Holiday houses in The Woodlands Waterway

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Top-rated holiday rentals in The Woodlands Waterway

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Guest favourite

Home in The Woodlands

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!

4.98 out of 5 average rating, 48 reviews

Top Guest favourite

A spacious pool area features a rock formation waterfall and a curved deck surrounding the water. Cabanas and sun loungers provide relaxation spots, while colorful umbrellas offer shade. Lush greenery and trees frame the backdrop, enhancing the outdoor space.

Home in Conroe

Resort Backyard Escape | Pool Spa + Outdoor Cinema

Escape to your private resort style oasis near Lake Conroe, where comfort meets unforgettable fun. This modern, fully electric home features 4 spacious bedrooms with 6 beds and 3.5 baths, perfect for groups and families. Enjoy movie nights under the stars, air hockey in the living room, a built in BBQ island, and life size games in the expansive backyard. Lounge on the stylish patio, relax poolside with sun loungers and cabanas, and make memories that last a lifetime in your ultimate getaway!!!

4.94 out of 5 average rating, 126 reviews

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

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!

4.99 out of 5 average rating, 136 reviews

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

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.

5.0 out of 5 average rating, 197 reviews

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

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.

4.99 out of 5 average rating, 154 reviews

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

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

5.0 out of 5 average rating, 32 reviews

Top Guest favourite

Home in Spring

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.

4.94 out of 5 average rating, 18 reviews

Top Guest favourite

A spacious green lawn is surrounded by tall trees, with dappled sunlight filtering through the leaves. The cabin's front porch features wooden railings and is set against the backdrop of a natural landscape, inviting relaxation in a serene environment.

Cabin in Magnolia

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!

4.99 out of 5 average rating, 239 reviews

Top Guest favourite

Home in Spring

Heart of The Woodlands Getaway | Pet Friendly

🌳 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!

4.99 out of 5 average rating, 160 reviews

Guest favourite

Home in Spring

Woodlands 4BR | 11 Guests Near Pavilion & Waterway

🏡 Your Woodlands home base! Spacious 4BR sleeps 11, minutes from Cynthia Woods Mitchell Pavilion (Top 5 amphitheater worldwide!), The Woodlands Waterway, Market Street luxury shopping. ☕ Fast WiFi • Full Kitchen • Free Parking • Self Check-In 🎵 Pavilion — same zip! | 🏬 Mall — 10 min | ✈️ IAH — 22 min | 🏙️ Downtown Houston — 29 min Perfect for: concert-goers, business travelers, medical travelers, families, large groups, extended stays!

4.94 out of 5 average rating, 137 reviews

Luxe

A modern home features large glass windows and a striking black exterior, framed by lush greenery. The driveway leads to a two-car garage, while a covered entryway invites guests to the front door. Soft evening light highlights the architectural details.

Home in Conroe

The Black Oak: Forest & Chill

Discover The Black Oak: Forest & Chill—a brand new home nestled among the trees. This brand-new haven showcases abundant natural light, a Tulum-inspired outdoor shower, and spacious bedrooms with private patio access. Outside, relax with the family in the Japanese-inspired area under a covered porch. Perfectly located, you’re just moments from The Woodlands' upscale dining, shopping, and all the area’s best attractions.

4.96 out of 5 average rating, 67 reviews

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

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

4.96 out of 5 average rating, 226 reviews