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Holiday rentals in Shenandoah

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Top-rated holiday rentals in Shenandoah

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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, 153 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!

Guest favourite
A single-story brick house is featured surrounded by a well-maintained lawn. The front porch, framed by symmetrical green shutters, offers two seating areas. A clear path leads to the entrance, bordered by neatly trimmed shrubs, creating a welcoming appearance.
Home in Shenandoah
4.85 out of 5 average rating, 158 reviews

Spacious 4BR near Woodlands - Perfect for Groups!

You’ll love this centrally-located house close to the Woodlands in a safe, quiet neighborhood with easy access to I-45. Relax in the jacuzzi tub and enjoy the covered backyard patio w/ pet-ready fenced yard & fun play set for kids. 3 minute drive - Memorial Hermann, St.Luke’s, Texas Children’s Hospital & Portofino to shop and dine. 5 minute drive - The Woodlands Mall, Market Street, Waterway Square, The Pavilion, Hughes Landing, Restaurant Row and various wedding venues & sports complexes.

Top guest favourite
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.
Guest house in Shenandoah
5 out of 5 average rating, 182 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 favourite
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, 131 reviews

1 mile from everything!• Dining • Family Friendly

-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 favourite
A spacious bedroom features a four-poster bed draped with crisp white linens and decorative pillows in shades of teal. A rustic bench sits at the foot of the bed, while nightstands with artwork are positioned on either side. A television is mounted on the wall opposite the bed.
Home in Spring
4.91 out of 5 average rating, 150 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
The exterior of a single-story home is showcased, featuring a manicured lawn and lush landscaping. A light-colored garage door is visible, complemented by a brick façade. Large windows allow natural light to illuminate the front interior, framed by greenery from nearby trees.
Home in The Woodlands
4.94 out of 5 average rating, 127 reviews

Woodlands Retreat 3bdrm 2bath

Long term stays welcomed ! One story home perfect for families. This home is located in a quaint cul-de-sac half a mile to i45. You are only minutes away from all the hospitals and shopping centers. Whether you are in town visiting family, here for an event, or seeking treatment this house is perfect for you and your family, this includes your four legged family as well. All mattresses are 12” memory foam for your comfort. Lots of near by amenities like a pool, tennis and playground.

Top guest favourite
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
4.99 out of 5 average rating, 145 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 favourite
A modern living area features a blue sectional sofa and a mid-century style chair, arranged around a coffee table. A stone fireplace adds an element of warmth, while natural light fills the room through sheer curtains. A workspace with a desk is positioned nearby.
Home in Conroe
4.98 out of 5 average rating, 92 reviews

The Woodlands: 30+ Day Stays Welcome+Dog Friendly

About this Space 🎉 Amazing Woodlands Location + Big Discount for 30+ Day Stays! 🎉 *If this home is unavailable for your dates, msg me as we have another home which is very close by!* Newly renovated, sparkling clean, modern, and full of personality! DOG FRIENDLY and BIKES FOR ALL AGES! Minutes from great restaurants, shopping, live music, parks and trails, and a dog park. Super close to major hospitals, too! Come explore everything this amazing area has to offer!

Guest favourite
Home in Conroe
5 out of 5 average rating, 26 reviews

Minimalist Modern Guest Apartment

Enjoy a stylish and comfortable stay in this modern barndominium guest apartment, perfectly located just minutes from The Woodlands, TX. Designed for both short visits and extended stays, this unique space combines rustic charm with contemporary style for a relaxing home-away-from-home experience. The apartment features a private entrance, an open-concept living and sleeping area, a fully equipped kitchenette, and a clean, modern bathroom.

Guest favourite
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
4.93 out of 5 average rating, 202 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.

Top guest favourite
The living room showcases a spacious sectional sofa, complemented by two upholstered chairs. A round wooden coffee table sits in the center, surrounded by a soft area rug. Natural light enters through the window, illuminating the neutral-toned walls and decorative elements.
Townhouse in The Woodlands
4.96 out of 5 average rating, 220 reviews

Beautiful 3-Bedroom Townhome!!!

Beautiful 3-Bedroom town-house in a quiet neighborhood in The Woodlands Texas!! 4min drive to local grocery store and restaurants. Features 3 bedrooms, 2.5 bathrooms, 2 stories, sleeps 8 in beds with Backyard. 1 King, 1 Queen, 1 full and 2 twins, 1 sofa baby playpen available. amenities include hi-speed internet, washer/dryer, TV in livingroom. NO EVENTS ALLOWED. Max 8 people, parking around the property. No Pets

Guest favourite
Home in Conroe
4.8 out of 5 average rating, 10 reviews

A place like home.

¡Bienvenidos a su hogar lejos de casa! Si buscan un lugar donde el descanso y la tranquilidad sean la prioridad, pero no quieren renunciar a la comodidad de tener todo a la mano, esta casa es para ustedes. Diseñada pensando en la vida familiar, nuestra propiedad ofrece un ambiente cálido y relajado, ideal para desconectarse del ruido de la ciudad sin alejarse de sus servicios esenciales.

Popular amenities for Shenandoah holiday rentals

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