Vacation rentals in The Woodlands Waterway

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Top-rated vacation rentals in The Woodlands Waterway

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

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!

ValueFamilyAccess

4.98 out of 5 average rating, 48 reviews

Guest favorite

Home in Spring

Prime Location Beautiful Home Near The Woodlands

This spacious 1,900 sq ft home comfortably hosts up to 7 guests — perfect for vacation, business, or medical stays. Kick back and unwind with a morning coffee on the open patio, catch up on work in the roomy office, or enjoy a peaceful walk through our quiet neighborhood. You’ll love the convenient location near I-45, George Bush Airport, The Woodlands Waterway, restaurants, parks, and plenty of local activities. There’s so much to do nearby, and we’re always happy to share recommendations!

LocationValueDecor

4.95 out of 5 average rating, 186 reviews

Top guest favorite

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!

LocationFamilyBathroom

4.99 out of 5 average rating, 136 reviews

Top guest favorite

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.

ValueLocationAir conditioning

5.0 out of 5 average rating, 197 reviews

Top guest favorite

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.

FamilyLocationComfort

4.99 out of 5 average rating, 154 reviews

Top guest favorite

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

FamilyLocationAccuracy

5.0 out of 5 average rating, 32 reviews

Top guest favorite

Home in Spring

Chic TX House w/ Pool and Relaxing Atmosphere

Welcome to your perfect family-friendly retreat in Spring, TX! This stylish and spacious home offers all the comforts you need for a memorable stay. Enjoy the private pool, ideal for relaxing and entertaining. The modern decor and thoughtfully designed spaces make the home both chic and inviting, perfect for creating lasting memories. Located in a peaceful neighborhood, minutes from The Woodlands, this stylish family home is the ideal choice for your stay in Spring!

LocationFamilyAir conditioning

5.0 out of 5 average rating, 31 reviews

Top guest favorite

Home in Spring

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.

FamilyLocationHospitality

4.96 out of 5 average rating, 23 reviews

Top guest favorite

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!

ValueFamilyCheck-in

4.99 out of 5 average rating, 239 reviews

Top guest favorite

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!

LocationFamilyKitchen

4.99 out of 5 average rating, 159 reviews

Guest favorite

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!

ValueFamilyOutdoor spaces

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.

LocationFamilyAccess

4.96 out of 5 average rating, 67 reviews