
Holiday rentals with a pool in Tomball
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Tomball
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

ALOHA! Hawaii in The Woodlands 5BD/3BA Sleeps 10
Aloha and Welcome! Our home invites you to rest, relax, and recharge. Located on a quiet, tree lined cul-de-sac, our two-story, 5bd/2.5 ba salt water pool home offers: *A fully stocked kitchen with all kitchenware and cooking essentials *Dedicated work or entertainment space *Salt water pool & hot tub *Covered patio with outdoor tv (swivels to watch from the pool) & volcano rock fire pit *Outdoor kitchen with gas BBQ grill & fridge Your oasis awaits. Welcome home, Ohana! You belong here <3

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.

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.

Private house-The Woodlands w/pool and generator.
Entire house with a pool/spa and backup generator in The Woodlands, TX - 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 two adults; children under 10yrs no extra charge. Prefer self-sufficient guests.

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.

Upscale Cypress Stay Pool, Hot Tub, EV, Sleeps 20
Welcome to the Boutique Bunkhouse—your spacious Cypress getaway just 5 minutes from Houston Premium Outlets. This 3,600+ sq ft home features 4 bedrooms, 3.5 baths, a private pool, freestanding hot tub, billiards room, theater with Xbox, and full kitchen. Sleeps up to 20 with 2 king beds, 1 queen-over-queen bunk, and 3 full-over-full bunks. Perfect for professionals, families, and group travel. EV charger, Smart TVs, and pet-friendly. Quiet hours 8 PM–8 AM. No events or parties allowed.

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.

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

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.

Cozy tiny house on small lake "The Maryhannah"
Relax and enjoy the calm serene of a country vibe feel in the middle of the city! This cozy tiny house feels like a gentle hug. Float around the seasonal splash pool, soak in the hot tub, enjoy a small container fire, or sit by the lake and watch the fish. Bring your fishing pole for catch and release stocked pond in this small vintage fishing community. Unit is on the back of the main house. Main house has area on the other side that you can’t see.

Texas Pool House Escape - Events, Pond, Hot Tub
Escape to this private 3-acre retreat just outside Houston, featuring a resort-style pool with sunken bar, in-ground hot tub, outdoor kitchen, and basketball court. The Pool House sleeps 12 and is ideal for relaxing getaways or hosting events. Enjoy shared access to a stocked fishing pond and playground. With spacious indoor and outdoor areas, this home is perfect for entertaining family, friends, or groups. Book your Tomball stay today!

Waterfront $ Heated Pool $ Theater | Smart Home
Located in Cypress. Waterfront location in quiet neighborhood. Located 1 mile from great restaurants and HEB. 2 miles from Town Lake. Great waterfront restaurants like Ambrizia Social Mexican Kitchen and Local Table has a great brunch! 32 miles from downtown Houston. 30 miles from Bush-internatiinal iah airport.
Popular amenities for Tomball rentals with a pool
House rentals with a pool

Beautiful 5BR home w/ nice pool

Lost Pines Poolside Paradise | Outdoor Fire Pit

Katy Oasis With Luxury Heated Winter Pool

beautiful comfortable house with pool

Heated Pool, has it all & close to everything.

4 Bed-Cozy House near Houston

Waterfront Lonestar Cabin in a Magical Forest!

HOUSE w/private POOL
Apartment rentals with a pool

Sleeps 6 - Comfortable condo with great views!

Our Peace of Lake Retreat

Contemporary 2BR| Free Parking & Fast WiFi Near DT

Condo on LAKE CONROE in April Sound-AMAZING VIEW!

Lake View Condo | Pool | Lake Access | Near Dining

Peaceful Lake Conroe Condo | Balcony Views

Pet Friendly Home Near Park

"On Lake Time Condo" in the heart of Lake Conroe
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Luxury Gated Getaway

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No xtra fees! Klein~The Vintage~Cypress~Tomball

Charming Country Home with Pool - Unit B
Quick stats about holiday rentals with a pool in Tomball

Total holiday rentals
Explore 20 holiday rentals in Tomball

Nightly prices starting at
Tomball holiday rentals start at ₹10,129 per night before taxes and fees

Verified guest reviews
Over 250 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Tomball holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Tomball rentals

4.9 Average rating
Tomball stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with pools Harris County
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- Rentals with pools United States
- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Houston Zoo
- Toyota Center
- Minute Maid Park
- Santa's Wonderland
- White Oak Music Hall
- Memorial Park
- Rice University
- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
- Highrise Houston
- Space Center Houston
- Typhoon Texas Waterpark
- Buffalo Bayou Park
- Huntsville State Park
- The Menil Collection
- University of Houston
- Nrg Center
- Stephen F. Austin State Park
- Gerald D. Hines Waterwall Park
- Miller Outdoor Theatre




