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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, 125 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

Top Guest favourite
An enclosed outdoor area features a cocktail pool surrounded by a textured deck. Seating areas with cushioned chairs and an umbrella are visible nearby. The space is illuminated by natural light filtering through the screen, creating a bright, welcoming environment.
Home in The Woodlands
4.95 out of 5 average rating, 19 reviews

Prime location+enclosed screen pool near Market st

Charming, clean, one story, 2 Br 2 bath with enclosed screened in cocktail pool. Perfect for relaxing couple getaways. ALL comforts of home in a prime location. Located within 10 min of Market St. Cynthia Mitchell Music Pavilion, Woodlands Mall, Hughes landing, Waterway, Whole Foods, H-E-B, Woodlands Country Club, Woodlands Resort. Only 5 min drive from I45 and 20 miles from IAH airport. *PLEASE NOTE* we don’t allow parties or events. Security cameras are located outside in front and by pool.

Top Guest favourite
A well-lit open space features a cozy bed with yellow patterned bedding and a kitchen area equipped with modern appliances. A dining table with two chairs and a large wall-mounted television enhance the functional layout. Soft blue walls provide a calming backdrop.
Guesthouse in Spring
4.94 out of 5 average rating, 125 reviews

Cozy guesthouse for you!

You'll have a great time at this comfortable place to stay. Neighborhood very quiet and great for evening walks. 5 minutes to: Cynthia Woods Mitchell Pavillion Market Street Town Center Green The Woodlands Mall Portofino Shopping Center 99 Grand Parkway 10 minutes to: Texas Children's Hospital St. Lukes Hospital Houston Methodist Hospital Memorial Herman Hospital Less than 15 minutes to: 6 Flags Hurricane Harbor Waterpark Old Town Spring <30 minutes to: IAH - International Airport

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!

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, 153 reviews

Treehouse Retreat | All Fees Included

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, 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.

Luxe
Home in Conroe
4.96 out of 5 average rating, 25 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
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
5.0 out of 5 average rating, 30 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
A spacious living and dining area features a large wooden dining table with black chairs, complemented by a patterned table runner. A cozy seating arrangement is visible, with a fireplace adorned by decorative items. Natural light illuminates the open space, enhancing its welcoming ambiance.
Home in Shenandoah
4.99 out of 5 average rating, 166 reviews

EV-Charger-Clean- The Woodlands

Amazing LOCATION! About one mile to The Woodlands Mall, Waterway, Market Street, Cynthia Woods Pavilion and more. Family friendly neighborhood with multiple parks, near walking and bike paths. Home has everything you need to feel right at home. Indoor laundry room, coffee/tea bar, smart T.V.'s in each room with streaming programs included. Access to the home is gained by keyless entry. Long term renters are welcome (with prior approval needed). We are just a phone call away!

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
4.99 out of 5 average rating, 234 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
Home in Spring
4.99 out of 5 average rating, 151 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 Spring
4.94 out of 5 average rating, 135 reviews

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!

Popular amenities for The Woodlands Waterway holiday rentals