Pet-friendly holiday rentals in The Woodlands

The kitchen features modern black cabinetry and stainless steel appliances, including a refrigerator and oven. A large central island with seating for three is complemented by natural wood flooring. Shelving displays cooking essentials, and natural light floods in through the window.

5 out of 5 average rating, 102 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, 102 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.

4.88 out of 5 average rating, 234 reviews

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

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.

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, 110 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!

4.98 out of 5 average rating, 110 reviews

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

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.

4.81 out of 5 average rating, 112 reviews

A welcoming outdoor space features a wooden deck with two chairs and a small table. Potted plants add greenery, while the entrance to the studio is framed by a large window and a door with a modern lockbox. A privacy fence borders the area.

Flat in Spring

Abby House

You and your pets will love this home! In the heart of it all: The Woodlands Mall, ExxonMobil, the Waterway, hiking trails, shopping, restaurants, hospitals. Just one block west of I 45 in The Woodlands. Cozy, studio that sleeps 3 adults or 2 adults/2 children. Privacy fenced back yard (all deck) with direct access to dog park. Backs to woods. Amazing gardens, kids play area, and fire pit. First Cup Coffee is renovating the main building and will open sometime before Thanksgiving 2024.

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.

4.91 out of 5 average rating, 124 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!

4.96 out of 5 average rating, 224 reviews

An outdoor patio space is presented, featuring two black chairs beside a table. A hot tub is situated to the left, while glass doors lead into a cozy interior that includes a comfortable living area with soft seating and a dining space lined with modern amenities.

Tiny home in Spring

*HOT TUB* | Spacious 400 Sqf Tiny Home Experience!

Welcome to The Garage-- A one of a kind, super private, super spacious barn-style tiny home! At 400 Sf, you'll get the same comfort & amenities you would from a big home while being able to tell your friends you stayed in a tiny one! Here for work? Only 3 blocks from I-45 & HYPER fast wifi gives you access to the interwebs or the interstate so you can work efficiently. Here to AVOID work? Me too! Enjoy a romantic sunset from our cozy patio or a nice beverage in our bubbling hot tub!

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, 108 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.

4.97 out of 5 average rating, 230 reviews

Guest house in Houston

Modern 1 Bedroom Private Guesthouse, close to IAH!

A modern, quiet, comfortable guesthouse with a washer/dryer located 5 miles from IAH. Also close to Old Town Spring and I-45, just over 25 mins from downtown Houston and 15 from The Woodlands. Small, quiet neighborhood with a great patio space that guests are welcome to enjoy. A queen air mattress and a pack n play are also available upon request. The guesthouse is fully separated from the main house, with a private entrance and parking for 1 regular sized vehicle.

4.95 out of 5 average rating, 174 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. Float around the seasonal splash pool, soak in the hot tub, 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.

4.96 out of 5 average rating, 363 reviews

A cozy outdoor space is illuminated by string lights, creating a warm ambiance at dusk. A bar area is visible alongside a picnic table, surrounded by gravel and bordered by wooden decking. Adjoining seating areas include red adirondack chairs, enhancing the inviting atmosphere.

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

Home in Cochran's Crossing

An inviting pool area is highlighted by a sparkling blue pool and a spa, both surrounded by lush greenery. Soft lighting is provided by string lights overhead, creating a serene evening atmosphere amidst the trees.

4.91 out of 5 average rating, 150 reviews

Private house-The Woodlands w/pool and generator.

4.98 out of 5 average rating, 42 reviews

Under a Tree

A private theater room features comfortable reclining seats arranged to face a large screen. Dark walls enhance the cinematic experience, and decorative movie posters add character. A sleek electric fireplace provides warmth, while a small side table holds two water bottles for convenience.

4.92 out of 5 average rating, 36 reviews

The Woodlands Retreat Getaway & Theater Luxury

4.95 out of 5 average rating, 127 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

4.94 out of 5 average rating, 173 reviews

The outdoor space features a spacious patio adorned with a seating arrangement including multiple chairs and a sofa. A decorative wall of flowers adds color, while a nearby swing enhances the relaxing ambiance. Fencing provides privacy, creating a comfortable environment.

