
Holiday 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.

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.

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.

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.

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.

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

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.

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis
Visit us on You tube Babaloovacationhomes Paradise Cove Lake Conroe video to see our place and location ✪ Fishing Poles ✪ 1St Floor Lake Front ✪ Kayak ✪ Overlooks Waterfall ✪ Barbecues ✪ Swimming Pools ✪ Boat Rentals ✪ Wine & Snacks ✪ Golf - Tennis - Gym ✪ Boat Docking ✪ Ducks, Birds, Turtles & More

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!!
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

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

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

Luxury Swim Spa, Big Lake house

Galilea Sweet Home

Enchanted April Lake House
Apartment rentals with a pool

Modern Lakefront Condo

Tranquility on the Lake-condo with WaterfrontView

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

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

Lakefront | Pet Friendly | Paddleboard Incl | Pool
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Waterfront Oasis at Lake Conroe

Relaxation Paradise

Lake Haven Conroe - Relaxing w/Pool & Lake Access

The Chestnut House

The Melville Lake House

Cozy Barn w/ Pool Access and Near Lake Conroe

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

Double C Ranch @ Lake Conroe
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- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Houston Zoo
- Toyota Center
- Minute Maid Park
- Santa's Wonderland
- White Oak Music Hall
- Memorial Park
- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
- Rice University
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