
Holiday rentals with a pool in The Woodlands
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Top-rated rentals with a pool in The Woodlands
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!!

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.

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.

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.

Modern Farmhouse w/ private Heated Pool and Spa
Welcome to our newly remodeled modern farmhouse. Enjoy your getaway with family/friends at our warm and cozy home, complimented by a private pool and spa. The property has plenty of rooms and activities for everyone. Each room of the house has large windows which allows natural light through out the house. Located in Spring Texas, the property is just minutes away from The Woodlands, Conroe and Houston. Come and experience the "home away from home" feeling at our house.

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

Beautiful lakefront home with 3 bedrooms and pool

Found! Lakefront-Family Retreat w/Panoramic Views

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

Upscale Retreat w/ Heated Pool, Fireplace & Spa

Heated Pool + Hot Tub • Game Room | Near Woodlands

New Lake House by Golf course + Kayaks & Game Room

Sweet home with plenty space, great neighbors.

Serenity on the Lake
Apartment rentals with a pool

The Lakeside Hideaway - Fish from the balcony!

Amazing Waterfront Renovated Condo on Lake Conroe

Gorgeous Lake Views- One Bedroom-142

Sleeps 6 - Comfortable condo with great views!

Stunning Waterfront Lake Conroe - Ground Floor

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis

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

Lakeside Condominium
Other holiday rentals with a pool

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

Teal Oasis - 1 Bedroom/1 Bathroom Condo

The Woodlands Luxury Private Estate pool/spa

Modern Magnolia Cottage | Pool & Gym Access

Family Retreat with Pool, Hot Tub & Game Room!

Memorable Couple’s Retreat

Amazing House with Pool

Double C Ranch @ Lake Conroe
When is the best time to visit The Woodlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £131 | £128 | £153 | £159 | £160 | £151 | £161 | £149 | £144 | £150 | £153 | £149 |
| 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 £15 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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- The Galleria
- NRG Stadium
- 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




