern sofa adorned with a cozy throw. A circular coffee table sits on a soft area rug, while a hanging chair adds a relaxed touch. Natural light enters through multiple windows, enhancing the welcoming atmosphere.

Flat in Braeswood Place

Cozy Stay Near Galleria W\

A modern brick house is set amidst tall trees, featuring large windows that allow natural light to shine through. A small pool is nestled in the outdoor space, complemented by two chairs and an umbrella, creating an inviting area for relaxation.

5 out of 5 average rating, 37 reviews

The Nook

4.97 out of 5 average rating, 73 reviews

A peaceful outdoor space is showcased, featuring a sparkling pool surrounded by a concrete deck and green grass. Comfortable Adirondack chairs are set near the pool, with a covered patio providing seating and an outdoor kitchen. The sky displays a colorful sunset.

Holiday home in Tomball

2 King Suites, Pool/Spa, Covered Patio and Kitchen