Holiday houses 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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Top Guest favourite
Home in Spring
5 out of 5 average rating, 22 reviews

Game On! @Woodlands | 13 Arcades + Spa

Welcome to Game On! at The Woodlands — This is The Woodlands’ ultimate arcade escape! With arcade machines, a cozy hot tub*, and game-themed bedrooms, this retreat blends comfort and nostalgia. Perfect for families, friends, or Pavilion-goers: 3 bedrooms, 2 baths, selfie station, stocked kitchen with Made In restaurant quality cookware, patio with string lights, and fast 1GB Wi-Fi. Walk to Farmers Market, 8 min to Market Street, Mall, Pavilion and golf courses. Press START on your adventure!

Top Guest favourite
Home in The Woodlands
5 out of 5 average rating, 18 reviews

Gated Luxury Haven w/ Pool | The Woodlands, TX

✨ A Woodland Haven of Luxury ✨ Experience luxury living in The Woodlands, TX in this gated 3-bedroom home perfect for families, groups, or pet-friendly getaways. Enjoy private community access, a refreshing pool, free parking, and easy drives to The Woodlands Mall, Waterway, Market Street and local nature trails. What You’ll Love: 🏡Private, Gated Community 🌲Walking Trails & Nature Nearby 💦Community Pool Access 🛍️ Minutes to The Woodlands’ Top Spots 🚗 Easy Access for Seamless Travel

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.
Guesthouse in Shenandoah
5 out of 5 average rating, 182 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, 131 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, 148 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, 144 reviews

Modern Woodlands Retreat 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!

Top Guest favourite
A spacious living area features large windows that allow natural light to fill the room, showcasing views of surrounding greenery. Comfortable green armchairs flank a modern sofa adorned with decorative pillows. A coffee table sits on a patterned area rug, enhancing the inviting ambiance.
Apartment in The Woodlands
4.96 out of 5 average rating, 107 reviews

Private 1BR Apt in The Woodlands | Great Location

Private, spacious 1BR retreat in the heart of The Woodlands, tucked into a peaceful setting surrounded by greenery. Guests love the comfortable feel, great location, and that the space feels bigger than expected. Enjoy a detached apartment with a full kitchen, fast Wi-Fi, Washer/Dryer, dedicated workspace, and easy access to Hughes Landing, Market Street, the Pavilion, shopping, parks, and trails. Perfect for family visits, weekend stays, business travel, and longer bookings.

Top Guest favourite
Home in Spring
4.92 out of 5 average rating, 13 reviews

Cozy Cottage, Dog Friendly, Near Cynthia Woods

Relax with the whole family at this peaceful place to stay. There is plenty of room for the whole family including your four legged friends. A covered patio and fully fenced in back yard for your convenience. Back yard fence opens up to lovely paved walking trails that goes on for miles through the woodlands country club area. Located less than one mile from i45 this house is tucked away from the hustle and bustle of the freeway, but conveniently located for your travels.

Top Guest favourite
Tiny home in Spring
4.97 out of 5 average rating, 66 reviews

• • Exclusive Romantic

Discover a luxurious and peaceful retreat just minutes from The Woodlands, where comfort, elegance, and relaxation come together in perfect harmony. Enjoy a modern space with minimalist décor and carefully curated details that create a unique atmosphere ideal for couples, professionals, or travelers seeking both peace and style in one place. Centrally located, close to restaurants, shops, and local attractions. Perfect for a romantic getaway.

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, 220 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

Superhost
Home in Spring
4.8 out of 5 average rating, 40 reviews

Luxury Loft Style House w Pool | The Woodlands

☀️ Summer escape in The Woodlands! • Newly renovated pool & backyard • Spacious loft • Full kitchen • Private parking • Firepit 🔥 Perfect for couples, business travelers & extended stays. Minutes to: • Woodland Trails (1 min) • Cynthia Woods (3 min) • Market Street (4 min) • Woodlands Mall (5 min) • Waterway (4 min) • Hughes Landing (7 min) • Memorial Hermann (9 min) • IAH (21 min)

Luxe
Home in Conroe
5 out of 5 average rating, 29 reviews

The Brown Oak: Nature & Splendor

From its luxurious details to its smart-home features, The Brown Oak is designed for guests who appreciate comfort, style, and thoughtful amenities. Whether you’re unwinding in the Tulum-inspired outdoor shower, experimenting with Hue lighting scenes, or exploring The Woodlands’ bustling scene, this brand-new home is your perfect oasis. We can’t wait to host you!

Popular amenities for The Woodlands Waterway holiday rentals