Holiday rentals in The Woodlands

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Top-rated holiday rentals in The Woodlands

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

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Top guest favourite
The kitchen features modern black cabinetry and stainless steel appliances, including a refrigerator and oven. A large central island with seating for three is complemented by natural wood flooring. Shelving displays cooking essentials, and natural light floods in through the window.
Home in Spring
5 out of 5 average rating, 102 reviews

Fire Pit * Grill * Hammock * King Bed

Pet Friendly! Comfortable & relaxed: 3bedrooms and 2 full bathrooms make this perfect for families, couples, or friends traveling together. Bright and welcoming: The home features an open-living layout—easy to gather, unwind, and create memories. Prime location: Just minutes from The Woodlands Town Center, dining, entertainment, nature trails, and top-rated schools. Outdoor space: A generous lot offers a backyard to enjoy morning coffee, afternoon chats, or evening smores around the firepit.

Superhost
A spacious living area is highlighted by a high open ceiling and large windows allowing for natural light. A dark leather sofa and two accent chairs are positioned around a decorative rug. A media console holds a flat-screen TV, creating a comfortable lounge environment.
Farm stay in Conroe
4.88 out of 5 average rating, 235 reviews

Country Retreat close to The Woodlands w/Pool

Stay 5 Min from The Woodlands in this one-of-a-kind retreat next to the Jones State Forest. 1/2 mile to walking, biking, or horseback riding on forest trails. At night you’ll gaze at twinkling constellations poolside or relax in our massage chair or jetted garden tub. Attend an outdoor concert at the nearby Cynthia Woods Mitchell Pavilion, one of the top amphitheaters in America. We are 5 min from The Woodlands Medical Center, and 10 min from The Woodlands Mall where you can shop till you drop.

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, 166 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 cozy living area is presented with light-colored furniture arranged around a dark coffee table. Natural light enters through large windows, revealing a view of greenery outside. A television is positioned on a media console, and a stylish lamp adds soft illumination to the space.
Townhouse in Cochran's Crossing
4.93 out of 5 average rating, 110 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!

Top guest favourite
A tranquil evening view of a gently flowing waterway is highlighted by vibrant pink lights reflecting off the surface. Modern buildings and illuminated archways frame the scene, while a clear moon hangs in the sky, casting a soft glow over the surroundings.
Home in Conroe
4.9 out of 5 average rating, 426 reviews

WOW!❤️Hidden Gem in Woodlands!💎Boat/RV allowed⭐️

Come home to this enchanting retreat in The Woodlands and near Houston! Only minutes to great shopping, dining, and entertainment, yet tucked in a relaxing natural garden oasis! Boats and RV's are welcome! Chic spacious bedrooms all furnished with Memory Foam beds and new 50" 4K TV's in each! Less than 30min to IAH and Lake Conroe, and less than 1hr from Houston! Minutes to Waterway, Hughes Landing! Walk to beautiful nearby hike/bike trails through wildflower gardens and bird sanctuaries!

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, 149 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, 106 reviews

Best location in Woodlands! 1 mile from everything

-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 bedroom features a four-poster bed draped with crisp white linens and decorative pillows in shades of teal. A rustic bench sits at the foot of the bed, while nightstands with artwork are positioned on either side. A television is mounted on the wall opposite the bed.
Home in Spring
4.91 out of 5 average rating, 124 reviews

Serenity Stays at Sandpebble

Welcome to Serenity Stays at Sandpebble! This spacious 3 bedroom, 2 bathroom patio home is perfect for the whole family, kids too! The open concept living allows for fun between friends while the outdoor scene welcomes the barbeque lovers. Our fully equipped kitchen opens to one of three patios. Each patio offers its own unique area for activity including a firepit, gas grill, outdoor dining and plenty of lounge area. Get creative and host your next family event under the string lights!

Top 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
4.97 out of 5 average rating, 122 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
5 out of 5 average rating, 115 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.

Guest favourite
A two-story lakefront guesthouse is featured, showcasing expansive windows and a tiled roof. Lush greenery surrounds the property, and a patio area with outdoor seating is visible along the water's edge. The tranquil setting offers a serene view of the lake.
Guest suite in The Woodlands
4.89 out of 5 average rating, 275 reviews

Lakefront Guesthouse: Pool, BBQ, Bike

Lakefront Guesthouse with private access to the Lake. Spacious 1-Bed Suite (900sft) for peaceful and comfortable stay for your family (1 King Bed and 1 Queen Bed). Can accommodate up to 4 adults or 5 people including kids Enjoy the Lakeview, Pool, Sunrise/Sunset, Grill and Patio. Please note, the Guesthouse is attached to the main house where we live. All the interior pictures are from the Guesthouse. Guests don’t share any space with us except the driveway and backyard.

