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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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Top guest favourite
The exterior of a charming two-bedroom house is shown, featuring a light yellow facade with brick accents. A welcoming front porch includes a wooden bench, and colorful flower beds frame the path leading to the entrance, inviting guests into the home.
Home in Conroe
4.95 out of 5 average rating, 101 reviews

2 BR house near The Woodlands

Cute two bedroom house located in a quiet neighborhood four miles from The Woodlands center! It’s a great location for concerts, races, conferences, shopping, etc. There are two bedrooms with queen beds (3rd bedroom is locked) and a blow up mattress available. (The master closet is also locked). It is a great space, but please only rent if you can respect the rules- ABSOLUTELY no parties/get-togethers, smoking or pets. (I only open my calendar a little at a time, but I’m open to longer rentals).

Top guest favourite
A serene outdoor space is highlighted by a heated pool with fountain features, surrounded by lush greenery and colorful flowers. A stylish gazebo provides shaded seating, with comfortable lounge chairs positioned nearby. The natural landscape is enhanced by tall trees, creating a private and tranquil ambiance.
Home in Conroe
4.99 out of 5 average rating, 187 reviews

Country Sanctuary-5*Lux King Bed-2,400+ Sq Ft

This beautiful, custom-built 2,400+ sq ft home, that sits on 1 acre, is surrounded by the woods and the many deer, giving you all of the privacy you will need for a relaxing retreat. If you want to feel peace and tranquillity while listening to the birds chirping, you want to stay here. Please make the Country Sanctuary a favorite in your search by clicking on the RED HEART in the upper right hand corner, this will help you find it again and share with others. Christmas Tree for the Holidays

Guest favourite
A modern kitchen features white cabinetry with gold hardware and quartz countertops. Stainless steel appliances, including a refrigerator and stovetop, are visible. Two wooden stools are placed at the island, complemented by recessed lighting that highlights the neutral tones of the space.
Townhouse in Spring
4.93 out of 5 average rating, 121 reviews

Escape to Luxury in The Woodlands & Enjoy

Remodeled, lots of windows. Beautyrest mattresses, primary TEMPUR-PEDIC topper, 2bed, 2 1/2 bath, a study, and laundry facilities on site. No carpet. Quartz countertops. Balcony off master. High-speed WiFi. TVs with Roku (login to your Netflix, Prime Video). 3 minutes to highway I-45, ideal for commuters to IAH airport, downtown Houston, and more. In the heart of The Woodlands, near Cynthia Woods Pavilion, Market Street, and plentiful night life opportunities. We look forward to hosting you!

Guest favourite
The kitchen showcases white cabinetry and stainless-steel appliances, complemented by a spacious island with two wooden stools. Natural light flows through a skylight, enhancing the welcoming atmosphere of the open layout, which connects seamlessly to the dining and living areas.
Home in Spring
4.95 out of 5 average rating, 182 reviews

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!

Top guest favourite
An open living space combines a cozy sleeping area with a spacious bed covered in light bedding. A colorful light fixture hangs from the ceiling, illuminating decorative accents along the walls. A dining area and kitchenette are visible in the background, complemented by a small seating area.
Tiny home in Conroe
4.95 out of 5 average rating, 193 reviews

Cozy tiny house on small lake "The Maryhannah"

Relax and enjoy the calm serene of a country vibe feel in the middle of the city! This cozy tiny house feels like a gentle hug. Enjoy a small container fire, or sit by the lake and watch the fish. Bring your fishing pole for catch and release stocked pond in this small vintage fishing community. Unit is on the back of the main house. Main house has area on the other side that you can’t see. There’s a hot tub and pool that are sometimes available but not guaranteed. Message for info.

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, 175 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, 126 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
Townhouse in Spring
4.94 out of 5 average rating, 145 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, 143 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
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, 230 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!

Guest favourite
Home in Spring
4.94 out of 5 average rating, 131 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!

Top guest favourite
Home in Spring
4.99 out of 5 average rating, 136 reviews

Stylish 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.

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