Holiday 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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Superhost
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, 238 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 favourite
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, 169 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 favourite
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
4.89 out of 5 average rating, 176 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 favourite
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.
Condo in Montgomery
4.95 out of 5 average rating, 110 reviews

Sleeps 6 - Comfortable condo with great views!

Whether coming for business or fun, Lake Conroe has it all! This 2 br, 2 ba 1226 sq ft condo is located in the gated community of April Sound on Lake Conroe. It is centrally located off Hwy 105, with everything you need near by. You will find multiple bed sizes and a fully equipped kitchen along with an AMAZING open water view, thanks to it's location on the second floor. High speed fiber optic internet is included with stay, along with every basic necessity you need for a comfortable stay!

Top Guest favourite
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, 110 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.

Top Guest favourite
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
4.91 out of 5 average rating, 155 reviews

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

Guest favourite
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.
Guest suite in The Woodlands
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.

Top Guest favourite
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, 121 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 favourite
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, 176 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.

Guest favourite
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
4.84 out of 5 average rating, 139 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!!

Superhost
A well-organized studio space features a comfortable king bed with soft linens and decorative pillows. A small kitchenette is visible in the background, along with a mirror and framed artwork on the walls, contributing to the inviting ambiance.
Condo in Willis
4.76 out of 5 average rating, 111 reviews

1104 The Lakeside Escape Condo: Studio Room

PRIVATE, one room, GROUND LEVEL studio on Lake Conroe in the Seven Coves community. One bedroom/one bathroom including a shower/tub with marble tile, granite counter tops, and kitchenette. Closet provided with hangers and extra linens. High ceilings, ceiling fan, 40" flat panel Roku TV. No stairs, first floor entry. Comfortable KING bed!

Superhost
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.
Condo in Willis
4.92 out of 5 average rating, 373 reviews

Reel in Romance ~ Lake Conroe ~ fish on balcony

Lake Conroe/Seven Coves. Sunrise view. Fish on balcony with poles kept at condo. Balcony hangs OVER water. Comfy double reclining love seat/large TV. TempurPedic king bed. Large soaking tub/shower. Massage table kept at condo. Raining? Lay back and nap on covered balcony. Jet ski and boat rentals 5 min walk away. No parties.

Popular amenities for The Woodlands rentals with a pool

When is the best time to visit The Woodlands?

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Avg. price$262 AUD$257 AUD$306 AUD$318 AUD$319 AUD$303 AUD$322 AUD$298 AUD$289 AUD$300 AUD$307 AUD$298 AUD
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Quick stats about holiday rentals with a pool in The Woodlands

  • Total holiday rentals

    Explore 200 holiday rentals in The Woodlands

  • Nightly prices starting at

    The Woodlands holiday rentals start at $30 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,840 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    200 of The Woodlands holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across The Woodlands rentals

  • 4.7 Average rating

    The Woodlands stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

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

Destinations to explore