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.

Family · Location · Bathroom

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!!!

Family · Value · Access

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

Family · Location · Cleanliness

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 · Location · Accuracy

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.

Family · Value · Laundry

The Waterfront Villa

Plan your lake escape to this contemporary lakeside villa. This modern luxury getaway is located directly on Lake Conroe! Whether you're here for boating, fishing or lounging poolside, this is the perfect spot. This luxurious 5-bedroom, 3.5-bathroom home features a fully equipped gourmet kitchen, 3 master suites, as well as two bunk rooms equipped to sleep up to 16 guests comfortably. Enjoy the gorgeous deck, extended balcony, fire pit, and numerous spots for lounging with your friends!

Value · Location · Parking

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 · Hospitality

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!

Family · Location · Laundry

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.

Value · Family · Air conditioning

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!

Family · Value · Bathroom

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

Value · Family · Check-in

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.

Value · Location · Comfort