Holiday rentals in The Woodlands Waterway

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Top-rated holiday rentals in The Woodlands Waterway

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy sleeping area features a spacious bed adorned with a light blanket and a vibrant yellow throw. A large window allows natural light to fill the room, providing a view of the surrounding trees and greenery. Shelving units and a wall-mounted TV are also present.
Tiny home in Magnolia
4.97 out of 5 average rating, 136 reviews

"Smouse #1" - A Romantic Escapade !

From the founders of SerendipTINY & Bonnie Lou Tiny home as featured on the popular TV show, Tiny House Nations on Netflix! WELCOME to "Smouse" - A Romantic Escapade in Magnolia Tiny Home Village. 250+ sqft indoor and abundance of outdoor patio and lounge space w/ hammock, fire pit & more. 1 queen in loft and 1 queen sofa bed w/ full kitchen. PRO-decor and furnished. Insta-gram READY! Experience the world of GLAMPING. Romance and Fun for ALL!Reconnect with nature at this unforgettable escape.

Top guest favourite
A kitchenette is displayed, featuring a sleek countertop with a stainless steel sink. An electric countertop oven sits alongside a coffee maker, complimented by a shelf holding dishware and decorative items. A roll of paper towels and dish soap are positioned for easy access.
Guest house in Shenandoah
5 out of 5 average rating, 177 reviews

The Woodlands/Shenadoah Casita

Right in the heart of all of the action, you will find this super cute, well appointed Casita with QUEEN bed. You will have your own space and everything you need for your getaway. We provide off street parking, outside patio, hot tub and access to the grill. This casita is located across the patio from our primary residence. While you do have your own space you may bump into us outside feeding the chickens or letting our little Yorkie out to potty. You’ll access through the side gate.

Top guest favourite
The exterior of a modern home is shown, featuring a stone-accented facade. A neatly landscaped lawn is visible, complemented by a curved driveway leading to two wooden garage doors. Lush greenery lines the path to the entrance, creating a welcoming approach.
Home in The Woodlands
4.99 out of 5 average rating, 129 reviews

1 mile from everything!• Dining • Family Friendly

-Best location in The Woodlands! 3 bedroom peaceful home, walking distance from Hughes Landing. 1 mile from Woodlands Mall, Market St, Waterway, hospitals, & Whole Foods. -Access to tree lined walking/biking trails next to house. -3 bedrooms, 2.5 bathrooms, 2 living rooms. Small private backyard w/patio furniture. -Family friendly home; I provide pack n play, highchair, toys, dishes, & some baby proofing. -Desk & remote working area -coffee/tea bar & ample kitchen supplies provided!

Top guest favourite
A modern entrance is framed by sleek black stone features and minimalistic lighting. A pathway leads to a glass door, flanked by two tall plants, while grass borders the walkway, providing a clear view of the home's contemporary design.
Home in Conroe
4.99 out of 5 average rating, 144 reviews

IvoryEdition NEW Luxury Estate Mins From Woodlands

This unique place has a style all its own. Modern, Open-Concept Luxury Estate. Entire Home top to bottom Glass Sliders. Minutes away from all of The Woodlands Texas beautiful attractions. The perfect place to come and enjoy a luxurious stay by yourself or with friends, there is plenty of bedrooms with their own bathroom! Work from home in our dedicated built in workspace with beautiful woodland views. Create your own mood with the entire home being powered by Philips HUE Lights.

Top guest favourite
Home in Spring
4.99 out of 5 average rating, 140 reviews

Modern Woodlands Getaway Near Waterway & Pavilion

Enjoy a relaxing stay in the heart of The Woodlands 🌳 explore The Waterway, Market Street, Hughes Landing, and The Pavilion, then return to a bright, welcoming home designed for gathering and unwinding. 🏡 ⭐️Featuring vaulted ceilings, natural light, an open-concept layout, fire pit, hammock, covered patio, and large backyard, this peaceful retreat is perfect for weekend getaways, concert trips, work travel, wedding guests, and extended stays. ⚽️ Shuttle nearby to the World Cup!

Luxe
Home in Conroe
4.96 out of 5 average rating, 23 reviews

The Garden Oak-Garden & Grandeur

Discover The Garden Oak: Garden & Grandeur—a brand new home nestled among the trees. Meticulously designed by The Build Co., this brand-new haven showcases abundant natural light, a Tulum-inspired outdoor shower, and spacious bedrooms with private balcony access. Relax with the family looking at the Japanese-inspired indoor garden, or under the covered porch. Perfectly located, you’re just moments from The Woodlands' upscale dining, shopping, and all the area’s best attractions.

