
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.

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

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.

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

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!!

Waterfront $ Heated Pool $ Theater | Smart Home
Lease term duration 6-24 months. Located in Cypress. Waterfront location in quiet neighborhood. Located 1 mile from great restaurants and HEB. 2 miles from Town Lake. Great waterfront restaurants like Ambrizia Social Mexican Kitchen and Local Table has a great brunch! 32 miles from downtown Houston. 30 miles from Bush-internatiinal iah airport.
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

Upscale Retreat w/ Heated Pool, Fireplace & Spa

New Lake House by Golf course + Kayaks & Game Room

Serenity on the Lake

The Woods House

The Leafy Lounge-Large Home w/ Heated Indoor Pool

Cozy The Woodland Retreat with Serene Private Pool
Condo rentals with a pool

The Lakeside Hideaway - Fish from the balcony!

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

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis

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

Charming Magnolia Retreat | Clubhouse & Gym Access

Modern Cabin in the Woods

Oasis on the green!

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

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

The Woodlands Luxury Private Estate pool/spa

Serenity Pines 1 bedroom apartment

Grogan’s Crest condominium
When is the best time to visit The Woodlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $308 NZD | $302 NZD | $360 NZD | $374 NZD | $376 NZD | $356 NZD | $379 NZD | $351 NZD | $340 NZD | $352 NZD | $361 NZD | $351 NZD |
| 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 $36 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across The Woodlands rentals

4.7 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
- Cypresswood Golf Club
- Stephen F. Austin State Park
- Bay Oaks Country Club
- Funcity Sk8
- Miller Outdoor Theatre
- Grand Texas
- Contemporary Arts Museum Houston




