Pet-friendly holiday rentals in The Woodlands

4.99 out of 5 average rating, 132 reviews

Fire Pit * Grill * Hammock * King Bed

Pet Friendly! Comfortable & relaxed: 3bedrooms and 2 full bathrooms make this perfect for families, couples, or friends traveling together. Bright and welcoming: The home features an open-living layout—easy to gather, unwind, and create memories. Prime location: Just minutes from The Woodlands Town Center, dining, entertainment, nature trails, and top-rated schools. Outdoor space: A generous lot offers a backyard to enjoy morning coffee, afternoon chats, or evening smores around the firepit.

4.97 out of 5 average rating, 130 reviews

A cozy sleeping area features a spacious bed adorned with a light blanket and a vibrant yellow throw. A large window allows natural light to fill the room, providing a view of the surrounding trees and greenery. Shelving units and a wall-mounted TV are also present.

Tiny home in Magnolia

"Smouse" - A Romantic Escapade !

From the founders of SerendipTINY & Bonnie Lou Tiny home as featured on the popular TV show, Tiny House Nations on Netflix! WELCOME to "Smouse" - A Romantic Escapade in Magnolia Tiny Home Village. 250+ sqft indoor and abundance of outdoor patio and lounge space w/ hammock, fire pit & more. 1 queen in loft and 1 queen sofa bed w/ full kitchen. PRO-decor and furnished. Insta-gram READY! Experience the world of GLAMPING. Romance and Fun for ALL!Reconnect with nature at this unforgettable escape.

4.95 out of 5 average rating, 144 reviews

A rooftop space showcases a 75-inch television mounted on a gray wall. Two modern wicker chairs with blue cushions flank a circular wooden coffee table, which is adorned with a variety of magazines. Green foliage is present, adding a refreshing touch to the area.

Home in Conroe

Contemporary 3 Bedroom-Rooftop- Home

Kick back and relax in this new construction, modern, stylish home. Located in the heart of downtown Conroe. Extremely close to great dining, entertainment, and the Conroe convention center. About 15 minutes from Lake Conroe, this vacation will be one to remember! Enjoy a movie on the rooftop under the stars or make memories around the outdoor fire pit in the backyard. Get cozy in front of the 75” television. With televisions in every room, enjoy a peaceful night’s rest on comfortable beds.

Townhouse in Cochran's Crossing

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.

4.93 out of 5 average rating, 119 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!

4.84 out of 5 average rating, 154 reviews

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

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.

A bright living area features a ceiling fan and large windows allowing natural light. A decorative rug adds warmth to the wooden floor. A wall-mounted TV stands opposite a cozy fireplace, while a breakfast bar with stools is positioned near the open layout.

4.92 out of 5 average rating, 108 reviews

Spacious & Cozy 4BR Home in The Woodlands

• 2050 sq ft, 4BR home on a tree lined neighborhood • Well-appointed with 1 King, 1 Queen, 2 Full beds • Fully stocked and equipped kitchen with Kurig coffee available for each guest • 3 large screen smart TVs in three rooms • Located in the heart of The Woodlands in the Indian Springs sub-division “Very spacious and comfortable with a very well stocked kitchen!” Natalie “The furniture was super comfortable” Andrea “The neighborhood is great and has many areas for walking under trees” Andres

4.95 out of 5 average rating, 192 reviews

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

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.

4.94 out of 5 average rating, 112 reviews

A well-lit open space features a cozy bed with yellow patterned bedding and a kitchen area equipped with modern appliances. A dining table with two chairs and a large wall-mounted television enhance the functional layout. Soft blue walls provide a calming backdrop.

Guest house in Spring

Cozy guesthouse for you!

You'll have a great time at this comfortable place to stay. Neighborhood very quiet and great for evening walks. 5 minutes to: Cynthia Woods Mitchell Pavillion Market Street Town Center Green The Woodlands Mall Portofino Shopping Center 99 Grand Parkway 10 minutes to: Texas Children's Hospital St. Lukes Hospital Houston Methodist Hospital Memorial Herman Hospital Less than 15 minutes to: 6 Flags Hurricane Harbor Waterpark Old Town Spring <30 minutes to: IAH - International Airport

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.

4.9 out of 5 average rating, 146 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!

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.

4.93 out of 5 average rating, 122 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.

4.99 out of 5 average rating, 160 reviews

A spacious living and dining area features a large wooden dining table with black chairs, complemented by a patterned table runner. A cozy seating arrangement is visible, with a fireplace adorned by decorative items. Natural light illuminates the open space, enhancing its welcoming ambiance.

Home in Shenandoah

EV-Charger-Clean- The Woodlands

Amazing LOCATION! About one mile to The Woodlands Mall, Waterway, Market Street, Cynthia Woods Pavilion and more. Family friendly neighborhood with multiple parks, near walking and bike paths. Home has everything you need to feel right at home. Indoor laundry room, coffee/tea bar, smart T.V.'s in each room with streaming programs included. Access to the home is gained by keyless entry. Long term renters are welcome (with prior approval needed). We are just a phone call away!

4.96 out of 5 average rating, 382 reviews

Tiny home in Tomball

A Farm Stay in Tomball

This Farm Stay offers a 320 sq ft cottage. Rest in this clean, cozy and private space. Rise with the rooster, free range with the flock and enjoy this peaceful property. Rock on the porch, listen to the wild birds serenade the farm and roost to the crickets chirping in evening. This cottage is located behind our home in a gated pasture with a view of our pasture and animals.

