
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.
Holiday rentals for every style
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Popular amenities for The Woodlands rentals with a pool
House rentals with a pool

Villa for 50 ppl-Pool & Private Cinema
Excellent service, communication, preparation, and preparation. We used this property as a sales team base in the area for a blitz and team building location. Worked out perfectly!

ALOHA! Hawaii in The Woodlands 5BD/3BA Sleeps 10
All was well Excellent home

Heated Pool, Hot Tub, Pool Table, King Bed, Grill
The house was beautiful and Blake was exceptionally accommodating and responsive to resolve any questions or problems in a timely manner. I would highly recommend a future stay at her properties

Relaxing 4BR Home with Pool & Spa in The Woodlands
Our stay was perfect. Judy was very responsive when we needed to make adjustments to our reservation. The kids loved the pool and the layout was perfect for us. Highly recommend!

Private, Modern Oasis! Pool, Fire Pit
Great pool and their home is like a home to me. I had a great experience at this Airbnb! The place was clean, cozy, and exactly as described. The host was very kind, quick to respond, and made everything easy. The neighborhood was peaceful and felt safe, with stores and restaurants nearby. I would definitely stay here again and highly recommend it to anyone looking for a comfortable and stress-free visit!

Luxury stay with private pool
We had a great stay. We stayed here for a staff retreat. We enjoyed the home and amenities. Juan taught us all about “special pots” for the profile GE brand; because we were having a hard time using the stove. Who knew we had the wrong pot! Lol Very spacious, clean and accommodated all of our meetings and leisure time. We would stay again.

Incredible Poolside house for 8 in The Woodlands
We all loved the spacious home tucked away in a quiet beautiful neighborhood. The pool was lovely and so nice for our youngest family member who enjoyed spending her time playing on the tanning ledge. There is also an incredible splash pad just a short and safe 1.5 mile walk away. The kitchen is beautiful with wonderful appliances and stocked well with plenty of dishes and utensils to use. The bathrooms were all clean and stocked with paper products. We were supplied with a pack and play for our baby and had plenty of extra bedding/pillows in all 4 of the bedrooms. We gave the master bedroom to the “Iron Man” and we ended up with the en suite bedroom, I do think that full size bed should be upgraded to a queen. We were in town for the Iron Man race, we wanted to be close enough to the race center but not in the chaos of it all…this was the perfect spot. The Woodlands has committed to another 5 years of hosting the Iron Man - highly recommend this location for the event.

Poolside Vacation Family Home The Woodlands
We loved Ann’s place. It was so peaceful. Ann is a great host. She was very responsive and helpful. She is one of the best hosts I’ve ever had. I would definitely recommend her place and look forward to staying here again in the future.
Apartment rentals with a pool

Amazing Waterfront Renovated Condo on Lake Conroe
We had a fantastic stay at this condo! The entire space was very clean and well-maintained, making it easy to settle in and enjoy right away. The highlight for us was definitely the beautiful lake view—it was so peaceful to wake up to each morning. The easy access to the pool was also a huge plus, especially for relaxing afternoons in the sun. The comfort, location, and amenities were great and we’d absolutely stay here again and recommend it to anyone looking for a relaxing getaway with all the right touches.

Reel in Romance ~ Lake Conroe ~ fish on balcony
My husband and I enjoyed our stay. Tiffany communciated with great detail and was very friendly. Great location, beautiful view, and comfortable, cute condo. Definitely worth it and would book again.

Beautiful Waterfront Condo on Lake Conroe
We had a wonderful stay at Bob & Jing’s condo. The view is breathtaking! The place was very clean and had updated features. We loved relaxing on the balcony, watching the sunrise, and catching a few fish. There is a restaurant in walking distance so we never had to leave. It’s the perfect relaxing getaway! Can’t wait to plan our next visit!

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis
Peaceful condo on Lake Conroe. As a country boy living in Houston, it’s nice to get away from the hustle and bustle of city life. This was the perfect place to enjoy some swimming and fishing. Quiet and peaceful. Highly recommended for a weekend getaway.

Stunning Waterfront Lake Conroe - Ground Floor
What a great waterfront find with comfortable amenities and friendly surroundings! Anna’s property is as advertised and has every comfort needed. The views are amazing, the community amenities are phenomenal, and the condo is a great place to enjoy it all!

The Lakeside Getaway Condo: Studio Room
This was a wonderful place to stay! Jessica was so responsive to messages, even when it was later during the night when we had questions. We would have stayed another day but it was already booked. Thank you Jessica for a wonderful place to stay!

Walden Condo w/ king bed, lake view, dock & pool.
Cheryl has thought of everything for your stay. So accommodating and the location was perfect for our couple days of fun. We loved the fact that the sun did not beam down on that side of the condos and we could enjoy the patio. Her place is so cute and perfectly decorated for the theme!!! The water!!! We have no complaints.!!! All 5 stars from us!

Lakeside Condominium
My wife and I had a fantastic stay. We were able to disconnect, and connect with each other in a peaceful breathtaking space. We chose here to spend our wedding anniversary and felt like we couldn’t make a better choice! From the cozy studio suite and sunset views our stay was 10 out of 10!
Quick stats about holiday rentals with a pool in The Woodlands
Total rentals
200 properties
Nightly prices starting at
₹1,720 before taxes and fees
Total number of reviews
4.8K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
120 properties have a dedicated workspace
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- The Galleria
- NRG Stadium
- Houston Museum District
- George R. Brown Convention Center
- Bluejack National Golf Course
- White Oak Music Hall
- Downtown Aquarium
- Houston Zoo
- The Cynthia Woods Mitchell Pavilion
- Typhoon Texas Waterpark
- Memorial Park Golf Course
- Memorial Park
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- Cypresswood Golf Club
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