Vacation 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.

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Guest favorite

Home in Spring

4.95 out of 5 average rating, 103 reviews

Spa & Pool Paradise -Pavilion/Waterway/Town Center

Nestled in the heart of The Woodlands, & recently named the #1 place to live! Enjoy an incredible small-town with high-end activities. This home is perfect for friends & family! The home offers peaceful comfort with its private backyard pool & spa! Inside, guests enjoy reclining seats and entertainment area or warm up in the evenings by the cozy fireplace. Close to golf courses, trails, festivals, CWM Pavilion, festivals & Town Center (our Downtown). *Spa comes w/remote & instructions to heat.

Aug 14 – 21

G$80,480 GYD per night

Guest favorite

Condo in Willis

4.99 out of 5 average rating, 104 reviews

Beautiful Waterfront Condo on Lake Conroe

Located in Seven Coves. Ideal getaway on Lake Conroe. Balcony is right over the water. Fishing fm 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.

Jul 18 – 25

G$35,671 GYD per night

Guest favorite

Farm stay in Conroe

4.89 out of 5 average rating, 146 reviews

Country Retreat 5 Minutes from The Woodlands

Stay in the center of the action in this one-of-a-kind place next to the Jones State Forest near miles of trails for walking, biking, or horseback riding. 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!

Oct 15 – 22

G$20,904 GYD per night

Guest favorite

Home in Shenandoah

4.91 out of 5 average rating, 192 reviews

Woodlands Grad-s & Sports for families. Pets -Yes.

Tailored for your vacation, business travel, medical or stay while remodeling. *Ideal for family, friends vacation, family visiting in town, wedding guests, business, medical travelers, travel nurses and many other travelers in town. *Ask us about long-term stays. *Property has a private pool. Not heated. Quick/easy access to I-45, Hardy Toll & 99/Grand Pkwy. This home is located in Shenandoah/The Woodlands. Note: local city lodging taxes of 7% of booking will be requested upon check-in.

Oct 19 – 26

G$69,268 GYD per night

Guest favorite

Home in Montgomery

4.96 out of 5 average rating, 135 reviews

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.

Aug 10 – 17

G$38,813 GYD per night

Guest favorite

Home in The Woodlands

4.93 out of 5 average rating, 191 reviews

Charming Home with Pool & Spa in Alden Bridge

Central to everything in The Woodlands. Beautiful, spacious home in the village of Alden Bridge. Everything you need for a wonderful Texas vacation. Views of the tree canopy throughout, front porch and tranquil backyard with pool makes this property special. Playground, park, trailhead just one block away. The pool is heated in the winter months and there is a spa attached. The heating feature for the pool and spa are a complimentary feature subject to maintenance availability.

Jun 19 – 26

G$54,018 GYD per night

Guest favorite

Home in Spring

4.9 out of 5 average rating, 115 reviews

Private house in the Woodlands w/pool and spa.

Entire house with a pool/spa in The Woodlands, TX, in a quiet cul de sac - 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 tow adults; children under 10yrs no extra charge.

Jun 26 – Jul 3

G$76,851 GYD per night

Guest favorite

Condo in Montgomery

4.89 out of 5 average rating, 118 reviews

Awesome 1 Bedroom Condo with many features!

This is a great spot to get away and unwind or just relax. You'll have the entire condo to yourself. This unit is on the 2nd floor and has nice floors, a full kitchen, full bathroom, appliances, a security system & Free parking. It's located just steps away from the golf course in the beautiful prestigious Walden community. You’re a 5 minute drive away from Margaritaville, lake view restaurants, bars, and several lake entry points. Check in time is 4pm.

Aug 11 – 18

G$16,312 GYD per night

Guest favorite

Apartment in Montgomery

4.91 out of 5 average rating, 119 reviews

Perfect 2/2 Condo/April Sound/Lake Conroe*Sleeps 6

Enjoy the beauty and nature of Lake Conroe in the upscale private community of April Sound. I will love to share my family retreat with your family. My place is located in the private lake community of April Sound, close to fine dining, shops, markets and just 20 minutes away from The Woodlands area. Please see special weekly and monthly rates available. Copy and paste to watch our video! https://youtu.be/bPuFUlXBfhQ

Dec 24 – 31

G$26,776 GYD per night

Guest favorite

Home in Spring

4.95 out of 5 average rating, 150 reviews

🏝 Vacation home on a golf course. POOL and SPA 🏝

Have fun with the whole family at this stylish vacation home. Enjoy the outdoor living space, complete with outdoor kitchen, outdoor TV and surround sound, fire pit, heated pool, and spa. Six bedrooms (1 king bed, 4 queen beds, 1 bunkbed with 2 full size mattresses. Two sectionals, air hockey table, refrigerated wine cellar, and so much more. Bring your family and friends and stay under one roof.

Apr 2 – 9

G$120,547 GYD per night

Guest favorite

Tiny home in Conroe

4.95 out of 5 average rating, 109 reviews

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 saltwater 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.

Apr 13 – 20

G$24,190 GYD per night

Guest favorite

Condo in Willis

4.95 out of 5 average rating, 294 reviews

Reel in Romance ~ Lake Conroe ~ fish on balcony

Lake Conroe/Seven Coves. Sunrise view. Fish on balcony with poles kept at condo. Balcony hangs OVER water. Comfy double reclining leather love seat/large TV. TempurPedic king + queen sleeper sofa. Large soaking tub/shower. Portable massage table. Raining? Lay back and nap on covered balcony. Jet ski and boat rentals 5 min walk away. No parties.$0 cleaning fees!

Jul 13 – 20

G$30,722 GYD per night