Vacation rentals with a pool in The Woodlands

The outdoor salt-water pool and hot tub are illuminated in shades of blue, creating a serene nighttime ambiance. Soft lights outline the area, accentuating the smooth, curved edges and peaceful surroundings, inviting relaxation and tranquility.

4.89 out of 5 average rating, 113 reviews

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

Aloha and Welcome! Our home invites you to rest, relax, and recharge. Located on a quiet, tree lined cul-de-sac, our two-story, 5bd/2.5 ba salt water pool home offers: *A fully stocked kitchen with all kitchenware and cooking essentials *Dedicated work or entertainment space *Salt water pool & hot tub *Covered patio with outdoor tv (swivels to watch from the pool) & volcano rock fire pit *Outdoor kitchen with gas BBQ grill & fridge Your oasis awaits. Welcome home, Ohana! You belong here <3

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, 190 reviews

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

Welcome to Prancing Horse Estates! This is a private gated 10 acre estate with private pool, spa and waterfall + 4 bedroom home. You’ll love it if you like upscale indoor style combined with beautiful outdoor space. 10 acres- 4 meadow and 6 densely wooded with 2 paths along the creek, with lovely poolside space with seating for 16+. Well stocked library, children’s room, indoor/outdoor games. Certified Wildlife Habitat® site with the National Wildlife Federation and Texas Conservation Alliance.

A spacious pool area features a rock formation waterfall and a curved deck surrounding the water. Cabanas and sun loungers provide relaxation spots, while colorful umbrellas offer shade. Lush greenery and trees frame the backdrop, enhancing the outdoor space.

4.92 out of 5 average rating, 105 reviews

Resort Backyard Escape | Pool Spa + Outdoor Cinema

Escape to your private resort style oasis near Lake Conroe, where comfort meets unforgettable fun. This modern, fully electric home features 4 spacious bedrooms with 6 beds and 3.5 baths, perfect for groups and families. Enjoy movie nights under the stars, air hockey in the living room, a built in BBQ island, and life size games in the expansive backyard. Lounge on the stylish patio, relax poolside with sun loungers and cabanas, and make memories that last a lifetime in your ultimate getaway!!!

4.88 out of 5 average rating, 270 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.

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, 192 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 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, 168 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, 192 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.

Superhost

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

4.76 out of 5 average rating, 115 reviews

Huge Private Pool + Slide on Golf Course

Charming Poolside Retreat Minutes from The Woodlands Mall Escape to your serene oasis, just ten minutes from The Woodlands Mall. Our villa features a spa for 8 adults, a cozy living room with a fireplace and egg chairs, and a private pool with optional heating. Enjoy arcade machines, skeeball, and three large TVs. Nearby attractions: The Woodlands Waterway for a romantic stroll, golf course, The Woodlands Shopping Center, tranquil forest walks, concerts, and Lake Conroe for an adventure.

A serene backyard features a spacious pool with a natural stone border. Palm trees and lush greenery provide a tropical ambiance. Colorful lights gently illuminate the area as a sunset sky casts warm hues above, creating a calm setting for relaxation.

4.93 out of 5 average rating, 161 reviews

5BR Pool+Hot Tub+Gym | Spring TX | Sleeps 11

Stunning 5BR home in Spring, TX sleeps 11 guests. Private heated pool, hot tub/spa & gym. Perfect for family vacations, group getaways & Houston-area celebrations. ✅ HIGHLIGHTS: 🏊 Private pool & hot tub (year-round) 💪 Private gym + exercise bike 🎮 Air hockey game room 📺 4 Smart TVs + WiFi 🍳 Fully equipped kitchen 🛏️ 5 bedrooms, premium linens 🧺 In-unit washer/dryer Minutes from The Woodlands, Tomball, premium outlets & I-45/99. Sleeps 11. Self check-in. Toddler bed on request.

4.94 out of 5 average rating, 126 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.

4.99 out of 5 average rating, 162 reviews

A spacious living and dining area features a large wooden dining table with black chairs, complemented by a patterned table runner. A cozy seating arrangement is visible, with a fireplace adorned by decorative items. Natural light illuminates the open space, enhancing its welcoming ambiance.

Home in Shenandoah

EV-Charger-Clean- The Woodlands

Amazing LOCATION! About one mile to The Woodlands Mall, Waterway, Market Street, Cynthia Woods Pavilion and more. Family friendly neighborhood with multiple parks, near walking and bike paths. Home has everything you need to feel right at home. Indoor laundry room, coffee/tea bar, smart T.V.'s in each room with streaming programs included. Access to the home is gained by keyless entry. Long term renters are welcome (with prior approval needed). We are just a phone call away!

Guesthouse 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.

4.88 out of 5 average rating, 305 reviews

Lakefront Guesthouse: Pool, BBQ, Bike, Paddle Boat

Welcome to your lakefront escape - a spacious (~900 sq ft) private guesthouse suite with gorgeous Lake Paloma views, infinity pool access, and all the comfort you need for an easy, memorable stay. Perfect for families or small groups - up to 4 adults (or 5 guests including kids). NOTE: The guesthouse is attached to our home, where we live. Guests have a private entrance and private guesthouse space (not shared). The only shared areas are the driveway and backyard

Popular amenities for The Woodlands rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting pool area is highlighted by a sparkling blue pool and a spa, both surrounded by lush greenery. Soft lighting is provided by string lights overhead, creating a serene evening atmosphere amidst the trees.

