Vacation rentals with a pool in Montgomery County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Montgomery County

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, 167 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

4.94 out of 5 average rating, 142 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

Home in Spring

4.91 out of 5 average rating, 148 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.

Superhost

Home in Spring

4.86 out of 5 average rating, 7 reviews

Luxury stay with private pool

Escape to a serene getaway featuring spacious rooms and a private pool, perfect for relaxation or entertaining. This stylish retreat offers comfort, modern amenities, and ample space for families or groups. Conveniently located near local attractions, it’s ideal for making unforgettable memories. Unwind, recharge, and enjoy the ultimate stay! You can find points of interest such as Market Street 5 minutes away by car, The Woodlands Mall 6 min away by car Hughes Landing 4 min away by car.

Superhost

Home in Montgomery

4.96 out of 5 average rating, 101 reviews

Lakefront Home private pool 4 BR/3 bath

Waterfront home with gorgeous pool/hot tub, a spacious lakefront deck and a single slip dock. This home has 4 bedrooms, 3 bath, plus den with flat screen TVs, a kitchen with high-end appliances, two large refrigerators, a stand-alone ice maker, a wine captain, a laundry room, central AC, ceiling fans in every room, and for those chilly nights, a wood burning fireplace. Covered patio has a huge BBQ Grill, a 60” Flat Screen TV. Past the pool is a large grassy area leading to the lake.

Top guest favorite

Condo in Montgomery

4.97 out of 5 average rating, 139 reviews

Rental Retreat TX-Come Relax on Lake Conroe!

Experience beautiful sunsets on the lake!! 1st floor w/all amenities, 1 bedroom (queen), & living room w/sleeper sofa (queen). Quick access to pool & lake. Kitchen cooking utensils, dishes, range, refrigerator, microwave & dishwasher. Shower & tub, washer & dryer. Access to fitness & racquet club, yacht club & grill, and private boat launch. Parking close to the door. Fishing, golfing, boating, tennis, swimming, walking trails and close proximity to Sam Houston National Forest.

Guest favorite

Home in Spring

4.9 out of 5 average rating, 108 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.

Top guest favorite

Home in Spring

4.92 out of 5 average rating, 142 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.

Superhost

Home in Tomball

4.73 out of 5 average rating, 15 reviews

New POOL & SPA + Pergola & BBQ modern 1 story home

Nestled in The Woodlands, this newly furnished one-story home epitomizes modern comfort & relaxation. Stepping inside, you’re greeted by an open-plan living area adorned with tasteful décor & flooded with natural light from multiple windows. The warmth of wooden floors adds a touch of elegance to the space. Outside, the terrace beckons with its stylish pergola and new furniture, perfect for enjoying meals or lounging with a view of the sparkling brand-new pool.

Top guest favorite

Home in Spring

4.96 out of 5 average rating, 27 reviews

Whitewood Oasis Spring,TX with Heated Pool!

Just 20 minutes from George Bush Intercontinental Airport (IAH), this cozy Airbnb in Spring, Texas, offers the perfect blend of convenience and comfort. Enjoy easy access to The Woodlands Mall, Topgolf, and a variety of dining options. Starbucks is nearby for your morning coffee. Relax by the private pool, unwind under two covered patios, or fire up the outdoor grill. Whether you’re here to explore or simply relax, this home has everything for a memorable stay.

Guest favorite

Home in Spring

4.93 out of 5 average rating, 134 reviews

Perfect getaway with POOL, SPA &GYM

Tastefully designed 5 bedroom home with private Pool, Hot tub ,private Gym and air Hockey table. Suitable as a romantic getaway or as a house for the entire family. Home comes with all appliances, including: washer, dryer and 3 smart T.V's and equipped with high quality linen, blankets and sheets as well as kitchen essentials. Comfortably sleeps 11 people . 😊 A toddler bed and a pack n’ play are available upon request.

Guest favorite

Guest suite in The Woodlands

4.89 out of 5 average rating, 231 reviews

Lakefront Guesthouse: Pool, BBQ, Bike

Lakefront Guesthouse with private access to the Lake. Spacious 1-Bed Suite (~1000 Sqft) 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 Sunrise, Sunset, Firepit, Pool, Barbecue and Bike-ride around the lake