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Vacation rentals in Shenandoah

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Top-rated vacation rentals in Shenandoah

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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, 234 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 spacious living area features comfortable seating arranged around a modern coffee table. A large wall-mounted TV displays vibrant content, and a cozy area rug adds warmth. Bright windows allow natural light to fill the space, enhancing the inviting atmosphere.
Home in Conroe
4.98 out of 5 average rating, 110 reviews

Comfort, relax, quiet near Woodlands |3 BED|2 BATH

Welcome to our cozy 3 bedroom House ! Our home is just minutes away from the Woodlands Town Center, Mall, and Market Street and situated close to major hospitals. The house is completely remodeled in 2023 with all the comforts you would want at home and stylishly decorated so you will also feel right at home. The modern kitchen with a large dining table, the cozy living room with comfortable couches or the patio deck are all perfect for your family gathering or just to relax after a busy day.

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, 149 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, 106 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 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, 72 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.

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, 115 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.

Top 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, 22 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, 9 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, 275 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, 174 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”.

Popular amenities for Shenandoah vacation rentals

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