Holiday rentals with a pool in The Woodlands

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.

Location · Family · Heating

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!!!

Value · Family · TV

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

Location · Family · Hiking

Amazing getaway in the Woodlands with Private Pool

Your Private Resort in The Woodlands, Texas Skip the crowded hotel pool. This vacation home comes with a private heated pool and jacuzzi, plus a backyard built for entertaining — complete with a summer kitchen, grill, and mini fridge. Tucked into the quiet Sterling Ridge community, you’re just a mile from grocery stores, Starbucks, and everyday essentials. 15 minutes to the Mall, Market Street, and The Waterway — and under five miles from the area’s best dining, shopping, and entertainment.

Value · Family · Walkability

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.

Location · Value · Beach

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.

Location · Family · Layout

Cozy&Stylish lake condo:balcony fishing.

Welcome to our lakeside retreat! King Size Bed 2 queen size beds Cotton towels Makeup towels Body wash, shampoo &conditioner Fishing rods, bait, tackle box Tennis rackets & balls 5G complimentary WiFi 50 inch smart TV with Roku Netflix downstairs 46 inch TV upstairs with Roku Netflix DVD player and DVDs Board/card games Fully stocked kitchen Toddler friendly utensils, plates & cups Pots/pans/bakeware Keurig &complimentary regular/decaf/tea Ninja blender Stainless steel knives Clean bedding

Family · Value · View

Gated Luxury Haven w/ Pool | The Woodlands, TX

✨ A Woodland Haven of Luxury ✨ Experience luxury living in The Woodlands, TX in this gated 3-bedroom home perfect for families, groups, or pet-friendly getaways. Enjoy private community access, a refreshing pool, free parking, and easy drives to The Woodlands Mall, Waterway, Market Street and local nature trails. What You’ll Love: 🏡Private, Gated Community 🌲Walking Trails & Nature Nearby 💦Community Pool Access 🛍️ Minutes to The Woodlands’ Top Spots 🚗 Easy Access for Seamless Travel

Family · Location · Condition

Tropical Private Villa with Pool, Modern decor.

Bring the whole family to this great place 4,700 sqf. with lots of room for fun. Spacious 4 bedroom, 4.5 bathrooms, large game room, and huge home theater room, sleeps up to 8 people. Clean, bright, sunlit living space with brand new furnishings. 2 King beds, 3 queen beds. Tropical backyard, KitchenAid grill and outdoor lounge with newly renovated pool and spa (Remodeling was completed May 30th 2022). Entertainment has Neflix, Paramount, Disney Plus, and Amazon Prime. Happy stays.

Family · Value · Accuracy

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

Aloha and Welcome! Whether you’re visiting Lake Conroe for the weekend, working in The Woodlands, attending a concert at Cynthia Woods Mitchell Pavilion, competing in the Iron Man, traveling as a medical professional, or bringing the family for a tournament, our home is designed to help you relax after a busy day. Enjoy spacious bedrooms, fast Wi-Fi, a fully stocked kitchen, and easy access to shopping, restaurants, and major employers. Your island oasis awaits. Welcome home, Ohana!

Location · Value · Access

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.

Family · Value · Indoor spaces

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!

Location · Value · Parks