
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.

Off The Beaten Path Country Cottage
Please revisit our house rules before check-in and let us know if you have any questions. Property Address: 4900 FM 3081 Willis, TX 77378 Local’s favorite restaurants: GuadalaHARRY's Bar & Grill Ransom's Steakhouse & Saloon Wave on Lake Conroe Papas on the lake B-52 Brewery Sam Houston Wine Trail 242 Grill Historic downtown Conroe with several eateries and live music Please message me upon arrival so I know you got in OK. Thank you for choosing my Country Cottage Tammy [713-302-5122]

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.

Amazing Waterfront Renovated Condo on Lake Conroe
Newly Renovated Spacious 2 Bedroom & 2 Full Bathroom Condominium located in Walden Marina on Lake Conroe, Texas. Close to grocery shopping, dining, golf course and Yacht Club. Located 2.5 miles from Margaritaville Lake Resort. Need to rent a boat...numerous boat rentals on Lake Conroe and boat can be pulled up to the bulkhead just outside your condo. Just a short drive from Houston, TX and close to many shopping areas. Discounts for weekly and monthly bookings as well as mid-week lower pricing.

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 ; )

The Waterfront Villa
Plan your lake escape to this contemporary lakeside villa. This modern luxury getaway is located directly on Lake Conroe! Whether you're here for boating, fishing or lounging poolside, this is the perfect spot. This luxurious 5-bedroom, 3.5-bathroom home features a fully equipped gourmet kitchen, 3 master suites, as well as two bunk rooms equipped to sleep up to 16 guests comfortably. Enjoy the gorgeous deck, extended balcony, fire pit, and numerous spots for lounging with your friends!

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.

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.

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!

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.

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

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

Woodlands Oasis with Heated Pool

Pool Oasis Paradise by the Lake: gameroom, firepit

Modern Magnolia Cottage | Pool & Gym Access

Luxury Swim Spa, Big Lake house
Apartment rentals with a pool

Gorgeous Lake Views- One Bedroom-142

Oasis on the green!

Golfside Lux: Artistic Getaway on Lake Conroe

Little Paradise at Lake Conroe

Lakeview and Casa Couture

Waterfront on Lake Conroe

Teal Oasis - 1 Bedroom/1 Bathroom Condo

Cozy&Stylish lake condo:balcony fishing.
Other holiday rentals with a pool

Lakeside Daze!

Waterfront Oasis at Lake Conroe

Luxe Lakefront, Fire Pit, Cowboy Pool, Kayak, Dock

La Casita Azul

Luxury Lakefront-7 beds - HotTub - Game Rm - Kayak

Great View of the Lake 2B/2- Bath Open floor plan

Relaxing Lakeside Condo

Newly remodeled condo with gorgeous lake view
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- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Minute Maid Park
- Toyota Center
- Houston Zoo
- White Oak Music Hall
- Santa's Wonderland
- Memorial Park
- Rice University
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- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
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