
Holiday rentals with a pool in The Woodlands
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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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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!

House in The Woodlands Texas with Pool
Beautiful home with everything you need! The covered patio and pool is amazing! The home has everything you need with a fully equipped kitchen. The home has plenty of room and every bedroom was comfortable! We loved it so much that we've already booked it again next month. Highly recommend!

ALOHA! Hawaii in The Woodlands 5BD/3BA Sleeps 10
Noelani was a wonderful host! She was quick to respond and was proactive with all instructions for our arrival. The house was perfect for a group of us attending a wedding in the area. The back patio with the pool is the perfect hangout for morning coffee and evening drinks. Would highly recommend!

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

Poolside Paradise with Lake View in Legends Ranch
First Debra is Amazing herself and so responsive! The amount of detail she puts into her beautiful home is phenomenal! Thank you for having such a clean home that is stocked with everything you need! Thank you for sharing your home as it makes my Family and I feel Like home!

Corner House w/private pool near The Woodlands
I enjoyed the stay felt completely like home. I at first didn’t know what door to put key code in I text her and she called back immediately. Very quiet neighborhood. Me and my family really enjoyed and anytime I’m back in Texas I’m definitely booking Dot. Very beautiful upgraded place and I thank you for fitting me in the stay.

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!

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.
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.

Sleeps 6 - Comfortable condo with great views!
A great condo and a very responsive host! Thanks for hosting us!

✪ 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
We absolutely loved this place! The view was amazing! You can enjoy the lake views from sitting on the couch in the living room, as well as waking up to that beautiful view from the master bedroom. Then to be able to open the patio door & just step out right there on the lake WOW! My husband & daughter truly enjoyed fishing right there next to the condo. I enjoyed watching them from the living room. Their smiles everytime they caught a fish was priceless. The dog loved watching the ducks & loved being able to go outside right off of the living room patio. This is the perfect place to make unforgettable memories. Anna made sure that we had everything we needed to enjoy our stay. She was amazing with her fast response to all our questions. Her hospitality was outstanding. The place was absolutely wonderful. We will definitely be back! If I could give her 100 stars, I would.

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!

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!

Lake View Condo with Balcony, Pool & Swim Access
We enjoyed everything about our stay, the home,the neighborhood, the view was beautiful. Would love to come back!
Quick stats about holiday rentals with a pool in The Woodlands
Total rentals
200 properties
Nightly prices starting at
₹1,727 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
- Memorial Park Golf Course
- Typhoon Texas Waterpark
- Memorial Park
- The Menil Collection
- Huntsville State Park
- Bay Oaks Country Club
- Hurricane Harbor Splashtown
- Stephen F. Austin State Park
- Buffalo Bayou Park
- Gerald D. Hines Waterwall Park
- Cypresswood Golf Club
- Grand Texas
- Contemporary Arts Museum Houston
- Miller Outdoor Theatre
- Funcity Sk8