
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.

Beautiful Waterfront Condo on Lake Conroe
Located in Seven Coves. Ideal getaway on Lake Conroe. Balcony is right over the water. Fishing from balcony is OK without fishing license! This is not a fish camp. Pls clean up all fish remains & gear. Main Bdrm: King Size bed w/ Tempur-Pedic mattress. The inside stairs leads to upstairs loft: 2 Queen beds and a full bathroom. Restaurant, swimming pool, tennis court, basketball court, marina, bike & boat rentals, playground & dinner cruise boat within walking distance. Combo washer/dryer unit.

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.

Sleeps 6 - Comfortable condo with great views!
Whether coming for business or fun, Lake Conroe has it all! This 2 br, 2 ba 1226 sq ft condo is located in the gated community of April Sound on Lake Conroe. It is centrally located off Hwy 105, with everything you need near by. You will find multiple bed sizes and a fully equipped kitchen along with an AMAZING open water view, thanks to it's location on the second floor. High speed fiber optic internet is included with stay, along with every basic necessity you need for a comfortable stay!

Tranquil Studio, Pool, Downtown View, Work-Ready
Relax in this super vibey, plant-filled studio with a private downtown view balcony and access to a 24/7 rooftop pool. Guests rave about the calming energy, greenery, décor, and peaceful atmosphere, perfect for unwinding or working. Centrally located and safe, this dog-friendly quiet retreat also features high-speed Wi-Fi and is ideal for solo travelers, couples, or business. With a host who goes above and beyond, experience the peaceful energy that makes this space unforgettable. Book now!

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
Lakefront Guesthouse with private access to the Lake. Spacious 1-Bed Suite (900sft) 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 Lakeview, Pool, Sunrise/Sunset, Grill and Patio. Please note, the Guesthouse is attached to the main house where we live. All the interior pictures are from the Guesthouse. Guests don’t share any space with us except 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.

The Lakeside Getaway Condo: Studio Room
PRIVATE, one room studio on Lake Conroe in the Seven Coves Community. One bedroom (King bed), one bathroom including a shower/tub with marble tile, granite countertops, and a kitchenette. Closet provided with hangers and extra linens if needed. High ceilings, ceiling fan, 43" flat panel Roku Smart TV. Second floor entry by stairs or elevator. Comfortable and spacious king bed!!

1104 The Lakeside Escape Condo: Studio Room
PRIVATE, one room, GROUND LEVEL studio on Lake Conroe in the Seven Coves community. One bedroom/one bathroom including a shower/tub with marble tile, granite counter tops, and kitchenette. Closet provided with hangers and extra linens. High ceilings, ceiling fan, 40" flat panel Roku TV. No stairs, first floor entry. Comfortable KING bed!
Popular amenities for The Woodlands rentals with a pool
House rentals with a pool

Private house-The Woodlands w/pool and generator.

Beautiful lakefront home with 3 bedrooms and pool

Christmas at the Lake! Hot tub bath w/serene views

Upscale Retreat w/ Heated Pool, Fireplace & Spa

Heated Pool, Spa & Game Room Near Woodlands

New Lake House by Golf course + Kayaks & Game Room

Serenity on the Lake

Deluxe Pool 4 bedrooms 15 mins to IAH, BBQ
Apartment rentals with a pool

Amazing Waterfront Renovated Condo on Lake Conroe

Reel in Romance ~ Lake Conroe ~ fish on balcony

Stunning Waterfront Lake Conroe - Ground Floor

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis

Waterfront Retreat with Pool & Lake Views!

Teal Oasis - 1 Bedroom/1 Bathroom Condo

Walden Condo w/ king bed, lake view, dock & pool.

"Get to the Point" Lakefront Condo
Other holiday rentals with a pool

Luxe Lakefront, Fire Pit, Cowboy Pool, Kayak, Dock

Modern Cabin in the Woods

Golfside Lux: Artistic Getaway on Lake Conroe

The Pink Magnolia-walk to lake/playground/dog park

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

Private luxury home in The Woodlands

Modern Magnolia Cottage | Pool & Gym Access

Luxury Home in The Woodlands
When is the best time to visit The Woodlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $223 SGD | $219 SGD | $261 SGD | $271 SGD | $272 SGD | $258 SGD | $275 SGD | $254 SGD | $246 SGD | $255 SGD | $262 SGD | $254 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 200 holiday rentals in The Woodlands

Nightly prices starting at
The Woodlands holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 4,840 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
200 of The Woodlands holiday rentals include wifi access

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

4.7 Average rating
The Woodlands stays receive an average rating of 4.7 out of 5 from guests

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
- Bluejack National Golf Course
- White Oak Music Hall
- Houston Zoo
- Memorial Park
- The Cynthia Woods Mitchell Pavilion
- Typhoon Texas Waterpark
- Downtown Aquarium
- Memorial Park Golf Course
- Buffalo Bayou Park
- Huntsville State Park
- Hurricane Harbor Splashtown
- The Menil Collection
- Gerald D. Hines Waterwall Park
- Stephen F. Austin State Park
- Cypresswood Golf Club
- Bay Oaks Country Club
- Funcity Sk8
- Miller Outdoor Theatre
- Grand Texas
- Contemporary Arts Museum Houston




