
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

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.

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.

Tiny Blue Lake House
Welcome to our Little Blue Lake House in the Thousand Trails Resort on Lake Conroe. Do you want to get away? Do you enjoy glamping? Whether you want to relax and unwind, or partake in the many amenities, there is something for everyone! Little Blue is the place for you! We are 45 minutes North of Downtown Houston, in Willis, Texas. Our Tiny Home is located on a Large End Lot in the Hidden Cove neighborhood of the Resort. Gated Resort offers Lake Access with Beach, Boat Ramp and Pool.

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

The Rustic Casita - Tiny Home, Cozy Patio, Jacuzzi
Escape to our charming Rustic Casita, a private studio apartment nestled in the back of our home, perfect for a romantic Couples Retreat or a relaxing getaway. Our secluded espace offers; •Keyless Gated Entrance EV ⚡️CHARGING ( Bring your own Cable) Dining table under a covered porch •Private jacuzzi spa for ultimate relaxation Located near Heights and Garden Oaks, just 12 minutes from downtown Houston and 20 minutes from IAH airport ✈️ Long Term Stays Welcome 🙏

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

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.

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis
Visit us on You tube Babaloovacationhomes Paradise Cove Lake Conroe video to see our place and location ✪ Fishing Poles ✪ 1St Floor Lake Front ✪ Kayak ✪ Overlooks Waterfall ✪ Barbecues ✪ Swimming Pools ✪ Boat Rentals ✪ Wine & Snacks ✪ Golf - Tennis - Gym ✪ Boat Docking ✪ Ducks, Birds, Turtles & More

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

Lovely Woodlands home w/heated pool and spa!

Private house-The Woodlands w/pool and generator.

Beautiful lakefront home with 3 bedrooms and pool

April Sound/Beautiful Lakefront w/Panoramic Views!

Pool Paradise | Yard BBQ | Games WiFi | Sleeps 16

Waterfront $ Heated Pool $ Theater | Smart Home

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

Best location-Woodlands! 4BDR, Pet Yes! Fast WIFI!
Condo 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

Ultra-Modern Condo *Lake Conroe*

Lakeview Condominium
Other holiday rentals with a pool

Luxury Home 5,2 miles Airport+Spa+King+Washer+WIFI

Oasis on the green!

Cozy&Stylish lake condo:balcony fishing.

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

Serenity Pines 1 bedroom apartment

Sweet home with plenty space, great neighbors.

Contemporary Woodlands Getaway with Private Pool

2 King Suites, Pool/Spa, Covered Patio and Kitchen
When is the best time to visit The Woodlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 AUD | $250 AUD | $298 AUD | $309 AUD | $311 AUD | $295 AUD | $314 AUD | $290 AUD | $281 AUD | $292 AUD | $299 AUD | $290 AUD |
| 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 $44 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
220 of The Woodlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Pet-friendly rentals The Woodlands
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- Rentals with a fire pit The Woodlands
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- Rentals with a fireplace The Woodlands
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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
- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
- NRG Park
- Typhoon Texas Waterpark
- Buffalo Bayou Park
- Huntsville State Park
- The Menil Collection
- Rice University
- Hurricane Harbor Splashtown
- Gerald D. Hines Waterwall Park
- Stephen F. Austin State Park
- Space Center Houston
- Miller Outdoor Theatre
- Houston Farmers Market
- Contemporary Arts Museum Houston




