Holiday rentals with a hot tub in The Woodlands

Holiday home in Montgomery

A private pool is visible with a gently sloping lounge chair floating on the water's surface. Surrounding palm trees and natural stone formations create a serene ambiance under bright blue skies.

4.95 out of 5 average rating, 195 reviews

Prancing Horse Estates:10 acre resort w/pool, spa

Welcome to Prancing Horse Estates! This is a private gated 10 acre estate with private pool, spa and waterfall + 4 bedroom home. You’ll love it if you like upscale indoor style combined with beautiful outdoor space. 10 acres- 4 meadow and 6 densely wooded with 2 paths along the creek, with lovely poolside space with seating for 16+. Well stocked library, children’s room, indoor/outdoor games. Certified Wildlife Habitat® site with the National Wildlife Federation and Texas Conservation Alliance.

4.93 out of 5 average rating, 123 reviews

A spacious pool area features a rock formation waterfall and a curved deck surrounding the water. Cabanas and sun loungers provide relaxation spots, while colorful umbrellas offer shade. Lush greenery and trees frame the backdrop, enhancing the outdoor space.

Home in Conroe

Resort Backyard Escape | Pool Spa + Outdoor Cinema

Escape to your private resort style oasis near Lake Conroe, where comfort meets unforgettable fun. This modern, fully electric home features 4 spacious bedrooms with 6 beds and 3.5 baths, perfect for groups and families. Enjoy movie nights under the stars, air hockey in the living room, a built in BBQ island, and life size games in the expansive backyard. Lounge on the stylish patio, relax poolside with sun loungers and cabanas, and make memories that last a lifetime in your ultimate getaway!!!

4.87 out of 5 average rating, 172 reviews

An inviting outdoor space features a wooden hot tub filled with bubbling water. Two comfortable hanging chairs are positioned nearby, surrounded by greenery. In the background, a dining table with chairs sits under a decorated pergola, complemented by a cozy fire pit on the patio.

Tiny home in Magnolia

FIJI Tropical Island Experience!

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. Tiny home w/ 1 queen on loft , queen sofa bed & abundance of outdoor patio space. Outdoor lounge space w/Solo-Stove fire heater, dinnette, & hammock. PRO-decor and furnished. Insta-gram READY! Experience the world of GLAMPING. Romance and Fun for ALL!Reconnect with nature at this unforgettable escape.

A spacious living area features plush gray sofas with tufted upholstery, complemented by black accent chairs. A neutral area rug covers the floor, while a round coffee table sits at the center. Natural light pours through large windows, enhancing the room's inviting atmosphere.

4.93 out of 5 average rating, 118 reviews

Amazing getaway in the Woodlands with Private Pool

Your Private Resort in The Woodlands, Texas Skip the crowded hotel pool. This vacation home comes with a private heated pool and jacuzzi, plus a backyard built for entertaining — complete with a summer kitchen, grill, and mini fridge. Tucked into the quiet Sterling Ridge community, you’re just a mile from grocery stores, Starbucks, and everyday essentials. 15 minutes to the Mall, Market Street, and The Waterway — and under five miles from the area’s best dining, shopping, and entertainment.

A large inground pool is surrounded by a spacious wooden deck, featuring lounge chairs and umbrellas for shade. The home, visible in the background, showcases large windows and a welcoming exterior, integrated seamlessly with the lush greenery of the surrounding area.

4.96 out of 5 average rating, 172 reviews

Poolside Summer Large Family Home Gather Here

This spacious home offers a serene escape. With soaring ceilings, abundant natural light, huge deck featuring a sparkling pool, it's the perfect retreat for families and friends. Enjoy a master suite complete with a jacuzzi and loft, or unwind in the inviting living room, complete with wet-bar and stunning pool views. The well-equipped kitchen and dining areas make entertaining a breeze, while nearby amenities of The Woodlands provide endless opportunities for shopping, dining, and recreation.

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, 165 reviews

Private house-The Woodlands w/pool and generator.

Entire house with a pool/spa and backup generator in The Woodlands, TX - Ideal for a family holiday or weekend getaway. Minutes to Cynthia Woods Pavilion; Market St./Waterway; 160+ miles of pathways and trails serving as a safe venue to enjoy the outdoors; a 20-minute drive to Lake Conroe and Renaissance Festival. NOTE: No parties. Limit 2 cars on the driveway. House fits 6 people but $25/person/night after 1st two adults; children under 13yrs no extra charge. Prefer self-sufficient guests.

A spacious outdoor area features a patio with two black wicker chairs and a round table, set against a backdrop of lush greenery. A pool glistens nearby, surrounded by neatly landscaped borders, while large windows illuminate the inviting interior of the home.

4.91 out of 5 average rating, 202 reviews

Lovely Woodlands home w/heated pool and spa!

Relax with the whole family at this peaceful Woodlands home. This house has free parking space and a heated pool to enjoy it during winter (spa's included but there is an additional charge for heated pool due to energy costs) 100% equipped and ready to become your home away from home. You’ll have this entire Woodlands home to yourself. Whether you are here for shopping, tourism or to visit one of the hospitals nearby, you’ll fall in love with this incredible house and the amenities provided.

An outdoor area features a serene blue pool surrounded by tropical landscaping. A red umbrella provides shade over lounge chairs. Stone borders the pool, while vibrant flowers are positioned in planters nearby. The modern architecture of the house is visible in the background under a partly cloudy sky.

4.8 out of 5 average rating, 162 reviews

Tropical Private Villa with Pool, Modern decor.

Bring the whole family to this great place 4,700 sqf. with lots of room for fun. Spacious 4 bedroom, 4.5 bathrooms, large game room, and huge home theater room, sleeps up to 8 people. Clean, bright, sunlit living space with brand new furnishings. 2 King beds, 3 queen beds. Tropical backyard, KitchenAid grill and outdoor lounge with newly renovated pool and spa (Remodeling was completed May 30th 2022). Entertainment has Neflix, Paramount, Disney Plus, and Amazon Prime. Happy stays.

Guest house in Shenandoah

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.

5.0 out of 5 average rating, 191 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.

4.86 out of 5 average rating, 118 reviews

The outdoor salt-water pool and hot tub are illuminated in shades of blue, creating a serene nighttime ambiance. Soft lights outline the area, accentuating the smooth, curved edges and peaceful surroundings, inviting relaxation and tranquility.

Home in Conroe

ALOHA! Hawaii in The Woodlands 5BD/3BA Sleeps 10

Aloha and Welcome! Whether you’re visiting Lake Conroe for the weekend, working in The Woodlands, attending a concert at Cynthia Woods Mitchell Pavilion, competing in the Iron Man, traveling as a medical professional, or bringing the family for a tournament, our home is designed to help you relax after a busy day. Enjoy spacious bedrooms, fast Wi-Fi, a fully stocked kitchen, and easy access to shopping, restaurants, and major employers. Your island oasis awaits. Welcome home, Ohana!

4.96 out of 5 average rating, 299 reviews

Hot Tub! | Private, Modern Tiny Home Getaway

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!