Holiday houses 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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Top Guest favourite

The living area features a combination of brown recliners and green sofas arranged around a wooden coffee table. A contemporary television is mounted on a wall, while light filters through a large window, accentuated by sheer curtains. Decorative wall art adds character.

Home in Conroe

4.98 out of 5 average rating, 125 reviews

Clean & Cozy new Home, 30 mins to George Bush INTL

Brand New Home! In quiet neighborhood! High speed Internet! work station! few minutes to I-45 & Grand Parkway, 30 mins to Downtown & IAH,The Woodlands Mall, dining & entertaining places, like- Cynthia Woods Mitchell Pavilion, Six Flags Hurricane Harbor, &The Woodlands Market Street and Marriott Center. close by is Walmart, HEB, Target,Sam's , Costco. Very close to Lake Woodlands & Lake Conroe. Enjoy the early AM or evening walk at the Woodland Waterway. Free complimentary coffee/tea/water/snacks

LocationValueOutdoor spaces

Guest favourite

A cozy living area is presented with light-colored furniture arranged around a dark coffee table. Natural light enters through large windows, revealing a view of greenery outside. A television is positioned on a media console, and a stylish lamp adds soft illumination to the space.

Townhouse in Spring

4.91 out of 5 average rating, 127 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!

FamilyValueAmenities

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, 159 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.

LocationValueNearby

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.

Guesthouse in Shenandoah

5 out of 5 average rating, 183 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.

LocationValueQuiet

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, 132 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!

LocationFamilySleep quality

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, 128 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.

ValueFamilyAccuracy

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, 148 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.

ValueLocationKitchen

Top Guest favourite

Home in Spring

4.99 out of 5 average rating, 147 reviews

Modern Woodlands Retreat Near Waterway & Pavilion

Enjoy a relaxing stay in the heart of The Woodlands 🌳 explore The Waterway, Market Street, Hughes Landing, and The Pavilion, then return to a bright, welcoming home designed for gathering and unwinding. 🏡 ⭐️Featuring vaulted ceilings, natural light, an open-concept layout, fire pit, hammock, covered patio, and large backyard, this peaceful retreat is perfect for weekend getaways, concert trips, work travel, wedding guests, and extended stays.

LocationValueQuiet

Superhost

Home in Shenandoah

4.9 out of 5 average rating, 211 reviews

Woodlands Oasis with Heated Pool

Experience comfort and convenience in this welcoming 4‑bedroom home with a private pool in Shenandoah/The Woodlands. Perfect for vacations, business travel, medical visits, relocations, or during home renovations. Minutes to ExxonMobil, top hospitals, Market Street, and The Woodlands Mall. Family‑ and pet‑friendly with easy access to I‑45, Hardy Toll Rd & 99. Long‑term stays welcome! (Local 7% lodging tax collected at check‑in.)

FamilyValueGetting around

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.

FamilyLocationBathroom

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

LocationFamilyIndoor spaces

Guest favourite

The living area features a cozy arrangement of furniture, including a light-colored sofa and armchairs, arranged around a central area rug. A decorative fireplace with a stone surround and wooden mantel adds warmth. Large windows provide natural light, with a view of the outside patio.

Home in Spring

4.94 out of 5 average rating, 101 reviews

The Woodlands Oasis – 4Bd/3Ba Home w/ Spa

Located in Cochrans Crossing, the heart of The Woodlands, this cozy 4-bedroom, 3-bath home is perfect for any occasion! With rustic charm and amenities like a jacuzzi, BBQ, 2-car garage, and indoor/outdoor dining, it’s an ideal retreat. Just minutes from Market Street, Hughes Landing, The Woodlands Mall, and George Mitchell Nature Preserve, this home offers everything for a true Texas experience!

LocationFamilyAir conditioning