Holiday rentals in The Woodlands

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Top-rated holiday rentals in The Woodlands

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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, 244 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 favourite
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, 118 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.

Guest favourite
Home in Spring
4.94 out of 5 average rating, 172 reviews

Prime Location Beautiful Home Near The Woodlands

This spacious 1,900 sq ft home comfortably hosts up to 7 guests — perfect for vacation, business, or medical stays. Kick back and unwind with a morning coffee on the open patio, catch up on work in the roomy office, or enjoy a peaceful walk through our quiet neighborhood. You’ll love the convenient location near I-45, George Bush Airport, The Woodlands Waterway, restaurants, parks, and plenty of local activities. There’s so much to do nearby, and we’re always happy to share recommendations!

Guest favourite
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, 432 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 favourite
The living area presents a blend of mid-century modern design with high ceilings and wooden accents. A large flat-screen TV is mounted on the wall, while comfortable seating is arranged around a wooden coffee table. Natural light emanates through large windows, enhancing the space.
Home in Conroe
4.97 out of 5 average rating, 116 reviews

MCManor Retreat home in golf course

Welcome to the MCManor Retreat House in Panorama Village, a golf club city in the north end of Conroe, Texas! Especially furnished and decorated to make this escape intriguing and yet warm so you feel at home in your own sanctuary. Staying here feels like a vacation, largely due to the friendly neighbors. We hope you really enjoy your time at the home and build enjoyable memories with your friends and family. Be sure to check out our GUIDEBOOK for ideas of places to go and things to do.

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, 156 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.

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
4.9 out of 5 average rating, 133 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
A spacious living area is centered around a plush brown sofa, complimented by light grey armchairs. A decorative rug lies underneath a round coffee table. A flat-screen TV is mounted on the wall, while a dining space with a circular table is visible in the background.
Townhouse in Spring
4.96 out of 5 average rating, 130 reviews

Treehouse Retreat | EV Charger | Low Cleaning Fees

Escape to a serene retreat in The Woodlands where modern comfort meets nature’s embrace. Nestled in a wooded neighborhood, our 2 bed 2 bath getaway exudes a captivating treehouse vibe. Close proximity to a variety of dining options, supermarkets, The Woodlands Mall and the scenic Lake Woodlands, making it ideal for both relaxation and exploration. Whether you’re seeking a peaceful sanctuary or an adventure-filled getaway, our charming treehouse style retreat offers the ultimate escape.

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, 126 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 spacious living area features large windows that allow natural light to fill the room, showcasing views of surrounding greenery. Comfortable green armchairs flank a modern sofa adorned with decorative pillows. A coffee table sits on a patterned area rug, enhancing the inviting ambiance.
Flat in The Woodlands
4.96 out of 5 average rating, 102 reviews

Woodlands Retreat: 4 Min to Top Attractions

Discover a charming, updated detached Garage Apt in the Woodlands' heart, enveloped by greenery. Enjoy: - Prime location: 4 min to Hughes Landing, Market St & more - Access to Pavilion, Woodlands Mall & theaters - Scenic bike paths & green belts - Parks with tennis, lakes, playgrounds, pools - Comfortable stay: full kitchen, workspace, TV, Wi-Fi, W/D, AC - King Size bed and Queen Size sleep sofa Ideal for a memorable getaway in a tranquil, centrally located haven. Book now!

Top guest favourite
A living room space is shown featuring a comfortable couch and a wooden coffee table. A flat-screen TV is positioned against a light-featured cabinet. Natural light enters through a nearby window, illuminating the neutral-colored walls and wood flooring.
Guest house in Spring
4.96 out of 5 average rating, 118 reviews

Private apartment in golf community in Spring, TX

This apartment is ideal for an extended stay or a quick visit to the Houston/Woodlands area. The 750 sqft guest house is located in a quiet family friendly neighborhood. Minutes from i45 & 99. Easy 5 mile drive to the Woodlands, Exxon, and HP. 25 minutes from IAH airport. The kitchen is fully equipped with pots, pans, coffee maker, oven, stove top, dishwasher, full size fridge, etc. There is a washer and dryer in the apartment as well. This place is perfect for longer visits!

Guest favourite
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 house in The Woodlands
4.89 out of 5 average rating, 277 reviews

Lakefront Guesthouse: Pool, BBQ, Bike, Paddle Boat

Welcome to your lakefront escape - a spacious (~900 sq ft) private guesthouse suite with gorgeous Lake Paloma views, infinity pool access, and all the comfort you need for an easy, memorable stay. Perfect for families or small groups - up to 4 adults (or 5 guests including kids). NOTE: The guesthouse is attached to our home, where we live. Guests have a private entrance and private guesthouse space (not shared). The only shared areas are the driveway and backyard

Popular amenities for The Woodlands holiday rentals

When is the best time to visit The Woodlands?

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Frequently Asked Questions

  • What are the best places to stay in The Woodlands?