Popular amenities for The Woodlands pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 14 reviews

The Woodlands R&R

4.86 out of 5 average rating, 29 reviews

The Restful Oak

4.98 out of 5 average rating, 48 reviews

Under a Tree

The backyard features a heated pool with gentle water features, surrounded by a spacious patio. Comfortable loungers invite relaxation, while a shaded patio umbrella provides a spot for outdoor leisure. The home’s brick exterior and lush green landscaping create a welcoming environment.

4.97 out of 5 average rating, 31 reviews

Luxury Woodlands Home - 4 BR, Pool, Private!

4.85 out of 5 average rating, 13 reviews

Quiet Woodlands Townhome

A fire pit area is surrounded by a circular seating arrangement featuring five black Adirondack chairs. The space is illuminated by overhead string lights, casting a warm glow over the grassy lawn and gravel pathway leading to the firepit.

4.98 out of 5 average rating, 122 reviews

New Lake House by Golf course + Kayaks & Game Room

Home in Cochran's Crossing

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.

4.97 out of 5 average rating, 99 reviews

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

4.79 out of 5 average rating, 132 reviews

A spacious living area features a light-filled layout with a comfortable sectional sofa and a modern coffee table. A dining table with grey chairs complements a neutral color scheme. A fireplace adds warmth, while a mounted TV and a decorative wall highlight the inviting atmosphere.

Home in Magnolia

Lovely & Comfortable Home in a Great Location

Pet-friendly home rentals with a pool

A clear swimming pool is viewed from the water's edge, with glistening blue tiles reflecting the sunlight. In the background, a well-maintained two-story home is visible, featuring shaded windows and an awning. Surrounding greenery enhances the tranquil atmosphere.

4.86 out of 5 average rating, 105 reviews

Pool + Hot Tub | 5BR Retreat | Near The Woodlands

4.82 out of 5 average rating, 211 reviews

Quiet Montgomery Home w/ firepit and pool

4.93 out of 5 average rating, 118 reviews

An outdoor space features a large heated pool surrounded by a stone patio. Comfortable seating areas are provided under the cover of the upper balcony. Warm lights create a serene ambiance as the sky transitions into evening colors.

Home in Cypress

Waterfront $ Heated Pool $ Theater | Smart Home

A contemporary home exterior features a private pool surrounded by a patio. Comfortable lounge chairs are positioned by the poolside. The large windows of the home reflect the serene evening sky, creating a calm and inviting setting for relaxation.

4.89 out of 5 average rating, 106 reviews

Lakeside Oasis on Golf Course w/ private pool

4.94 out of 5 average rating, 126 reviews

An indoor heated pool is featured, surrounded by light-colored tiles and accented by a stone waterfall. Lush greenery and potted plants are included, while string lights add gentle illumination to the space. Comfortable seating arrangements are present along one side, providing a relaxing area.

Home in Houston

The Leafy Lounge-Large Home w/ Heated Indoor Pool

A single-story house is framed by lush green trees and manicured lawn. The exterior features a mix of brick and light-colored siding, with multiple windows allowing natural light. A covered entryway provides a welcoming focal point, leading to the front door with a circular window.

4.95 out of 5 average rating, 161 reviews

Gaga’s Haven

4.95 out of 5 average rating, 91 reviews

A cozy guest room features a spacious king-size bed dressed in crisp white linens, complemented by decorative pillows. A vibrant blue couch offers seating, with a rustic table positioned nearby. Natural light streams through large glass doors, providing views of the serene outdoor greenery.

Guest house in Spring

Private retreat in The Woodlands

4.91 out of 5 average rating, 273 reviews

A spacious bedroom features a wooden accent wall and vaulted ceilings, complemented by large windows allowing natural light. A comfortable bed is positioned in the center with a cozy chair nearby. A flat-screen TV is mounted on the wall, providing entertainment options.

Tiny home in Houston

The Rustic Casita - Tiny Home, Cozy Patio, Jacuzzi

Private, pet-friendly home rentals

4.98 out of 5 average rating, 65 reviews

Guest house in Spring

Luxury Home 5,2 miles Airport+Spa+King+Washer+WIFI

4.9 out of 5 average rating, 21 reviews

Comfortable and affordable home in the Woodlands

4.8 out of 5 average rating, 40 reviews

Champion Forest Retreat | Hot Tub • Calm • Comfort

An open living area features a brown leather sofa facing a wall-mounted television. A glass dining table with four chairs is positioned near the kitchen, which is partially visible. Neutral tones and contemporary decor create a welcoming environment, enhanced by natural light.

4.98 out of 5 average rating, 58 reviews

Beautiful 3-bedroom Townhome | The Woodlands

5 out of 5 average rating, 17 reviews

A spacious kitchen showcases modern cabinetry and a large island topped with granite. Three black stools are arranged around the island. Natural light enters through large windows, complementing the open layout, which also includes a dining area with an elegant table and chairs.

Home in Conroe

Springwood Inn

5 out of 5 average rating, 22 reviews

Home in Conroe

Minimalist Modern Guest Apartment

The exterior of a modern two-story structure is showcased, featuring a distinctive octagonal shape with a metal roof. Large glass windows allow for ample light and provide views of the landscaped backyard, which is bordered by trees and decorative stones.

4.87 out of 5 average rating, 31 reviews

Luxury Loft Style House w Pool | The Woodlands

An outdoor space features a large swimming pool with a spa section, surrounded by a patio made of gray stone pavers. Red chairs are positioned nearby, with trees providing a natural backdrop. A playhouse can be seen in the distance, nestled among the greenery.