Smoking friendly holiday rentals in Montgomery County

Waterfront getaway w/boat dock, kayaks & games

Relax with the whole family at this fully updated waterfront home. A true hidden gem on the water with plenty of outdoor space and your own boat slip. Large screened patio, kayaks, and fishing. Bring your boat or just yourselves and indulge in a stylishly furnished home equipped with everything a home away from home provides. Enjoy watching the sunset while sipping your favorite drink, BBQing in the backyard, or whatever floats your boat. Need more space? Check out our sister listing next door.

Lake Conroe w/Pool/CanalViews & Boat launch access

Come stay and enjoy this beautiful condo on Lake Conroe w/full community access to pools, park, gym, golf course, a boat ramp, bar & grill and yacht club w/in walking distance. This home features: TV’s in living & bedroom spaces w/WI-FI. Don’t miss out on the cozy space w/your own private patio w/partial lake & full pool views located by some of Walden’s best amenities. This condominium comes fully stocked with all your day to day essentials including utensils, toiletries, bedding, and coffee

Group Retreat w/ Saltwater Pool + Bungalow + WiFi

🌿 “The Evergreen” — blends modern luxury with warmth; creating a space designed for connection and relaxation. 22-foot high ceilings, curated interior design, and seamless indoor–outdoor living make the home feel peaceful and elevated. Safety fence around the pool offers comfort for families. The private bungalow boasts its own entrance, full bathroom, kitchenette, and quadruple queen bunk suite. And with the game room/garage, “The Evergreen” becomes a retreat made for an unforgettable stay.

The Lantana ~ Intimate Cottage~ Hottub/Doggy Yard

A Hot Tub, The Big Texas Sky, And a Doggy Play Yard for Your Best Friend. Make memories that last & enjoy the relaxation of our premium 600 Sq Ft tiny home. This little home sleeps 5 with a King bed in the main bedroom. A luxury pullout Queen in the living room & a Twin pull-out for extra room. The fully equipped kitchen is perfect to whip up your gourmet meals. It also has a private hot tub tucked on the back of this quiet retreat. Perfectly located next to our glistening stocked pond.

Guesthouse in Montgomery near Lake Conroe

One room guesthouse with queen size bed and futon couch in quiet neighborhood close to all the amenities Lake Conroe and the historic Montgomery area has to offer. Roku TV and internet, small fridge, a/c and bathroom with shower. Cameras on premises outdoors only. Smoking allowed outside only. Early check in may be available upon request. NO TRAILERS. Wedding venues 20 minutes away or closer 20 min to RenFest 25 miles from The Woodlands 45 miles from Bush Intercontinental Airport

Lake Conroe Home Quiet Pet Friendly Fire Pit Night

This stylish place to stay is perfect for group trips near Lake Conroe and a host of water sports. Nested just minutes from the water, this charming 4-bedroom home offers the ideal blend of comfort, adventure, and tranquility. Whether you're here to cast a line, soak up the sunset, or gather loved ones, this retreat has everything you need. Patio with Gazebo and fire pit, spacious parking, fully equipped kitchen, extras you will love, with an open concept. Patio table and seating area.

Lake House Get-A-Ray

Built by hand in 1962 & recently renovated, The Lake House has been a cozy place for family & friends to gather for decades. Now we'd like to share this special place with you! The screened porch allows a comfortable space to watch the morning come & the evening go. Just behind the house is a picturesque fishing pond & a short drive puts you at the Waterpoint Marina on Lake Conroe. Also offers RV hook ups for additional fee & plenty of space to park the boat w/lake access!

Stay Awhile. Best extended stay.

Bring the whole family including the furry ones. Fully fenced front & back yard. Covered patio. King size bed, 65 inch TV in the primary bedroom. Walk in closet. Driveway can accommodate a boat/trailer 5 miles to Lake Conroe. Located in the heart of Willis. The Lonestar Convention Center and Expo is less than 10 miles away. Grill and covered patio with lots of seating. Play tether ball while the burgers grill. Discounts for longer stays starting with week one.

Whitewood Oasis Spring,TX with Heated Pool!

Just 20 minutes from George Bush Intercontinental Airport (IAH), this cozy Airbnb in Spring, Texas, offers the perfect blend of convenience and comfort. Enjoy easy access to The Woodlands Mall, Topgolf, and a variety of dining options. Starbucks is nearby for your morning coffee. Relax by the private pool, unwind under two covered patios, or fire up the outdoor grill. Whether you’re here to explore or simply relax, this home has everything for a memorable stay.

Pinewood Inn

Recently renovated cozy gated 4BR rustic retreat just 5 minutes from The Woodlands 🌲✨ Enjoy a spacious outdoor patio with 2 gazebos and a firepit, perfect for relaxing Texas evenings 🔥 Family-friendly with crib, toddler bed & high chair 👶 Large parking area fits multiple vehicles 🚗 Early check-in/late check-out available (fee) ⏰ Pets case-by-case $50 per pet 🐾 Professionally cleaned after every stay 🧼 Trendy comfort with peaceful country vibes 🤎

Serene 3 Bed/2 Bath Home in Spring, TX

Whether you're traveling for work or visiting the Houston area, this peaceful 3 Bedroom, 2 Bathroom home in the Spring/Porter area offers a convenient and comfortable location with easy access to I-45, Hardy Toll Road, and the Grand Parkway. Located just 20 minutes north of IAH, with quick access to The Woodlands, New Caney, and Klein making it ideal for business or leisure. It also has close access to a wide variety of restaurants and well-maintained parks.

Cloud's Cabin-Cozy Cabin Combo in the Piney Woods

Welcome to Cloud's Cabin! We are located an easy drive northwest of Houston. Cloud's Cabin is nestled in the piney woods of Magnolia, Texas and offers a cozy little spot for the perfect getaway. Whether it's a day or a week, Cloud's Cabin is a quiet, private spot to rest up. We are situated on a small self-sufficient working homestead. We grow seasonal vegetables and exotic rare fig tree varieties from around the world! We are big FIG enthusiast here!