Vacation rentals with a pool in The Woodlands

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in The Woodlands

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
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, 249 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.

Top guest favorite
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
4.99 out of 5 average rating, 176 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

Guest favorite
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
4.9 out of 5 average rating, 181 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.

Top guest favorite
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
4.94 out of 5 average rating, 213 reviews

Serenity on the Lake

Forget your worries at The Carlton Family Lake House. It’s truly serenity on the lake…the calmness and peaceful you’ll feel here. This property on Lake Conroe in April Sound gated community is dedicated to ensuring a peaceful, comfortable & rejuvenating experience. The spacious 1,824 sq ft condo is perfect for a group of friends & family of 6 comfortably. Located conveniently near wedding venues, breweries, Margaritaville & many restaurants. Come & relax on your lake front property.

Top guest favorite
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
4.93 out of 5 average rating, 114 reviews

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 favorite
A modern bathroom features dual sinks with stylish mirrors above, set against a shiplap wall. Elegant lighting fixtures enhance the space, while a glass-enclosed shower adds a sleek touch. Hexagonal tiles create a textured floor, complemented by a decorative mat and greenery for a natural accent.
Home in Spring
4.88 out of 5 average rating, 135 reviews

Modern Farmhouse w/ private Heated Pool and Spa

Welcome to our newly remodeled modern farmhouse. Enjoy your getaway with family/friends at our warm and cozy home, complimented by a private pool and spa. The property has plenty of rooms and activities for everyone. Each room of the house has large windows which allows natural light through out the house. Located in Spring Texas, the property is just minutes away from The Woodlands, Conroe and Houston. Come and experience the "home away from home" feeling at our house.

Guest favorite
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
4.91 out of 5 average rating, 252 reviews

The Rustic Casita - Tiny Home, Cozy Patio, Jacuzzi

Escape to our charming Rustic Casita, a private studio apartment nestled in the back of our home, perfect for a romantic Couples Retreat or a relaxing getaway. Our secluded espace offers; •Keyless Gated Entrance EV ⚡️CHARGING ( Bring your own Cable) Dining table under a covered porch •Private jacuzzi spa for ultimate relaxation Located near Heights and Garden Oaks, just 12 minutes from downtown Houston and 20 minutes from IAH airport ✈️ Long Term Stays Welcome 🙏

Guest favorite
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.
Guesthouse in The Woodlands
4.89 out of 5 average rating, 279 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

Top guest favorite
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
4.98 out of 5 average rating, 123 reviews

Fun, Relaxing Escape with Pool

Your family will be close to everything in The Woodlands when you stay at our centrally-located property. You will also be able to get away when you come back to relax on 5 acres. It is within walking distance to Jones State Forest. Within 5-15 minutes drive to The Woodlands Pavillon, mall, events, and restaurants. We live on the property in the house and will be there to assist you with whatever you may need while staying in our 1900 square foot bardominium.

Top guest favorite
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
4.95 out of 5 average rating, 180 reviews

Cozy tiny house on small lake "The Maryhannah"

Relax and enjoy the calm serene of a country vibe feel in the middle of the city! This cozy tiny house feels like a gentle hug. Float around the seasonal splash pool, soak in the hot tub, enjoy a small container fire, or sit by the lake and watch the fish. Bring your fishing pole for catch and release stocked pond in this small vintage fishing community. Unit is on the back of the main house. Main house has area on the other side that you can’t see.

Top guest favorite
The exterior of a well-maintained home is presented, featuring a mix of brick and stone facades. A double garage is visible, with stylish light fixtures on either side of the entrance. Landscaping includes low shrubs and a manicured lawn, framed by a paved driveway.
Home in Conroe
5 out of 5 average rating, 130 reviews

Beautiful Cozy 4-Bedroom Home in a Gated Community

This is a gorgeous, home with high ceilings, hardwood floors, and a walk-in closet in a gated community and gated driveway for additional security. The home is furnished with stainless steel appliances including fridge, granite countertops in the kitchen and a large island, coffee maker, air fryer, multi-purpose pressure cooker and other cooking utensils. The house has cameras mounted both in front and at the back of the house for additional safety

Superhost
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
4.82 out of 5 average rating, 142 reviews

The Lakeside Getaway Condo: Studio Room

PRIVATE, one room studio on Lake Conroe in the Seven Coves Community. One bedroom (King bed), one bathroom including a shower/tub with marble tile, granite countertops, and a kitchenette. Closet provided with hangers and extra linens if needed. High ceilings, ceiling fan, 43" flat panel Roku Smart TV. Second floor entry by stairs or elevator. Comfortable and spacious king bed!!

Popular amenities for The Woodlands rentals with a pool

When is the best time to visit The Woodlands?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,966 GYDG$35,338 GYDG$42,030 GYDG$43,703 GYDG$43,912 GYDG$41,612 GYDG$44,330 GYDG$40,984 GYDG$39,730 GYDG$39,730 GYDG$40,984 GYDG$40,775 GYD
Avg. temp12°C14°C18°C21°C25°C28°C30°C30°C27°C22°C17°C13°C

Quick stats about vacation rentals with a pool in The Woodlands

  • Total vacation rentals

    Explore 230 vacation rentals in The Woodlands

  • Nightly prices starting at

    The Woodlands vacation rentals start at G$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    220 of The Woodlands vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across The Woodlands rentals

  • 4.8 Average rating

    The Woodlands stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    The Woodlands's top spots, include The Cynthia Woods Mitchell Pavilion, Market Street, and AMC Metropark 10

Destinations to explore