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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Top guest favourite
Home in The Woodlands
4.98 out of 5 average rating, 48 reviews

Under a Tree

Beautiful 4 bedroom home is perfectly located in Grogan’s Mill close to shopping and entertainment, with easy access to I-45. Relax in serenity in this well appointed family home, ideally suited for short visits to The Woodlands as well as longer stays. Garage has been converted into a game room for added space and enjoyment. Luxurious furnishings and ultra fast WiFi ensure your stay will be comfortable and convenient. Relax among the trees as you BBQ on the patio and enjoy the expansive yard!

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, 183 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, 132 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
A private outdoor space features a wooden dining table with four chairs, surrounded by lush greenery. A shaded seating area contains a lounge suite, with an umbrella overhead. The area is well-lit by string lights, creating a relaxing atmosphere in the inviting backyard.
Home in The Woodlands
5 out of 5 average rating, 29 reviews

The DOVI Collection | Gated Luxury Retreat & Pool

✨Your Luxury Escape in The Woodlands ✨ Welcome to The DOVI Collection | Gated Luxury Retreat & Pool, where tranquility meets convenience. Nestled in an intimate, gated, and secluded community, this stylish retreat offers luxury, comfort, privacy, and proximity to everything you need for the perfect stay. What You’ll Love: 🏡 Private, Gated Community 🌲 Walking Trails & Nature Nearby 🏊 Community Pool Access 📍 Minutes to The Woodlands’ Top Spots 🚗 Easy Access to I-45

Top guest favourite
Home in Spring
4.93 out of 5 average rating, 15 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
Home in Spring
4.99 out of 5 average rating, 147 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.

Guest favourite
Home in The Woodlands
4.92 out of 5 average rating, 13 reviews

Cozy Luxury Escape | 3BR | Amazing Patio

Beautiful 3 bedroom home in the heart of The Woodlands, perfect for families or groups up to 6. Spacious bedrooms (1 King, 1 Queen, 2 Twins), large fully equipped kitchen, cozy modern design, and high-quality essentials throughout. Enjoy TVs in every room, a private patio with seating, and garage parking. Centrally located near shopping, dining, and parks. Comfort, style, and convenience all in one stay. Pack n' Play available upon request.

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!

Guest favourite
A spacious living area is furnished with multiple sofas in warm tones, complemented by decorative cushions. Soft lighting is provided by table lamps on either side of a central coffee table, and a large bookshelf is visible in the background.
Home in The Woodlands
4.97 out of 5 average rating, 30 reviews

Complete Home Near Woodlands Town Center

Your home away from home in the heart of the Woodlands. Walking distance from the Marriot Convention Center, The Cynthia Woods Mitchell Pavilion, The Woodlands Mall and the Woodlands Waterway in Town Center. The home is complete with all the amenities for a comfortable stay with family or colleagues or even when traveling solo.

Popular amenities for The Woodlands Waterway holiday rentals