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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Superhost
The exterior of a modern two-story structure is showcased, featuring a distinctive octagonal shape with a metal roof. Large glass windows allow for ample light and provide views of the landscaped backyard, which is bordered by trees and decorative stones.
Home in Spring
4.78 out of 5 average rating, 36 reviews

Luxury Loft Style House w Pool | The Woodlands

Escape to a peaceful loft-style retreat in Grogan’s Mill with a spacious layout, full kitchen, modern comforts, private parking, and relaxing poolside setting. Perfect for couples, solo travelers, business guests, concert weekends, golf trips, medical stays, or extended visits. The Woodlands favorites: TW Trails 1 min Cynthia Woods 3 min Tournament Course 3 min Market Street 5 min The Woodlands Mall 5 min Waterway Square 7 min Hughes Landing 8 min Memorial Herman Hospital 10 min IAH 21 min

Guest favourite
Home in Spring
5 out of 5 average rating, 46 reviews

Hope House

Escape to a modern, newly remodeled three-bedroom home nestled in the pines of a peaceful, quiet neighborhood. Take it easy and unwind in a beautifully designed space. This unique getaway is just minutes from the best of The Woodlands, including top-rated restaurants, premiere shopping, and the Cynthia Woods Mitchell Pavilion . Whether you're in town for a show, a quick shopping trip, or simply needing to get away. Book your stay today and discover the perfect base for your next adventure.

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, 176 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
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!

Guest favourite
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
4.93 out of 5 average rating, 148 reviews

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.

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
4.95 out of 5 average rating, 22 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 Spring
4.91 out of 5 average rating, 11 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
A cabin nestled among lush trees features a welcoming porch and a stone chimney. A winding, paved driveway leads to the structure, surrounded by expansive greenery and dappled sunlight filtering through the leaves.
Cabin in Magnolia
4.99 out of 5 average rating, 232 reviews

Woodlands Retreat - Looks Rustic, Feels New

This freshly renovated retreat in Magnolia is the perfect relaxing getaway. Enjoy the peace and quiet of a 5-acre natural wonderland. Minutes away from world-class shopping, dining, and recreation in The Woodlands, TX. The home features 4 furnished bedrooms, a fully furnished kitchen and dining area, a spacious living room with pull-out sofa, 2 full baths, high-end linens, a stocked laundry room, and plenty of outdoor space to enjoy. We hope to see you soon!

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

Top guest favourite
Home in The Woodlands
5 out of 5 average rating, 30 reviews

The DOVI Collection | Cozy Forest Hideaway

🌲 Cozy Forest Hideaway in The Woodlands 🌲 A peaceful escape surrounded by nature yet just minutes from everything. This charming retreat blends cozy forest vibes with modern convenience, making it the perfect balance of seclusion and access. What You’ll Love: 🏡 Spacious, Tree-Lined Backyard 🌳 Quiet, Wooded Neighborhood 📍 Prime Location 🚗 Quick Access to I-45 🛍️ Close to Dining, Shopping & Entertainment

Popular amenities for The Woodlands Waterway holiday rentals