
Holiday rentals with a pool in The Woodlands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in The Woodlands
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

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!!

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.

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

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.

Huge Private Pool + Slide on Golf Course
Charming Poolside Retreat Minutes from The Woodlands Mall Escape to your serene oasis, just ten minutes from The Woodlands Mall. Our villa features a spa for 8 adults, a cozy living room with a fireplace and egg chairs, and a private pool with optional heating. Enjoy arcade machines, skeeball, and three large TVs. Nearby attractions: The Woodlands Waterway for a romantic stroll, golf course, The Woodlands Shopping Center, tranquil forest walks, concerts, and Lake Conroe for an adventure.

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.

Beautiful Cozy 4-Bedroom Home in a Gated Community
This is a gorgeous, home with high ceilings, hardwood floors, and a walk-in closet in a gated community and gated driveway for additional security. The home is furnished with stainless steel appliances including fridge, granite countertops in the kitchen and a large island, coffee maker, air fryer, multi-purpose pressure cooker and other cooking utensils. The house has cameras mounted both in front and at the back of the house for additional safety
Popular amenities for The Woodlands rentals with a pool
House rentals with a pool

The Woodlands R&R

Modern Cabin in the Woods

April Sound/Beautiful Lakefront w/Panoramic Views!

Waterfront $ Heated Pool $ Theater | Smart Home

Paradise Garden Resort And Spa

Private luxury house The Woodlands

Modern Magnolia Cottage | Pool & Gym Access

Ultimate Escape Near Lake Conroe | 4BD | Pool Spa
Apartment rentals with a pool

Amazing Waterfront Renovated Condo on Lake Conroe

Gorgeous Lake Views- One Bedroom-142

Sleeps 6 - Comfortable condo with great views!

Beautiful Waterfront Condo on Lake Conroe

Little Paradise at Lake Conroe

Stunning Waterfront Lake Conroe - Ground Floor

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis

Lakeside Condominium
Other holiday rentals with a pool

Luxury Gated Getaway

Villa w/ Pool & 2 King Rooms 15 min from Woodlands

Ultra-Modern Condo *Lake Conroe*

Corner House w/private pool near The Woodlands

Luxury Loft Style House w Pool | The Woodlands

The Woods House

Cozy The Woodland Retreat with Serene Private Pool

Lily Pad/Lake Front/Fire Pit/Lake Swimming Access
When is the best time to visit The Woodlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $221 SGD | $217 SGD | $258 SGD | $268 SGD | $269 SGD | $255 SGD | $272 SGD | $251 SGD | $244 SGD | $244 SGD | $251 SGD | $250 SGD |
| Avg. temp | 12°C | 14°C | 18°C | 21°C | 25°C | 28°C | 30°C | 30°C | 27°C | 22°C | 17°C | 13°C |
Quick stats about holiday rentals with a pool in The Woodlands

Total holiday rentals
Explore 230 holiday rentals in The Woodlands

Nightly prices starting at
The Woodlands holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 5,530 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
220 of The Woodlands holiday rentals include wifi access

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

4.8 Average rating
The Woodlands stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
The Woodlands’s top spots include The Cynthia Woods Mitchell Pavilion, Market Street and AMC Metropark 10
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- Rentals with pools Montgomery County
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- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Houston Zoo
- Toyota Center
- Minute Maid Park
- 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
- Old Town Spring




