Vacation 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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Guest favorite

Vacation home in Montgomery

4.95 out of 5 average rating, 171 reviews

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.

Guest favorite

Home in Spring

4.93 out of 5 average rating, 104 reviews

Amazing getaway in the Woodlands with Private Pool

Located in The Woodlands, Texas. Enjoy the best of resort life when you stay at this vacation rental home with OUR PRIVATE HEATED POOL WITH JACUZZI and a beautiful backyard, that includes a Summer Kitchen with a Grill and a Mini Fridge. Located in the quiet community of Sterling Ridge, yet only a mile away from grocery stores, Starbucks and more. Only 15 min away from the Mall, Market St, The Waterway and less than 5 miles away from entertainment, fine dining and shopping. READY TO BE BOOKED!!

Top guest favorite

Home in Spring

4.91 out of 5 average rating, 145 reviews

Private house in the Woodlands w/pool and spa.

Entire house with a pool/spa in The Woodlands, TX, in a quiet cul de sac - Ideal for a family holiday or weekend getaway. Minutes to Cynthia Woods Pavilion; Market St./Waterway; 160+ miles of pathways and trails serving as a safe venue to enjoy the outdoors; a 20-minute drive to Lake Conroe and Renaissance Festival NOTE: No parties. Limit 2 cars on the driveway. House fits 6 people but $25/person/night after 1st tow adults; children under 10yrs no extra charge. Prefer self-sufficient guests.

Guest favorite

Home in Spring

4.94 out of 5 average rating, 147 reviews

Spa & Pool Oasis: Prime Location in The Woodlands

Nestled in the heart of The Woodlands, & recently named the #1 place to live! Enjoy an incredible small-town with high-end activities. This home is perfect for friends & family! The home offers peaceful comfort with its private backyard pool & spa! Inside, guests enjoy reclining seats and entertainment area or warm up in the evenings by the cozy fireplace. Close to golf courses, trails, festivals, The Pavilion, festivals & Town Center (our Downtown). *Spa comes w/remote & instructions to heat.

Guest favorite

Farm stay in Conroe

4.91 out of 5 average rating, 213 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 favorite

Home in Conroe

4.99 out of 5 average rating, 148 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

Top guest favorite

Condo in Willis

4.99 out of 5 average rating, 157 reviews

Beautiful Waterfront Condo on Lake Conroe

Located in Seven Coves. Ideal getaway on Lake Conroe. Balcony is right over the water. Fishing fm balcony is OK without fishing license! This is not a fish camp. Pls clean up all fish remains & gear. Main Bdrm: King Size bed w/ Tempur-Pedic mattress. The inside stairs leads to upstairs loft: 2 Queen beds and a full bathroom. Restaurant, swimming pool, tennis court, basketball court, marina, bike & boat rentals, playground & dinner cruise boat within walking distance. Combo washer/dryer unit.

Guest favorite

Home in Spring

4.92 out of 5 average rating, 159 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.

Guest favorite

Guest suite in The Woodlands

4.88 out of 5 average rating, 248 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.

Superhost

Apartment in Spring

4.91 out of 5 average rating, 68 reviews

Perfect Getaway w/ Pool | Gym | Lake Views

Relax in this luxury 1 bedroom apartment for up to 3 guests! The space is conveniently located minutes away from downtown Houston in the suburb of Spring, TX, and close to all major attractions. Featuring a pool, gym, beautiful lakefront view, a fully equipped kitchen, free WiFi, and free parking. This space is sparkling clean! With everything you need for a memorable stay, this space is perfect for city explorers, short stays, business travelers, or medical professionals!

Guest favorite

Home in Spring

4.91 out of 5 average rating, 116 reviews

Modern Farmhouse w/ private Heated Pool and Spa

Welcome to our newly remodeled modern farmhouse. Enjoy your getaway with family/friends at our warm and cozy home, complimented by a private pool and spa. The property has plenty of rooms and activities for everyone. Each room of the house has large windows which allows natural light through out the house. Located in Spring Texas, the property is just minutes away from The Woodlands, Conroe and Houston. Come and experience the "home away from home" feeling at our house.

Guest favorite

Guesthouse in Conroe

4.97 out of 5 average rating, 113 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.