Top guest favourite
The exterior of the hobbit house features a charming round door surrounded by natural wood siding and decorative circular windows. A wooden pathway leads to the entrance, bordered by neatly arranged flower beds, enhancing the whimsical character of the retreat.
Tiny home in Houston
4.94 out of 5 average rating, 232 reviews

Houston Hobbit House

This hobbit house, belonging to a little hairy footed fellow, has a life long journey of accumulating artifacts of the wonderous eras of ancient. You will find a vast collection of books both rare and of great value to feast your imagination and curiosity. This cozy haven, though adorned with swords and weapons of the great heroes of old, serves as a reminder that it is the little things that keep the darkness at bay, “small acts of kindness and love”.

Popular amenities for The Woodlands holiday rentals

When is the best time to visit The Woodlands?

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Frequently Asked Questions

  • What are some of the best things to do in The Woodlands?

    In The Woodlands, you can explore The Woodlands Waterway, a vibrant corridor with public art and watercraft. Visit the Rob Fleming Aquatic Center for a family fun day. For art enthusiasts, The Woodlands Art League Gallery is worth a visit.

  • What is the best time of year to visit The Woodlands?

    The most favored time of year to visit The Woodlands is in spring (March to May), when the weather is pleasant. This period hosts popular events such as The Woodlands Waterway Arts Festival and the Ironman Texas triathlon.

  • What are the best places to stay in The Woodlands?

    Town Center, Sterling Ridge, and Panther Creek are popular neighborhoods to stay in The Woodlands. They're close to main attractions, have a variety of accommodations and are well connected by public transport.

  • What are the best places to visit in The Woodlands?

    The Woodlands is home to the Cynthia Woods Mitchell Pavilion, renowned for hosting live music performances. The Woodlands Mall is a favored shopping destination. For nature lovers, George Mitchell Nature Preserve and Lake Woodlands invite exploration.

  • What are some hiking trails in The Woodlands?

    The Spring Creek Nature Trail and George Mitchell Nature Preserve feature beautiful hiking trails. The Woodlands also boasts an extensive network of pathways and trails, offering excellent opportunities for walking, running, and cycling.

  • What are some family activities to do in The Woodlands?

    For an exciting family day out, explore the Texas TreeVentures, an outdoor aerial adventure park. Children's Museum of Houston in Woodlands is a great place for interactive learning. A day at the Woodlands Children's Museum is also a delightful option.

  • What are some of the best day trip ideas in The Woodlands?

    Explore the serene landscapes of the Lake Woodlands, a man-made lake perfect for kayaking or stand-up paddleboarding. A short 30 miles (48 km) drive will take you to the bustling city of Houston, where you can explore the Space Center Houston or the Museum of Fine Arts. For nature lovers, the Mercer Botanic Gardens and the Houston Arboretum & Nature Center, both within a 30-mile (48 km) radius, are also frequently suggested for day trips.

  • Are there vacation rentals with a dedicated workspace in The Woodlands?

    Yes! Work meets play with ease at over 370 vacation rentals in The Woodlands featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in The Woodlands?

    Four-legged friends are welcome in The Woodlands. Choose from more than 210 vacation rentals for guests traveling with pets.

  • Are there The Woodlands vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 200 vacation homes with pools in The Woodlands, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in The Woodlands have a gym?

    Absolutely! We offer over 40 house rentals with a gym in The Woodlands. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in The Woodlands have a bbq area?

    Absolutely! We offer over 10 apartment rentals with a bbq area in The Woodlands. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in The Woodlands?

    Experience the best of The Woodlands with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in The Woodlands have air conditioning?

    Absolutely! We offer over 80 apartment rentals with air conditioning in The Woodlands. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in The Woodlands have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in The Woodlands. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly townhouse rentals in The Woodlands?

    The Woodlands has more than 10 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in The Woodlands?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 80 homes with wifi, over 50 homes with a gym, over 10 homes with a bbq area, over 80 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How is the weather in The Woodlands?

    The Woodlands has a humid subtropical climate. Summers (June to August) can be hot, with temperatures around 95°F (35°C), while winters (December to February) are mild, with temperatures around 60°F (15°C). Rainfall can occur throughout the year.

Quick stats about holiday rentals in The Woodlands

  • Total holiday rentals

    Explore 590 holiday rentals in The Woodlands

  • Nightly prices starting at

    The Woodlands holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 15,530 verified reviews to help you choose

  • Family-friendly holiday rentals

    420 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wifi availability

    570 of The Woodlands holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across The Woodlands rentals

  • 4.8 Average rating

    The Woodlands stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    The Woodlands’s top spots include The Cynthia Woods Mitchell Pavilion, Market Street and AMC Metropark 10

Destinations to explore

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  5. The Woodlands