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, 114 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.

4.88 out of 5 average rating, 247 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, 114 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!

4.93 out of 5 average rating, 98 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

An outdoor patio area is presented with comfortable seating arrangements, including wicker chairs and a glass-top table. A view of the serene water and green landscape is visible beyond the patio, enhanced by the gentle shade of a pergola and nearby trees.

4.89 out of 5 average rating, 105 reviews

Your peaceable kingdom on the lake in Conroe Texas

Lake living at its best. Freshly aired and professionally cleaned between guests. Fully equipped kitchen. Well stocked office away from home. Accessible entryway and shower for easy mobility. 15 minutes away from The Woodlands, shopping, malls, movie theaters, great restaurants, Panorama Village golf course, water sports and everything Conroe has to offer. Enjoy walking trails around the beautiful lake with ducks, grey herons and other wildlife. No small dogs in backyard. No cats please.

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.

4.97 out of 5 average rating, 117 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.

4.82 out of 5 average rating, 122 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.

4.9 out of 5 average rating, 135 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!

4.93 out of 5 average rating, 114 reviews

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

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, 156 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

CLEAN-Updated - 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!

4.95 out of 5 average rating, 180 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, 369 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

The living room features a modern design with a large flat-screen TV mounted on the wall. Two comfortable seating areas include a navy blue sofa and a pair of tan chairs. A round coffee table sits on a textured rug, enhanced by natural light from large windows.

4.93 out of 5 average rating, 28 reviews

Chic Contemporary Home w/ Park + Garage/Pets ok

A spacious living area features large windows allowing natural light to fill the room. A modern television is mounted on the wall above a cozy fireplace, while a neutral-toned coffee table rests on soft carpeting. Comfortable seating includes a sectional sofa and an accent chair.

4.93 out of 5 average rating, 14 reviews

Elegant Oasis | Prime Stay

4.94 out of 5 average rating, 188 reviews

The exterior of the vacation home features a welcoming front porch with two sets of white columns. A neat pathway leads to a red door, while lush green grass surrounds the property. Nearby trees and a fenced yard enhance the outdoor space.

Home in Tomball

Red Door Retreat- Stroll to Main St. X & festivals

4.8 out of 5 average rating, 10 reviews

Quiet Woodlands Townhome

4.98 out of 5 average rating, 114 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

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.

4.98 out of 5 average rating, 92 reviews

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

4.97 out of 5 average rating, 235 reviews

An inviting outdoor space features a pergola adorned with string lights, providing a cozy ambiance. Comfortable seating is arranged on a patio area with a gas grill nearby. Green grass surrounds the paved section, enhancing the area for relaxation and dining.

Home in Houston

Cozy 2-Bedroom Home w/ Study Room near IAH Airport

A cozy living area is equipped with a leather sofa and two armchairs, arranged around a wooden coffee table. Warm lighting from wall sconces complements the decor, while a vibrant area rug adds color to the space. Framed art pieces adorn the walls.

4.89 out of 5 average rating, 47 reviews

Cozy The Woodland Retreat with Serene Private Pool

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 258 reviews

A private pool is highlighted beneath a spacious covered patio. Comfortable lounge seating surrounds the pool area, while a basketball hoop is visible at one end. Warm sunlight reflects off the water, creating a serene and inviting outdoor space.

Home in Cypress

Heated Pool Theater Luxury 4BR Retreat

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.

4.81 out of 5 average rating, 196 reviews

Home in Montgomery

Quiet Montgomery Home w/ firepit and pool

4.86 out of 5 average rating, 137 reviews

A glass door opens to reveal a scenic water view, framed by a cozy seating area with woven chairs. A small circular table sits on the patio, complemented by a decorative plant nearby. The expansive outdoor space invites relaxation.

Apartment in Montgomery

Stunning Waterfront Lake Conroe - Ground Floor

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

4.78 out of 5 average rating, 121 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

*Tiny home in Spring Branch/Houston*

4.78 out of 5 average rating, 103 reviews

The tranquil pool area is illuminated with vibrant purple and green lighting, highlighting the lush tropical flora surrounding it. A waterfall feature is visible, and the serene water reflects the ambient lighting, creating a peaceful nighttime atmosphere.

Villa in Conroe

Huge Private Pool + Slide on Golf Course

4.95 out of 5 average rating, 114 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

Private, pet-friendly home rentals

4.75 out of 5 average rating, 8 reviews

Comfortable and affordable home in the Woodlands

4.72 out of 5 average rating, 18 reviews

Champion Forest Retreat | Hot Tub • Calm • Comfort

An inviting living room is visible from an elevated perspective, showcasing a spacious sectional sofa and a matching loveseat arranged around a central coffee table. Natural light filters through large windows, illuminating the area rug that features a geometric pattern. A tall plant is strategically placed in the corner.

4.96 out of 5 average rating, 24 reviews

New! 4BR/Easy Access to all Woodlands amenities

A spacious living and dining area showcases a natural wood table surrounded by four modern chairs. A comfortable sofa is positioned near a flat-screen TV and fireplace, with soft lighting from two light fixtures. Floor-to-ceiling curtains frame large windows, contributing to the inviting atmosphere.

4.64 out of 5 average rating, 11 reviews

Cozy Stay in The Woodlands TX

4.98 out of 5 average rating, 46 reviews

Home in The Woodlands

Under a Tree

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.

5 out of 5 average rating, 13 reviews

Springwood Inn

The front view of a two-story house is surrounded by tall trees, providing a natural setting. A spacious driveway leads to the garage on the right. The house features a welcoming entrance with a decorative wreath, and a balcony extends over the entrance, framed by white railings.

4.98 out of 5 average rating, 82 reviews

Woodlands Oasis | 3 BR/2.5 BA | Heated Pool & Spa