Vacation rentals in The Woodlands

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Top-rated vacation rentals in The Woodlands

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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, 233 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 favorite
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, 164 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 favorite
Home in Spring
4.95 out of 5 average rating, 166 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 favorite
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, 425 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 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
5 out of 5 average rating, 147 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 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
4.99 out of 5 average rating, 105 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!

Top guest favorite
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, 120 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 favorite
An outdoor patio space is presented, featuring two black chairs beside a table. A hot tub is situated to the left, while glass doors lead into a cozy interior that includes a comfortable living area with soft seating and a dining space lined with modern amenities.
Tiny home in Spring
4.96 out of 5 average rating, 221 reviews

*HOT TUB* | Spacious 400 Sqf Tiny Home Experience!

Welcome to The Garage-- A one of a kind, super private, super spacious barn-style tiny home! At 400 Sf, you'll get the same comfort & amenities you would from a big home while being able to tell your friends you stayed in a tiny one! Here for work? Only 3 blocks from I-45 & HYPER fast wifi gives you access to the interwebs or the interstate so you can work efficiently. Here to AVOID work? Me too! Enjoy a romantic sunset from our cozy patio or a nice beverage in our bubbling hot tub!

Guest favorite
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, 272 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 favorite
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, 172 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. Float around the seasonal splash pool, soak in the hot tub, 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.

Top guest favorite
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”.

Top guest favorite
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, 193 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

Popular amenities for The Woodlands vacation rentals

When is the best time to visit The Woodlands?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,161 GYDG$32,207 GYDG$33,880 GYDG$34,716 GYDG$34,507 GYDG$33,043 GYDG$33,880 GYDG$33,461 GYDG$33,671 GYDG$33,043 GYDG$34,925 GYDG$33,671 GYD
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All about The Woodlands

With lakefront paths, large swaths of green spaces, and perfectly ordered residential streets, The Woodlands is a planned community that stretches for 27,000 acres. Located just half an hour north of downtown Houston in southeast Texas, The Woodlands is surrounded by two scenic bodies of water and thousands of acres of protected pine forests, so there are plenty of options for enjoying the outdoors. Swan boats and paddleboards drift along the Woodlands Waterway, which runs through the center of town, and the 1,700-acre George Mitchell Nature Preserve offers over 220 miles of trails for hiking and biking.

In town, you can find a variety of shops on Market Street and at The Woodlands Mall, as well as dining options along the Woodlands Waterway. From sophisticated rooftop bars to traditional Texas barbecue restaurants, The Woodlands’ upscale vibe blends with its Texas roots. The outdoor Pavilion regularly hosts some of the biggest musicians in the country. Within close proximity to downtown Houston as well as Lake Conroe, the Woodlands is a great home base for exploring Houston and its surrounding areas.

What are the top things to do in The Woodlands?

George Mitchell Nature Preserve

In connection with adjacent Montgomery County Spring Creek Greenway, George Mitchell Nature Preserve includes hundreds of miles of smooth, dirt paths for biking, hiking, or the casual walk. Head out on the hiking trail loop and watch out for the migrating birds or listen for the woodpeckers in the trees. There is also a lake within the preserve that welcomes you to gorgeous views during your trek.

Cynthia Woods Mitchell Pavilion

Close to Market Street, the Cynthia Woods Mitchell Pavilion is an open-air amphitheater that hosts music festivals, nationally acclaimed live music acts, and local performing arts groups, like the Houston Ballet, Houston Symphony, Houston Grand Opera, and Texas Music Festival Orchestra.

Lake Woodlands

There are several boat rental options at Riva Row Boat House, which is located near the Cynthia Woods Mitchell Pavilion. From the boat house, you can paddle through a scenic canal surrounded by tall grass and pine trees until you reach the lake, where you will have terrific views of the city. You can also rent a pedal kayak or even a swan boat.

Frequently Asked Questions

  • 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.

  • 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 360 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 200 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 apartment rentals in The Woodlands have a gym?

    Absolutely! We offer over 40 apartment 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 apartment rentals in The Woodlands?

    Experience the best of The Woodlands with our apartment 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 guesthouse rentals in The Woodlands have air conditioning?

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

  • Do house rentals in The Woodlands have wifi?

    Absolutely! We offer over 400 house 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 70 homes with wifi, over 40 homes with a gym, over 70 homes with air conditioning, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in The Woodlands

  • Total vacation rentals

    Explore 590 vacation rentals in The Woodlands

  • Nightly prices starting at

    The Woodlands vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 15,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    420 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 210 rentals that welcome pets

  • Vacation rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wi-Fi availability

    570 of The Woodlands vacation rentals include wi-fi 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

  1. Airbnb
  2. United States
  3. Texas
  4. Montgomery County
  5. The Woodlands