Home in Houston

Safe/Cozy/Fireplace/ Outdoor Seating Free Netflix

4.75 out of 5 average rating, 4 reviews

Woodlands Retreat House

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.

4.91 out of 5 average rating, 96 reviews

Spacious & Cozy 4BR Home in The Woodlands

4.95 out of 5 average rating, 104 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

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 127 reviews

A serene view of a calm cove is presented, featuring a small fishing boat on the water. Two colorful Adirondack chairs are positioned on the patio, overlooking the lush green lawn and flowering plants near the water's edge. The backdrop includes tranquil residential buildings.

Apartment in Montgomery

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis

5 out of 5 average rating, 22 reviews

A brightly colored bedroom features a full-size bed with a striped duvet cover. Above it, a twin bunk bed provides additional sleeping space. A red sofa is positioned near the foot of the bed, complementing the room's modern, geometric design.

Villa in Spring

Near Woodlands | King Bed | Coffee Bar | Fire Pit

4.8 out of 5 average rating, 113 reviews

A cozy sleeping area features a spacious bed with neutral bedding and a decorative yellow pillow. A soft blanket drapes over the bed. The small kitchenette is visible in the background, showcasing a coffee maker, mini fridge, and cabinets.

Guest house in Houston

*Spring Branch/Houston tiny home*

4.99 out of 5 average rating, 106 reviews

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.

Home in Montgomery

New Lake House by Golf course + Kayaks & Game Room

4.95 out of 5 average rating, 151 reviews

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.

Home in Montgomery

Gaga’s Haven

4.95 out of 5 average rating, 140 reviews

A cozy living area features comfortable black reclining sofas with accent pillows, surrounded by warm-toned decor. A coffee table holds magazines and a decorative plant. Soft lighting complements the inviting space, which opens to the kitchen area in the background.

Apartment in Montgomery

Lakefront Action | Paddle • Pickle • Pool • Sunset

4.93 out of 5 average rating, 72 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

4.86 out of 5 average rating, 248 reviews

A waterfront view is presented, showcasing a well-maintained grassy area leading to the water's edge. The spacious multi-story building is visible in the background, with a marina and a paddleboat docked nearby. The sky is clear, extending to the horizon.

Apartment in Willis

Lakefront Bliss

Private, pet-friendly home rentals

5 out of 5 average rating, 3 reviews

A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. An island with a smooth countertop provides additional prep space. Natural light floods the area through large windows, illuminating the open layout that connects to the living space.

Flat in Conroe

Modern Forest Unit A

4.98 out of 5 average rating, 56 reviews

A cozy outdoor space is illuminated by soft, ambient lighting and neon signs. A hot tub with bubbling water is centered in the area, surrounded by plush seating adorned with decorative pillows. Wooden walls enhance the inviting atmosphere, complemented by decorative elements and subtle greenery.

Guest house in Conroe

• The Sweet Escape •

4.84 out of 5 average rating, 19 reviews

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.

Guest house in Spring

Retreat w Pool in The Woodlands

5 out of 5 average rating, 5 reviews

Sweet home with plenty space, great neighbors.

4.95 out of 5 average rating, 21 reviews

The resort-style pool area is framed by stylish lounge chairs and shade umbrellas. The clubhouse buildings provide a modern architectural backdrop, while large windows allow natural light to fill the space. A clear blue sky adds a bright atmosphere to the inviting outdoor setting.

Home in Magnolia

Modern Magnolia Cottage | Pool & Gym Access

The entrance features a welcoming covered porch with a red front door. A brick wall provides a textured backdrop, while potted plants in earthy tones are positioned on either side. The paver stones create a patterned surface leading towards the main entrance.

5 out of 5 average rating, 11 reviews

The Eagles Nest

5 out of 5 average rating, 3 reviews

Relaxing Woodlands Getaway • Gym, Media & Backyard