4.92 out of 5 average rating, 156 reviews

Private house-The Woodlands w/pool and generator.

5 out of 5 average rating, 10 reviews

Home in Tomball

The Redwood House

The backyard features a heated pool with gentle water features, surrounded by a spacious patio. Comfortable loungers invite relaxation, while a shaded patio umbrella provides a spot for outdoor leisure. The home’s brick exterior and lush green landscaping create a welcoming environment.

4.97 out of 5 average rating, 32 reviews

Luxury Woodlands Home - 4 BR, Pool, Private!

Superhost

4.71 out of 5 average rating, 7 reviews

Stylish Inside, Sun-Kissed Outside inThe Woodlands

Luxe

4.96 out of 5 average rating, 53 reviews

The Black Oak: Forest & Chill

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, 145 reviews

Destination Pine Walk ·Pool+Spa Near The Woodlands

5 out of 5 average rating, 20 reviews

Chic TX House w/ Pool and Relaxing Atmosphere

5 out of 5 average rating, 28 reviews

New 4BR Retreat + Pool Near The Woodlands

Condo rentals with a pool

A cozy bedroom features a beige tufted headboard with decorative pillows in yellow and gray colors. Two bedside lamps provide soft lighting beside wooden nightstands. Artwork depicting sea life adorns the walls, and neatly arranged towels sit on a tray at the foot of the spacious bed.

4.82 out of 5 average rating, 627 reviews

The Lakeside Hideaway - Fish from the balcony!

A serene view is captured from the patio, featuring a calm lake surrounded by lush greenery and boats docked in the distance. Two chairs are positioned on the patio, offering a peaceful spot to enjoy the water and picturesque scenery.

4.97 out of 5 average rating, 232 reviews

Amazing Waterfront Renovated Condo on Lake Conroe

A wooden dock extends over calm waters, providing a peaceful view of the lake. The surrounding shoreline is lined with lush greenery and trees under a clear blue sky. Soft clouds add depth to the horizon, enhancing the serene atmosphere.

4.93 out of 5 average rating, 388 reviews

Reel in Romance ~ Lake Conroe ~ fish on balcony

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.

4.78 out of 5 average rating, 303 reviews

Gorgeous Lake Views- One Bedroom-142

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.

4.95 out of 5 average rating, 118 reviews

Sleeps 6 - Comfortable condo with great views!

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.

4.98 out of 5 average rating, 178 reviews

Beautiful Waterfront Condo on Lake Conroe

A serene view of a calm cove is presented, featuring a small fishing boat on the water. Two colorful Adirondack chairs are positioned on the patio, overlooking the lush green lawn and flowering plants near the water's edge. The backdrop includes tranquil residential buildings.

4.92 out of 5 average rating, 130 reviews

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis

A glass door opens to reveal a scenic water view, framed by a cozy seating area with woven chairs. A small circular table sits on the patio, complemented by a decorative plant nearby. The expansive outdoor space invites relaxation.

4.86 out of 5 average rating, 139 reviews

Stunning Waterfront Lake Conroe - Ground Floor

Other vacation rentals with a pool

4.97 out of 5 average rating, 62 reviews

A shared outdoor area features a spacious resort-style pool surrounded by lounge chairs and an inviting fire pit. The scene is set against a backdrop of blue skies with scattered clouds, creating a peaceful environment for relaxation and socializing.

Home in Magnolia

Charming Magnolia Retreat | Clubhouse & Gym Access

5 out of 5 average rating, 13 reviews

Apartment in Magnolia

Sleek 1BR Magnolia Pool & Gym Near Woodlands

4.98 out of 5 average rating, 130 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

5 out of 5 average rating, 48 reviews

A spacious living area is showcased, featuring a large sectional sofa and a cozy armchair. A flat-screen television is mounted above a fireplace, while natural light fills the room from arched windows. Decorative plants and a stylish chandelier enhance the comfortable ambiance.

Villa in Spring

Stylish 4BR Retreat w/ Coffee Bar & Backyard Oasis

4.88 out of 5 average rating, 24 reviews

Apartment in Magnolia

Resort Pool • Near Hospital • Wi-Fi & Gym

Superhost

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.

4.78 out of 5 average rating, 37 reviews

Luxury Loft Style House w Pool | The Woodlands

4.95 out of 5 average rating, 57 reviews

A spacious living area features a large flat-screen television mounted on a wooden console. Comfortable seating is provided by a brown leather sectional sofa, complemented by a round coffee table. Natural light fills the room through multiple windows, enhancing the contemporary decor.

Home in Shenandoah

Deck, Private Gym & Comm Pools near Woodlands Mall

An inviting outdoor space features a private pool surrounded by a curved patio. A spa sits adjacent to the pool, while comfortable seating areas are arranged under a shaded porch. Lush trees and a wooden fence provide privacy in the tranquil backyard.