
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.

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.

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.

Serenity on the Lake
Forget your worries at The Carlton Family Lake House. It’s truly serenity on the lake…the calmness and peaceful you’ll feel here. This property on Lake Conroe in April Sound gated community is dedicated to ensuring a peaceful, comfortable & rejuvenating experience. The spacious 1,824 sq ft condo is perfect for a group of friends & family of 6 comfortably. Located conveniently near wedding venues, breweries, Margaritaville & many restaurants. Come & relax on your lake front property.

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.

The Fifth Wheel | Camp Fire | Stock Tank Pool
Are you a lone traveler and wonder what is it like to live in a true tiny house on wheels, or a couple looking to experience tiny living, but with all the amenities? Welcome to the Fifth Wheel! We are inspired with utilizing small space and turn them into amazing living experience. the home equipped with everything you need when traveling. The home is pack with efficient design, front porch with cover, stock tank pool, outdoor shower, Wifi, comfy bed and pillow & free parking

Front of the Woodlands! 4BDR, Pet Yes! Fast WIFI!
Tailored for your vacations, business trips, medical stays, or while your home is under renovation! Conveniently located in Shenandoah/The Woodlands with easy access to I-45, Hardy Toll Road, and Grand Parkway. Minutes from ExxonMobil, hospitals, Market Street, and The Woodlands Mall. Features a private (unheated) pool. Great for families, wedding guests, travel nurses, and more. Ask about long-term stays! Note: 7% local lodging tax applies and will be collected at check-in.

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

Stunning Waterfront View Fully Renovated! Elevator
Located in the private, gated April Sound Country Club neighborhood, this waterfront home is the perfect getaway with the amenities and comforts of home. Private boat house w/lift, gated yard. Amenities of our Country Club membership are extended to our guests for a fee. Enjoy 3 pools, hot tub, and cabana. Enjoy access to the Club Fitness Room and The Phoenix Grill (access to restaurant incl, all food/bev purchases paid by guest). Fee required for Club Access.

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

Charming Magnolia Retreat | Clubhouse & Gym Access

Private house-The Woodlands w/pool and generator.

Beautiful lakefront home with 3 bedrooms and pool

April Sound/Beautiful Lakefront w/Panoramic Views!

Waterfront $ Heated Pool $ Theater | Smart Home

ALOHA! Hawaii in The Woodlands 5BD/3BA Sleeps 10

New Lake House by Golf course + Kayaks & Game Room

New 4BR Retreat + Pool Near The Woodlands
Apartment rentals with a pool

Amazing Waterfront Renovated Condo on Lake Conroe

Reel in Romance ~ Lake Conroe ~ fish on balcony

Gorgeous Lake Views- One Bedroom-142

Sleeps 6 - Comfortable condo with great views!

Beautiful Waterfront Condo on Lake Conroe

Stunning Waterfront Lake Conroe - Ground Floor

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis

Ultra-Modern Condo *Lake Conroe*
Other holiday rentals with a pool

Luxury Gated Getaway

Oasis on the green!

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

Luxury Woodlands Home - 4 BR, Pool, Private!

Hidden Gem / Free Parking / Fast Wi-fi / City Ctr

Sweet home with plenty space, great neighbors.

Contemporary Woodlands Getaway with Private Pool

Family Retreat with Pool, Hot Tub & Game Room!
When is the best time to visit The Woodlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £128 | £126 | £150 | £156 | £156 | £148 | £158 | £146 | £142 | £147 | £150 | £146 |
| 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 £22 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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- 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
- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
- NRG Park
- Typhoon Texas Waterpark
- Buffalo Bayou Park
- Huntsville State Park
- The Menil Collection
- Hermann Park
- Hurricane Harbor Splashtown
- Gerald D. Hines Waterwall Park
- Stephen F. Austin State Park
- Rice University
- Texas Southern University
- Houston Farmers Market
- Miller Outdoor Theatre




