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Vacation rentals in Shenandoah

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Shenandoah

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

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Top guest favorite
The exterior of a charming two-bedroom house is shown, featuring a light yellow facade with brick accents. A welcoming front porch includes a wooden bench, and colorful flower beds frame the path leading to the entrance, inviting guests into the home.
Home in Conroe
4.95 out of 5 average rating, 101 reviews

2 BR house near The Woodlands

Cute two bedroom house located in a quiet neighborhood four miles from The Woodlands center! It’s a great location for concerts, races, conferences, shopping, etc. There are two bedrooms with queen beds (3rd bedroom is locked) and a blow up mattress available. (The master closet is also locked). It is a great space, but please only rent if you can respect the rules- ABSOLUTELY no parties/get-togethers, smoking or pets. (I only open my calendar a little at a time, but I’m open to longer rentals).

Guest favorite
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
4.93 out of 5 average rating, 121 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!

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 Shenandoah
4.95 out of 5 average rating, 193 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. 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. There’s a hot tub and pool that are sometimes available but not guaranteed. Message for info.

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, 461 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!

Guest favorite
A comfortable living room features a large smart TV displaying a mountain landscape. A stylish fireplace is set against a stone backdrop. A wooden coffee table sits at the center, surrounded by plush seating, including a recliner and a soft couch, complemented by indoor plants and decorative elements.
Home in Spring
4.84 out of 5 average rating, 199 reviews

🏡5 Star, 4 Bed Modern Home Spring/The Woodlands🏡

Quiet/Warm home in an awesome location directly across the freeway from all of The Woodlands amenities. You will feel right at home with the spacious layout and cozy furniture. Woodlands Pavilion/Water Way/Mall: 7 min Oxy Petroleum tower: 8 min Exxon Mobile Houston Campus: 10 min Memorial Hermann Hospital: 10 min Hurricane Harbor Water Park 10 min Old Town Spring: 12 min Houston Methodist Hospital: 15 min Sam Houston National Forest: 30 min Lake Conroe: 30 min George Bush IAH: 30 min

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, 175 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, 127 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 favorite
Home in Spring
4.91 out of 5 average rating, 149 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 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
4.99 out of 5 average rating, 143 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
The scenic pond is surrounded by trees, reflecting nature's beauty. A deck railing enhances the tranquil view. The cozy living area features a modern grey sofa and coffee table, with a television mounted on the wall, brightened by natural light from the windows.
Home in Spring
4.97 out of 5 average rating, 104 reviews

Old Town Spring Pondside Retreat

**Just a short 5-minute stroll brings you to the heart of historic Old Town Spring**, where you’ll find delightful restaurants, charming boutiques, and one-of-a-kind shops. Our unique retreat offers exclusive access to a scenic, stocked pond, ideal for catch-and-release fishing. Unwind on the spacious porch, taking in water views. Now with a whole-home battery backup, you’ll stay powered through storms and outages!! Perfect for families, friends, or furry companions.

Top guest favorite
The exterior of a well-maintained home is presented, featuring a mix of brick and stone facades. A double garage is visible, with stylish light fixtures on either side of the entrance. Landscaping includes low shrubs and a manicured lawn, framed by a paved driveway.
Home in Conroe
5 out of 5 average rating, 137 reviews

Beautiful Cozy 4-Bedroom Home in a Gated Community

This is a gorgeous, home with high ceilings, hardwood floors, and a walk-in closet in a gated community and gated driveway for additional security. The home is furnished with stainless steel appliances including fridge, granite countertops in the kitchen and a large island, coffee maker, air fryer, multi-purpose pressure cooker and other cooking utensils. The house has cameras mounted both in front and at the back of the house for additional safety

Superhost
Home in Shenandoah
4.9 out of 5 average rating, 207 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.)

Popular amenities for Shenandoah vacation rentals

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