Holiday rentals with a pool in Cypress

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

Aloha and Welcome! Our home invites you to rest, relax, and recharge. Located on a quiet, tree lined cul-de-sac, our two-story, 5bd/2.5 ba salt water pool home offers: *A fully stocked kitchen with all kitchenware and cooking essentials *Dedicated work or entertainment space *Salt water pool & hot tub *Covered patio with outdoor tv (swivels to watch from the pool) & volcano rock fire pit *Outdoor kitchen with gas BBQ grill & fridge Your oasis awaits. Welcome home, Ohana! You belong here <3

Country Sanctuary-5*Lux King Bed-2,400+ Sq Ft

This beautiful, custom-built 2,400+ sq ft home, that sits on 1 acre, is surrounded by the woods and the many deer, giving you all of the privacy you will need for a relaxing retreat. If you want to feel peace and tranquillity while listening to the birds chirping, you want to stay here. Please make the Country Sanctuary a favorite in your search by clicking on the RED HEART in the upper right hand corner, this will help you find it again and share with others. Christmas Tree for the Holidays

PH1 - Pool House Pied-À-Terre Suite

Luxury Pool House Suite with Amazing Finishes. This Space is one of the two pool house suites that sits behind the main house. All three spaces share the luxurious back yard, spa and pool. Guest are limited to keep up with covid restrictions and to help ensure the chill relaxed vibe the space creates. No parties/events are hosted here and the only way to have the pool & spa privately, is to rent the entire compound. The main house has a (3) day minimum. Ask for details if interested.

Upscale Cypress Stay Pool, Hot Tub, EV, Sleeps 20

Welcome to the Boutique Bunkhouse—your spacious Cypress getaway just 5 minutes from Houston Premium Outlets. This 3,600+ sq ft home features 4 bedrooms, 3.5 baths, a private pool, freestanding hot tub, billiards room, theater with Xbox, and full kitchen. Sleeps up to 20 with 2 king beds, 1 queen-over-queen bunk, and 3 full-over-full bunks. Perfect for professionals, families, and group travel. EV charger, Smart TVs, and pet-friendly. Quiet hours 8 PM–8 AM. No events or parties allowed.

Katy Oasis With Luxury Heated Winter Pool

Enjoy a relaxing getaway at this spacious 4BR Katy retreat featuring a private heated pool, outdoor lounge, game room, and fully equipped kitchen. Perfect for families and groups, the home offers comfy bedrooms, multiple TVs, fast WiFi, and plenty of space to unwind. Located in a quiet neighborhood close to shopping, dining, and parks. Ideal for long stays, weekend escapes, and special occasions. No parties allow at the property unless with previous authorization for guest only.

HOUSE w/private POOL

This Fabulous Home near willowbrook mall located just North of Houston, offers an ideal living space with four spacious bedrooms upstairs, perfect for accommodating a family or guests. Downstairs, you'll find a cozy living room, a well-appointed kitchen, and other essential features for comfortable living and entertaining. Whether you're looking for a peaceful retreat or a features an open-concept design promoting seamless interactions between family members and guests.

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.

The Leafy Lounge-Large Home w/ Heated Indoor Pool

Welcome to the Leafy Lounge with the private indoor HEATED pool, where your stay will be an unforgettable experience! This unique and spacious home is ideal for families, friends, and anyone looking to immerse themselves in a peaceful getaway. Enjoy a private indoor swimming experience using the heated pool and hang out in the large indoor patio. Plan your trip with ease in this fully equipped home while enjoying all amenities regardless of weather.

Tranquil top floor studio with skyline view

Tranquil top floor studio with skyline views in a prime central location. Bright, quiet, and intentionally designed for rest and ease. Wake up to sunrise from the king bed and unwind in a calm, elevated space above the city. With over 300 stays, guests consistently mention the comfort, cleanliness, and how relaxed they feel here. Thoughtful hosting and a smooth, reliable stay. Secure parking included, with easy access to Downtown and the Heights.

Beautiful Country Farmhouse

Relax with the whole family at this peaceful place to stay. Pond for fishing, cows you can feed and horse to pet. Relax on the porch or on the swing hanging from a large oak tree. Your family will love their stay. The house sits on our family property which is on 10 ac res and it is located next to the owners house. We live on the property with our 3 kids it is a working ranch we have cows , horse, dogs and would love for y’all to come stay.

Lux Retreat w/ Heated Pool (Optional Upgrade)

A great escape from the city! Quiet neighborhood, not too far from the city but far enough to relax and enjoy the quiet neighborhood with an outdoor pool. Only 30 minutes from downtown Houston. Come relax or enjoy the house with family and friends. Perfect for a weekend getaway. This is not an ideal place to have parties because we want to be respectful to our neighbors. We have 5 official beds (1 king bed, 2 queen beds and 2 full size beds).

Gorgeous Home W/Heated POOL/SPA & Fun GAME ROOM!

Welcome to your private luxury retreat! This elegant 4-bedroom, 2.5-bath home offers an open-concept design with plush queen suites, Smart TVs, and a fully equipped kitchen. Enjoy endless entertainment with a pool table and classic Pac-Man arcade, then unwind in the resort-style backyard featuring a heated pool and spa, cabana lounge, fire pit, and Blackstone grill. Perfectly located with easy access to Houston’s top attractions!