Holiday rentals in The Woodlands Waterway

4.99 out of 5 average rating, 121 reviews

Home in Spring

Fire Pit * Grill * Hammock * King Bed

Pet Friendly! Comfortable & relaxed: 3bedrooms and 2 full bathrooms make this perfect for families, couples, or friends traveling together. Bright and welcoming: The home features an open-living layout—easy to gather, unwind, and create memories. Prime location: Just minutes from The Woodlands Town Center, dining, entertainment, nature trails, and top-rated schools. Outdoor space: A generous lot offers a backyard to enjoy morning coffee, afternoon chats, or evening smores around the firepit.

4.98 out of 5 average rating, 123 reviews

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

"Smouse" - 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.

5 out of 5 average rating, 106 reviews

Home in Tomball

Tomball House - Steps to Coffee, BBQ, Tex-Mex

Spacious 2/2 in Tomball’s historic Old Town, steps away from restaurants, shopping, antiques, and weekly farmer’s market. This one has it all—near everything yet tucked away on a peaceful street. ✔️ 2 minute walk to Honor Society Coffee, Graze Restaurant, Tejas Chocolate+Barbecue, Callie’s Kitchen ✔️ 5 min walk to Cisco’s (Baja/Tex-Mex), Tejas Burger Joint (smoked burgers), Thirsty Bee Meadery, Cherry Street Antiques, Whistle Stop Tea Room ✔️ 3 minute drive to Boxwood Manor & Ella's Garden

4.93 out of 5 average rating, 105 reviews

Retreat @ The One | Movie Theater | Coffee Bar

Amazing Location! Welcome to Retreat at The One, a guest favorite in Conroe! Bar! Movie theater & Perfectly situated near wedding venues, Sam Houston State University, and The Woodlands, this home offers prime access to it all. Explore Historic Downtown Conroe, boat on Lake Conroe, 5 min to 45, you’re minutes from top dining, shopping, and entertainment. Experience why guests love this perfectly located and relaxing retreat! It’s pretty epic! Enjoy the huge theater, 4 luxury suites & Patio.

4.93 out of 5 average rating, 106 reviews

A well-lit open space features a cozy bed with yellow patterned bedding and a kitchen area equipped with modern appliances. A dining table with two chairs and a large wall-mounted television enhance the functional layout. Soft blue walls provide a calming backdrop.

Guest house in Spring

Cozy guesthouse for you!

You'll have a great time at this comfortable place to stay. Neighborhood very quiet and great for evening walks. 5 minutes to: Cynthia Woods Mitchell Pavillion Market Street Town Center Green The Woodlands Mall Portofino Shopping Center 99 Grand Parkway 10 minutes to: Texas Children's Hospital St. Lukes Hospital Houston Methodist Hospital Memorial Herman Hospital Less than 15 minutes to: 6 Flags Hurricane Harbor Waterpark Old Town Spring <30 minutes to: IAH - International Airport

An outdoor patio area is presented with comfortable seating arrangements, including wicker chairs and a glass-top table. A view of the serene water and green landscape is visible beyond the patio, enhanced by the gentle shade of a pergola and nearby trees.

4.89 out of 5 average rating, 109 reviews

Your peaceable kingdom on the lake in Conroe Texas

Lake living at its best. Freshly aired and professionally cleaned between guests. Fully equipped kitchen. Well stocked office away from home. Accessible entryway and shower for easy mobility. 15 minutes away from The Woodlands, shopping, malls, movie theaters, great restaurants, Panorama Village golf course, water sports and everything Conroe has to offer. Enjoy walking trails around the beautiful lake with ducks, grey herons and other wildlife. No small dogs in backyard. No cats please.

A tranquil evening view of a gently flowing waterway is highlighted by vibrant pink lights reflecting off the surface. Modern buildings and illuminated archways frame the scene, while a clear moon hangs in the sky, casting a soft glow over the surroundings.

4.9 out of 5 average rating, 443 reviews

WOW!❤️Hidden Gem in Woodlands!💎Boat/RV allowed⭐️

Come home to this enchanting retreat in The Woodlands and near Houston! Only minutes to great shopping, dining, and entertainment, yet tucked in a relaxing natural garden oasis! Boats and RV's are welcome! Chic spacious bedrooms all furnished with Memory Foam beds and new 50" 4K TV's in each! Less than 30min to IAH and Lake Conroe, and less than 1hr from Houston! Minutes to Waterway, Hughes Landing! Walk to beautiful nearby hike/bike trails through wildflower gardens and bird sanctuaries!

Guest house in Shenandoah

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.

5 out of 5 average rating, 161 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.

4.99 out of 5 average rating, 120 reviews

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

Best location 1 mile fr Market st, mall and shops

-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!

4.94 out of 5 average rating, 136 reviews

A spacious living area is centered around a plush brown sofa, complimented by light grey armchairs. A decorative rug lies underneath a round coffee table. A flat-screen TV is mounted on the wall, while a dining space with a circular table is visible in the background.

Townhouse in Spring

Treehouse Retreat | EV Charger | Low Cleaning Fees

Escape to a serene retreat in The Woodlands where modern comfort meets nature’s embrace. Nestled in a wooded neighborhood, our 2 bed 2 bath getaway exudes a captivating treehouse vibe. Close proximity to a variety of dining options, supermarkets, The Woodlands Mall and the scenic Lake Woodlands, making it ideal for both relaxation and exploration. Whether you’re seeking a peaceful sanctuary or an adventure-filled getaway, our charming treehouse style retreat offers the ultimate escape.

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.

4.99 out of 5 average rating, 133 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.