    Consider stays near Market Street, Hughes Landing, or around The Woodlands Waterway for access to shopping, dining, and trails. These areas are frequently suggested for their convenience and amenities.

  • What are the best things to do in The Woodlands with kids?

    Families often explore the playgrounds at Northshore Park and enjoy outdoor activities around Town Green Park. Renting paddle boats on local lakes and walking nature trails nearby are frequently suggested for memorable adventures with children.

  • What are some of the best things to do in The Woodlands?

    Explore the shops and restaurants at Market Street, attend concerts at The Cynthia Woods Mitchell Pavilion, or walk and cycle the network of green pathways. Kayaking along The Woodlands Waterway and visiting art installations are also frequently suggested experiences.

  • How is the weather in The Woodlands?

    The Woodlands has mild winters, with temperatures around 44–64°F (7–18°C), and hot, humid summers that can reach 95°F (35°C). Rain falls throughout the year, so pack accordingly and expect the warmest months in summer.

  • When is the best time to visit The Woodlands?

    Spring and fall are often recommended, with milder temperatures near 74–83°F (23–28°C) and plenty of outdoor events. Summers can be quite hot and humid, while winter tends to be cooler and quieter.

  • What are the best places to visit in The Woodlands?

    Guests frequently explore Market Street for dining and shopping, spend time at The Cynthia Woods Mitchell Pavilion for live music, and walk or bike The Woodlands Waterway. Parks and public art installations are also popular.

  • What are some hiking trails in The Woodlands?

    Explore the network of nature trails within The Woodlands, including paths at George Mitchell Nature Preserve and the Spring Creek Greenway. These areas are frequently suggested for walking, running, and wildlife observation.

  • What are some family activities we can do in The Woodlands?

    Families often explore playgrounds, splash pads, and playfields in various neighborhood parks. Kayaking along The Woodlands Waterway and attending outdoor concerts are also frequently suggested for group outings.

  • What are some of the best day trip ideas from The Woodlands?

    Many guests explore outdoor parks, lakes, and historic towns located around The Woodlands. Urban day trips often include museum visits or discovering cultural districts in the nearby city area.

  • Are there any pet friendly accommodations available in The Woodlands?

    The Woodlands has a variety of pet friendly accommodations, so you can find stays that welcome your furry companions. Many listings note pet policies in their descriptions, and nearby parks make it easy to explore with your pet.

  • What are some local tips for visiting The Woodlands?

    Locals enjoy using the extensive trail system for both recreation and getting around. Dining patios fill up quickly when the weather is mild, and many events take place outdoors, so a hat or sunscreen can come in handy.

  • What is The Woodlands known for?

    The Woodlands is known for its blend of forested neighborhoods, vibrant public art, and scenic pathways that connect shopping, dining, and entertainment districts. Its outdoor concert venues and green spaces are also popular draws.

  • What are the best hidden gems to explore in The Woodlands?

    Discover the art benches along The Woodlands Waterway, or stroll quiet trails in smaller parks like Northshore Park. Local farmers markets and independent coffee shops are also often recommended for a relaxed experience.

  • What are the best foods to try in The Woodlands?

    The Woodlands has a variety of cuisines, from Texas-style barbecue and locally prepared steaks to Southern-inspired comfort food and diverse international options. Many guests also enjoy fresh pastries and locally roasted coffee at neighborhood bakeries and cafes.

  • What should I bring for a trip to The Woodlands?

    Pack comfortable walking shoes and light layers for The Woodlands, as weather ranges from cool winters around 44–64°F (7–18°C) to hot, humid summers near 95°F (35°C). Rain is common, so a compact umbrella or a light waterproof jacket can be useful.

  • What is the nightlife in The Woodlands like?

    Nightlife in The Woodlands includes live music venues, wine bars, and relaxed lounges, particularly around Hughes Landing and Market Street. Outdoor concerts and patio dining are popular when weather is pleasant.

  • What are the most popular events or festivals in The Woodlands?

    The Woodlands Waterway Arts Festival draws many guests in spring, while the Red, Hot & Blue Festival is a highlight around Independence Day. Seasonal markets and outdoor concerts are frequent throughout the year.

  • Are there family friendly vacation rentals in The Woodlands?

    Many accommodations in The Woodlands cater to families, with amenities like extra bedrooms, kitchens, and easy access to parks or play areas. Listings often highlight features suited for guests of all ages.

Quick stats about holiday rentals in The Woodlands

  • Total holiday rentals

    Explore 590 holiday rentals in The Woodlands

  • Nightly prices starting at

    The Woodlands holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 15,530 verified reviews to help you choose

  • Family-friendly holiday rentals

    420 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wifi availability

    570 of The Woodlands holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across The Woodlands rentals

  • 4.8 Average rating

    The Woodlands stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    The Woodlands’s top spots include The Cynthia Woods Mitchell Pavilion, Market Street and AMC Metropark 10

Destinations to explore

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  5. The Woodlands