Top guest favourite
Home in The Woodlands
5 out of 5 average rating, 21 reviews

NEW! Heated Pool & Spa – The Woodlands Gem

Stylish 4BR home with private pool & spa in one of The Woodlands’ most sought-after neighborhoods. Recently remodeled with modern finishes, this retreat offers comfort, space, and a prime location near Market Street, Hughes Landing, and top trails. The home also comes with Tesla EV charger in the garage. Enjoy a private backyard oasis, spacious bedrooms, and easy access to shops, dining, and entertainment. Perfect for families, groups, or business travelers.

Guest favourite
Home in Conroe
4.96 out of 5 average rating, 169 reviews

Guest Favorite w/ FirePit + Patio + Grill + WiFi

🍃 Welcome to Casa Granada — a modern Texas retreat designed for families and groups. Relax in the private backyard with a fire pit, outdoor dining, string lights, and space to unwind under the trees. Inside, enjoy curated designer spaces, a fully equipped kitchen, cozy bedrooms, and a calming modern aesthetic throughout. Perfectly located near Market Street, hiking trails, dining, coffee shops, and entertainment.

Guest favourite
The living room features a comfortable sectional sofa and a flat-screen television, with natural light flowing through large windows. A coffee table is centered on a patterned rug, complemented by two modern armchairs. Potted plants are placed throughout, adding a touch of greenery.
Townhouse in Conroe
4.93 out of 5 average rating, 200 reviews

★Amazing house in Woodlands fully equipped for 6

Amazing Woodlands townhouse with ample parking space, 100% equipped and ready to become your home away from home. You’ll have the entire place to yourself so you can enjoy the comfort of a cozy atmosphere especially designed to receive guests. Whether you are here for shopping, tourism or to visit one of the many hospitals around the area, you’ll fall in love with this incredible house and the amenities provided.

Top guest favourite
The living room showcases a spacious sectional sofa, complemented by two upholstered chairs. A round wooden coffee table sits in the center, surrounded by a soft area rug. Natural light enters through the window, illuminating the neutral-toned walls and decorative elements.
Townhouse in The Woodlands
4.96 out of 5 average rating, 217 reviews

Beautiful 3-Bedroom Townhome!!!

Beautiful 3-Bedroom town-house in a quiet neighborhood in The Woodlands Texas!! 4min drive to local grocery store and restaurants. Features 3 bedrooms, 2.5 bathrooms, 2 stories, sleeps 8 in beds with Backyard. 1 King, 1 Queen, 1 full and 2 twins, 1 sofa baby playpen available. amenities include hi-speed internet, washer/dryer, TV in livingroom. NO EVENTS ALLOWED. Max 8 people, parking around the property. No Pets

Guest favourite
The living area features a cozy arrangement of furniture, including a light-colored sofa and armchairs, arranged around a central area rug. A decorative fireplace with a stone surround and wooden mantel adds warmth. Large windows provide natural light, with a view of the outside patio.
Home in Spring
4.95 out of 5 average rating, 100 reviews

The Woodlands Oasis – 4Bd/3Ba Home w/ Spa

Located in Cochrans Crossing, the heart of The Woodlands, this cozy 4-bedroom, 3-bath home is perfect for any occasion! With rustic charm and amenities like a jacuzzi, BBQ, 2-car garage, and indoor/outdoor dining, it’s an ideal retreat. Just minutes from Market Street, Hughes Landing, The Woodlands Mall, and George Mitchell Nature Preserve, this home offers everything for a true Texas experience!

Guest favourite
A two-story house is presented with a light brick exterior and dark shutters. A garage is visible on the right side, while a concrete driveway leads to the entrance. Lush green bushes frame the front yard under a clear blue sky.
Home in Conroe
4.96 out of 5 average rating, 53 reviews

Spacious house, great location!

Bring the whole family to this great place with lots of room for fun. Located in Conroe, with great options nearby for shopping, dining and also a great place to relax. We have free parking on premises, a completely equipped house and the disposition to turn this home into your new home away from home, it will be our pleasure to host you!

Popular amenities for The Woodlands Waterway holiday rentals