Holiday houses in The Woodlands

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Top-rated holiday rentals in The Woodlands

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Guest favourite

Home in Conroe

4.98 out of 5 average rating, 134 reviews

Casa Granada - Cozy, Modern, 10 min from Woodlands

Casa Granada is the perfect getaway home with this modern, open, and cozy design! Our floor to ceiling sliding glass doors, reveal our large, private backyard. Making this home, truly one of a kind! Only minutes away from The Woodlands and shops on Market street. Enjoy a night in with our Philips hue lights to set the perfect mood. You can also work remotely or hit the home gym! WIFI/TV/PARKING/CENTRAL AC/WASHER/DRYER/PATIO/GYM **For a grill: must be requested 24 hours before check in

Guest favourite

Farm stay in Conroe

4.91 out of 5 average rating, 214 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

Home in Conroe

4.99 out of 5 average rating, 149 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

Top Guest favourite

Tiny home in Spring

4.96 out of 5 average rating, 188 reviews

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

*FULLY PRIVATE* Welcome to The Garage-my one of a kind, 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 enjoy a beverage in our always running hot tub!

Guest favourite

Townhouse in Cochran's Crossing

4.92 out of 5 average rating, 105 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

Home in Conroe

4.9 out of 5 average rating, 400 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

Guesthouse in Shenandoah

5 out of 5 average rating, 125 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.

Guest favourite

Home in Spring

4.91 out of 5 average rating, 111 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

Townhouse in Spring

4.97 out of 5 average rating, 106 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.

Guest favourite

Guest suite in The Woodlands

4.88 out of 5 average rating, 249 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

Cabin in Magnolia

4.99 out of 5 average rating, 207 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

Tiny home in Houston

4.94 out of 5 average rating, 189 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”.