
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.

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.

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

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!

MCManor Retreat home in golf course
Welcome to the MCManor Retreat House in Panorama Village, a golf club city in the north end of Conroe, Texas! Especially furnished and decorated to make this escape intriguing and yet warm so you feel at home in your own sanctuary. Staying here feels like a vacation, largely due to the friendly neighbors. We hope you really enjoy your time at the home and build enjoyable memories with your friends and family. Be sure to check out our GUIDEBOOK for ideas of places to go and things to do.

Fire Pit * Grill * Hammock * King Bed
Comfortable & relaxed: Three bedrooms and two 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.

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.

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!

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.

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.

A home away from home.
"Cozy and functional 1 bedroom apartment with king bed, kitchen, equipped, living room, private bathroom, dining room, laundry room. Located in an excellent area, a few minutes from mall and the Woodlands financial area, hospitals, restaurants, shops and only 20 minutes from Bush Airport, ideal for travelers and professionals. Enjoy a comfortable stay with all the services included. Your best choice for location and comfort. 20 minutes from Lake Conro. Totally independent.

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.

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
Other great holiday rentals in The Woodlands

❤️❤️Cozy Home in The Woodlands! Entire Rental Unit!

Room with a retiree

Beautiful 3-bedroom Townhome | The Woodlands

The Black Oak: Forest & Chill

Li’l Casita - Explore the Woodlands! Concerts !
Great Space and Location in The Woodlands

1 Sparkling & Safe: Your Favorite Central Getaway”

Hope House
When is the best time to visit The Woodlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £117 | £123 | £126 | £126 | £120 | £123 | £122 | £123 | £120 | £127 | £123 |
| Avg. temp | 12°C | 14°C | 18°C | 21°C | 25°C | 28°C | 30°C | 30°C | 27°C | 22°C | 17°C | 13°C |
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
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- The Galleria
- NRG Stadium
- George R. Brown Convention Center
- Houston Museum District
- Bluejack National Golf Course
- White Oak Music Hall
- Houston Zoo
- Memorial Park
- The Cynthia Woods Mitchell Pavilion
- Typhoon Texas Waterpark
- Downtown Aquarium
- Memorial Park Golf Course
- Buffalo Bayou Park
- Huntsville State Park
- Hurricane Harbor Splashtown
- The Menil Collection
- Gerald D. Hines Waterwall Park
- Cypresswood Golf Club
- Bay Oaks Country Club
- Stephen F. Austin State Park
- Funcity Sk8
- Miller Outdoor Theatre
- Grand Texas
- Contemporary Arts Museum Houston