Vacation rentals in Shenandoah

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Top-rated vacation rentals in Shenandoah

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Superhost

A community gathering space is depicted, featuring neatly arranged trees adorned with illuminated string lights. People can be seen sitting on benches and picnic blankets, enjoying the atmosphere as a gentle stream of water flows through a fountain with lit jets, creating a lively yet relaxing environment.

Home in Conroe

4.88 out of 5 average rating, 110 reviews

⭐️TX-sized 2Bd/2ba in Woodlands!❤️Near Corp HQ's💎

Come home to this enchanting retreat on 1/2 acre near The Woodlands and Houston! Only minutes to great shopping, dining, and entertainment, yet tucked away in a quiet neighborhood! Boats and RV's are welcome! Ideal for travel nurses in the medical district. Spacious bedrooms! Less than 30min to IAH and Lake Conroe, and less than 1hr to Houston! Minutes to the Waterway, Market St, Pavilion, Hughes Landing! Walk through beautiful nearby hike/bike trails, wildflower gardens, and bird sanctuaries!

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, 230 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.

Guest favorite

A spacious living area features high, vaulted ceilings with exposed wooden beams. A large, L-shaped sofa, accented with yellow pillows, provides ample seating. A wall-mounted television is positioned above the fireplace, complemented by a neatly arranged shelf nearby. Natural light enters through sheer curtains.

Home in Shenandoah

4.78 out of 5 average rating, 131 reviews

Shenandoah / The Woodlands - Easy Freeway Access

Experience The Woodlands up close! Just minutes from entertainment, ideal for work, family, nurses, or vacationers. Complimentary Hulu and other streaming services available, plus fast, reliable internet—perfect for remote work Professionally cleaned, quiet, safe neighborhood. Hulu, fast Wi-Fi, washer/dryer included. Near hospitals, short walk to park, close to lakes. Book now for comfort, convenience, and peace of mind! Make yourself at home and experience The Woodlands at its best!

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, 417 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, 138 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

A view into a serene bedroom features a spacious bed, accented by a horse-themed artwork on the wall. A dark wooden dresser stands nearby, and soft gray curtains frame a window providing ample natural light.

Guesthouse in Conroe

4.94 out of 5 average rating, 65 reviews

Hidden Gem! Medical Corridor! The Woodlands area!

Keep it simple at this peaceful and centrally-located place. 5 minutes from the Iconic Woodlands Market Place and the Woodlands Mall. Ideal for IRON MAN participants. Near 4 different Medical Centers and 1.5 miles from I-45. Within walking distance to HEB, Starbucks, Restaurants, and Stores. Traveling for business or fun, Casita has (1 queen size bed ) (and 1 twin mattress). Comfortable pillows and plenty of towels. Quiet place for ease sleep. Coffee Station and Microwave, hair dryer.

Guest favorite

A modern dining area features a round wooden table set for four, complete with plates, bowls, and utensils. Four black upholstered chairs surround the table. The space is illuminated by recessed lighting, with a decorative vase on the table and a large piece of wall art in the background.

Guesthouse in Conroe

5 out of 5 average rating, 16 reviews

A home away from home.

"Cozy and functional 1-bedroom apartment with a king-size bed, kitchen, equipped, living room, private bathroom, dining room, and laundry. 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.

Guest favorite

A well-lit sleeping area features a comfortable bed with a geometric patterned quilt and coordinating pillows. A mirror is positioned on one wall, and a small table with a lamp sits beside the bed. Dark curtains filter light from a window, contributing to a cozy atmosphere.

Home in Conroe

5 out of 5 average rating, 8 reviews

(1 M) Comfy Studio The Woodlands

Discover this peaceful and comfy Studio just 9 minutes away from The Woodlands Mall and 40 minutes from Houston Downtown! Located in a quiet neighborhood, less than 6 minutes from The Methodist, St. Luke's and Texas Children's Hospitals in The Woodlands, this space is ideal for traveling healthcare professionals, a couple or single person. Within 5 minutes from Lone Star College, HEB, CVS, restaurants and other convenience stores. Enjoy the charms of Woodlands/Conroe surroundings!

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, 264 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, 171 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

4.93 out of 5 average rating, 220 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 features a comfortable sectional sofa and a flat-screen television, with natural light flowing through large windows. A coffee table is centered on a patterned rug, complemented by two modern armchairs. Potted plants are placed throughout, adding a touch of greenery.

Townhouse in Conroe

4.91 out of 5 average rating, 156 reviews

★Amazing house in Woodlands fully equipped for 6

Amazing Woodlands townhouse with ample parking space, 100% equipped and ready to become your home away from home. You’ll have the entire place to yourself so you can enjoy the comfort of a cozy atmosphere especially designed to receive guests. Whether you are here for shopping, tourism or to visit one of the many hospitals around the area, you’ll fall in love with this incredible house and the amenities provided.