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

4.89 out of 5 average rating, 109 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!

Guest favorite

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

4.9 out of 5 average rating, 228 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, 130 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, 414 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, 135 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 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, 106 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 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 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, 262 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, 170 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.

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, 212 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

A cozy living area features comfortable sofas with decorative pillows, positioned around a wooden coffee table. Soft lighting is provided by a table lamp and natural light is visible from a nearby room. The tiled floor includes an area rug that adds texture to the space.

Home in Shenandoah

5 out of 5 average rating, 18 reviews

Shenandoah Stay

You and your family or friends will stay close to everything you need when you stay at this centrally-located home adjacent to The Woodlands shops, restaurants, and medical services. The house was built in the 1970s and The Woodlands grew around it. The park is a few blocks away and you’ll walk past the summer pool along the way. Multiple restaurants are less than two miles away as is Whole Foods and Central Market.

Guest favorite

A queen-sized bed is centered in the room, dressed with light blue bedding and complemented by beige pillows. Above the bed, an abstract wall art piece adds a splash of color. A bedside lamp provides soft lighting, enhancing the cozy atmosphere.

Home in Conroe

4.93 out of 5 average rating, 46 reviews

Cozy Studio Apartment The Woodlands

Cozy Studio Apartment with a Queen size bed for 2, private entrance, bathroom and kitchen. Perfectly situated between major towns around Houston, like The Woodlands. Located in a quiet neighborhood, less than 6 minutes from the Methodist, St. Luke's and Texas Children's Hospitals in The Woodlands, Texas. Just 9 minutes away from The Woodlands Mall, and 40 minutes from Houston Downtown. Located close to restaurants.