
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.

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

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

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!

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 ; )

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.

Tiny Blue Lake House
Welcome to our Little Blue Lake House in the Thousand Trails Resort on Lake Conroe. Do you want to get away? Do you enjoy glamping? Whether you want to relax and unwind, or partake in the many amenities, there is something for everyone! Little Blue is the place for you! We are 45 minutes North of Downtown Houston, in Willis, Texas. Our Tiny Home is located on a Large End Lot in the Hidden Cove neighborhood of the Resort. Gated Resort offers Lake Access with Beach, Boat Ramp and Pool.

Rental Retreat TX-Come Relax on Lake Conroe!
Experience beautiful sunsets on the lake!! 1st floor w/all amenities, 1 bedroom (queen), & living room w/sleeper sofa (queen). Quick access to pool & lake. Kitchen cooking utensils, dishes, range, refrigerator, microwave & dishwasher. Shower & tub, washer & dryer. Access to fitness & racquet club, yacht club & grill, and private boat launch. Parking close to the door. Fishing, golfing, boating, tennis, swimming, walking trails and close proximity to Sam Houston National Forest.

The Lakeside Retreat Condo: On the Lake!
Quietly tucked away in the Seven Coves community, yet conveniently close to amenities. Spacious lake front condo with a full bath/kitchen. Complete with marble tile flooring and stainless steel appliances. BRAND NEW RENOVATED BATHROOM. Condo includes a WATER FRONT BALCONY off of the living room space & bedroom. See the light house during the day or lit up at night from the balcony and bedroom windows! Enjoy your stay right on Lake Conroe! Second floor entry by stairs or elevator.

Quiet Montgomery Home w/ firepit and pool
5-20 Minutes from popular Wedding Venues! 20 MINUTES FROM TX. REN- FESTIVAL. Book early. 10 minutes from LAKE CONROE, boat rentals, wineries, live music, and a variety of restaurants. 15 minutes from SAM HOUSTON NATIONAL FOREST (Dirt bike trails anyone? Call park to check schedule ). Relax with whole family at this peaceful country getaway. Enjoy our colorful sunsets from the pool, gazebo, or dining room table. We love to host your family/friends attending weddings!

Lakefront Guesthouse: Pool, BBQ, Bike, Paddle Boat
Welcome to your lakefront escape - a spacious (~900 sq ft) private guesthouse suite with gorgeous Lake Paloma views, infinity pool access, and all the comfort you need for an easy, memorable stay. Perfect for families or small groups - up to 4 adults (or 5 guests including kids). NOTE: The guesthouse is attached to our home, where we live. Guests have a private entrance and private guesthouse space (not shared). The only shared areas are the driveway and backyard

Stunning Waterfront View Fully Renovated! Elevator
Located in the private, gated April Sound Country Club neighborhood, this waterfront home is the perfect getaway with the amenities and comforts of home. Private boat house w/lift, gated yard. Amenities of our Country Club membership are extended to our guests for a fee. Enjoy 3 pools, hot tub, and cabana. Enjoy access to the Club Fitness Room and The Phoenix Grill (access to restaurant incl, all food/bev purchases paid by guest). Fee required for Club Access.
Popular amenities for Montgomery County rentals with a pool
House rentals with a pool

Lovely Woodlands home w/heated pool and spa!

Private house-The Woodlands w/pool and generator.

Beautiful lakefront home with 3 bedrooms and pool

April Sound/Beautiful Lakefront w/Panoramic Views!

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

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

Luxury Swim Spa, Big Lake house

Gaga’s Haven
Condo rentals with a pool

Reel in Romance ~ Lake Conroe ~ fish on balcony

Amazing Waterfront Renovated Condo on Lake Conroe

Gorgeous Lake Views- One Bedroom-142

Beautiful Waterfront Condo on Lake Conroe

Boutique Escape | Serenity on the Water

2BR | Waterfront | Stunning Lake Views | Fishing

Two King Bed w/private bath - End unit - 2nd floor

Waterfront Walden Lodge *Discounted Monthly Stays!
Other vacation rentals with a pool

Tranquility on the Lake-condo with WaterfrontView

Waterfront Oasis at Lake Conroe

Relaxation Paradise

Lake Haven Conroe - Relaxing w/Pool & Lake Access

The Melville Lake House

Valentine’s Oasis Retreat Balcony & Nature Views

Cozy Barn w/ Pool Access and Near Lake Conroe

Waterfront Walden Efficiency.
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- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Houston Zoo
- Toyota Center
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- White Oak Music Hall
- Memorial Park
- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
- Rice University
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