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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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Guest favourite
Home in Conroe
4.98 out of 5 average rating, 126 reviews

Clean & Cozy new Home, 30 mins to George Bush INTL

Brand New Home! In quiet neighborhood! High speed Internet! work station! few minutes to I-45 & Grand Parkway, 30 mins to Downtown & IAH,The Woodlands Mall, dining & entertaining places, like- Cynthia Woods Mitchell Pavilion, Six Flags Hurricane Harbor, &The Woodlands Market Street and Marriott Center. close by is Walmart, HEB, Target,Sam's , Costco. Very close to Lake Woodlands & Lake Conroe. Enjoy the early AM or evening walk at the Woodland Waterway. Free complimentary coffee/tea/water/snacks

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
Home in The Woodlands
5.0 out of 5 average rating, 15 reviews

The Eagles Nest

With a fun and colorful vibe, the Eagles Nest is a private oasis in the heart of The Woodlands! Just minutes from the major entertainment districts, as well as, tons of fun and interesting local shops and restaurants. Home features a fully appointed, and remodeled kitchen with new appliances. The primary bath includes quartz counter tops, a large soaking tub and separate shower with bench. 3 Private bedrooms (2 King and 1 queen), additional room with twin trundle beds and a privacy curtain.

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
5.0 out of 5 average rating, 189 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, 133 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, 151 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
5.0 out of 5 average rating, 18 reviews

Family Retreat/ Gym+ Private Office + Pets

Peaceful 3BR home in The Woodlands backing to a wooded greenbelt 🌿. Enjoy a private backyard office shed (AC/heat), plus a cozy patio with string lights, grill & fireplace. Perfect for families, remote work, or longer stays—minutes from shopping, dining & parks. Comfortable, stylish, and designed to feel like home. Guests can enjoy access to the nearby Falconwing community pool, located within walking distance of the home. Day passes are available for purchase.

Top Guest favourite
Home in Spring
4.99 out of 5 average rating, 153 reviews

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.

Luxe
Home in Conroe
4.92 out of 5 average rating, 26 reviews

The Garden Oak-Garden & Grandeur

Discover The Garden Oak: Garden & Grandeur—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 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.

Superhost
Home in Conroe
5.0 out of 5 average rating, 7 reviews

Beautiful 3br 2 bath whole house by the Woodlands

Forget your worries in this spacious and serene house. TV with Peacock in each room. Fiber WIFI, work desk. Full kitchen and living room are shared. Double vanity bathroom. Calm, quiet, nested in a wooded neighborhood. Within 10 minutes of the Woodlands Market Street, the Waterway, the Cynthiawood pavilion, splash town and many more. Major hospitals such as Memorian Herman, Methodist, St Luke and Texas children within 10 to 15 minutes.

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, 224 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
5.0 out of 5 average rating, 34 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