
Vacation rentals with a pool in Montgomery County
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Top-rated rentals with a pool in Montgomery County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Quiet Country Home w/Pool and Fire-pit
5-20 min from popular Wedding Venues! 20 min FROM TX. REN- FESTIVAL. Book early. 10 min from LAKE CONROE, boat rentals, wineries, live music, and a variety of restaurants. 15 min from SAM HOUSTON NATIONAL FOREST (Dirt bike trails anyone? Call park to check schedule ). Relax at our peaceful country getaway. We are a family/friends retreat and not a party venue. Enjoy our colorful sunsets from the pool, gazebo, or dining room table. We love to host your family/friends attending weddings!

Prancing Horse Estates:10 acre resort w/pool, spa
Welcome to Prancing Horse Estates! This is a private gated 10 acre estate with private pool, spa and waterfall + 4 bedroom home. You’ll love it if you like upscale indoor style combined with beautiful outdoor space. 10 acres- 4 meadow and 6 densely wooded with 2 paths along the creek, with lovely poolside space with seating for 16+. Well stocked library, children’s room, indoor/outdoor games. Certified Wildlife Habitat® site with the National Wildlife Federation and Texas Conservation Alliance.

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.

Cozy&Stylish lake condo:balcony fishing.
Welcome to our lakeside retreat! King Size Bed 2 queen size beds Cotton towels Makeup towels Body wash, shampoo &conditioner Fishing rods, bait, tackle box Tennis rackets & balls 5G complimentary WiFi 50 inch smart TV with Roku Netflix downstairs 46 inch TV upstairs with Roku Netflix DVD player and DVDs Board/card games Fully stocked kitchen Toddler friendly utensils, plates & cups Pots/pans/bakeware Keurig &complimentary regular/decaf/tea Ninja blender Stainless steel knives Clean bedding

The Cottage at Pine Lake
Take a break & unwind at this peaceful oasis. Kayak, catch a fish, take a swim in the pool across the street or just relax on the front deck and watch the birds. Great location on private lake with pier. Close to local Montgomery wedding venues( Lumineer 2 min, Pine Lake Ranch 5min) Short drive to Margaritaville resort. Spend the day on beautiful Lake Conroe, bring your boat/ jet ski and launch down the road at the marina. Short drive to Sam Houston national forest to enjoy nature and hiking

New Lake House by Golf course + Kayaks & Game Room
Welcome to THE LAKE HOUSE - our spacious and welcoming getaway. Here you'll enjoy all the luxuries with an added plus of fun and activities. Whether your looking for some fun in the sun or a stay-cation at the Lake, you will find this to be your perfect destination. We have immediate access to the lake, Walden Golf course, and driving range. Looking to work from home? We got you covered. Looking for a fun-filled night in? Our game room has you covered - no cheating or whining allowed ; )

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.

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.

Stonehouse Estate 5 acre Private Retreat!
Texas hill country stone meets modern French farmhouse at this private luxury retreat on 5 wooded acres in Montgomery, Texas. This hidden gem has plenty of room for your group and is close to Lake Conroe! A warm, inviting fireplace in the living room opens up to a beautiful kitchen and dining area, overlooking a private pool with a lush grove of trees for a backdrop. The perfect space for your vacation or small event. Located near everything including Magnolia and The Woodlands.

Lakefront | Pet Friendly | Paddleboard Incl | Pool
Welcome to Alluring Lakefront Condo — a stylishly furnished 2-bedroom, 2-bath retreat with direct lake views and a relaxing, resort-style feel. Whether you’re here for a weekend getaway, fishing trip, wedding, or extended escape, you’ll find everything you need for a comfortable and memorable stay — including a Complimentary Self-INFLATABLE PADDLEBOARD for you to enjoy on the lake. Just steps from the water and minutes from dining, shopping, and outdoor adventure.

Fast WiFi |3BR/2BA Private Yard Work Crew Friendly
Cozy 3-bedroom home in Willis, TX just a short walk to Lake Conroe! Enjoy community amenities including a boat ramp, fire pit, volleyball & basketball courts, and a playground for kids. Perfect for families or a weekend getaway, the home offers a full kitchen, comfy living space, and outdoor seating. Whether you’re boating, relaxing, or exploring, this is your perfect Lake Conroe retreat. Book now and start your lake adventure!

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
Popular amenities for Montgomery County rentals with a pool
House rentals with a pool

Lovely Woodlands home w/heated pool and spa!

Country Sanctuary-5*Lux King Bed-2,400+ Sq Ft

The Redwood House

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

"On Lake Time" ~ The Reserve at Lake Conroe.

Lilypad*Lakefront*FirePit*Kayacks*SUP*Arcade*Fish

Lux Retreat | Private Pool & Spa | 2 King Primarys

Relax at The Lake House, Boat, Swim, Fishing, BBQ
Condo rentals with a pool

Reel in Romance ~ Lake Conroe ~ fish on balcony

Amazing Waterfront Renovated Condo on Lake Conroe

Lakeview Condo

Gorgeous Lake Views- One Bedroom-142

Sleeps 6 - Comfortable condo with great views!

Little Paradise at Lake Conroe

Stunning Waterfront Lake Conroe - Ground Floor

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis
Other vacation rentals with a pool

Off The Beaten Path Country Cottage

Dream Again: A Lakefront Retreat in the Forest

Oasis on the green!

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

The Black Oak: Forest & Chill

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

Chic TX House w/ Pool and Relaxing Atmosphere

Lake Conroe, waterfront, boat dock, pets welcome
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- The Galleria
- George R. Brown Convention Center
- Houston Museum District
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- Toyota Center
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