Holiday rentals with a pool in Cypress

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Top-rated rentals with a pool in Cypress

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A cozy living area is featuring a spacious, light gray sectional sofa adorned with decorative pillows. Framed artwork lines the walls, and a ceiling fan gently stirs the air. An open dining space with a wooden table and chairs is visible in the background.
Townhouse in Energy Corridor
4.82 out of 5 average rating, 248 reviews

Energy Corridor 1 Level Home Assigned Parking

Enjoy this remodeled 2 bedroom Townhome. With easy access to everything Houston has to offer. It is steps from public transportation, has a reserved parking spot,swimming pool for the summer months, a lovely outdoor eating area, quiet location. The unit has 2 bedrooms, one and a half bathrooms, a TV in the living room and each bedroom. The kitchen is outfitted with everything you need and Houston has every kind of dining and nightlife you could ask for. Right here in the Energy Corridor and close to every major road way.

Superhost
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
4.88 out of 5 average rating, 236 reviews

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.

Guest favourite
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
4.8 out of 5 average rating, 114 reviews

*Spring Branch/Houston tiny home*

Cute, clean, and functional pool house. 150SF Perfect for 1 or 2 people. 20 min. from down town. Wifi,mini fridge w/freezer & microwave provided. The best taco trucks are around the corner. We offer pool passes for $20 per day. Read guest book for food options in area. Note: this is similar to a studio, and is 150SQFT. Guest house is separated from the main house. You have your own private entrance, large fenced in green space, free parking, and keyless entry. Thanks for booking!😊 Cheers!

Top guest favourite
A serene backyard features a heated pool and spa surrounded by a textured patio. The two-story home showcases multiple windows, inviting natural light. A shaded seating area with an umbrella and lounge chairs offers comfortable outdoor relaxation, with a fenced area providing privacy.
Home in Houston
4.97 out of 5 average rating, 137 reviews

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

WELCOME TO OUR BEAUTIFUL HOME! Enjoy endless entertainment w/Pool Table, Pac-Man Arcade & Heated Pool/Spa feature in your own private backyard oasis! Conveniently located w/easy access to HWYs & exciting attractions Houston offers! This spacious 2-story features an open layout/4 Beds, 2.5 Baths w/Queen beds & TV’s. A fully equipped kitchen, office/library stocked w/tons of books & games! Step outside to the backyard retreat w/ample outdoor seating, BLACKSTONE GRILL, lounge, cabana & fire-pit!

Top guest favourite
A cozy living area features a plush couch adorned with decorative pillows and a textured rug. Lush plants are displayed throughout, adding a vibrant touch. Large windows provide a bright backdrop with views of the downtown skyline, and a mounted TV is positioned on the wall.
Flat in Houston
4.99 out of 5 average rating, 249 reviews

Tranquil Studio, Pool, Downtown View, Work-Ready

Relax in this super vibey, plant-filled studio with a private downtown view balcony and access to a 24/7 rooftop pool. Guests rave about the calming energy, greenery, décor, and peaceful atmosphere, perfect for unwinding or working. Centrally located and safe, this dog-friendly quiet retreat also features high-speed Wi-Fi and is ideal for solo travelers, couples, or business. With a host who goes above and beyond, experience the peaceful energy that makes this space unforgettable. Book now!

Guest favourite
An outdoor oasis features a free-standing hot tub bubbling with water, surrounded by a patio with lounge chairs adorned with bright red cushions. A spacious swimming pool is visible in the background, complemented by a covered seating area providing shade.
Home in Cypress
4.88 out of 5 average rating, 144 reviews

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.

Guest favourite
The image showcases a spacious backyard featuring a heated pool and a hot tub. Comfortable lounge chairs line the poolside, alongside vibrant seating under a shaded pergola. Lush greenery adds a tropical feel, enhancing the inviting outdoor atmosphere.
Home in Katy
4.86 out of 5 average rating, 102 reviews

Katy Oasis With Luxury Heated Winter Pool

Welcome to our luxurious pool home located in a family-oriented community! This stunning property offers everything you need for a memorable and relaxing stay. With 4 spacious bedrooms and 2.5 baths, there is ample space for everyone to unwind and make themselves at home. No parties allow at the property unless with previous authorization for guest only. The attention to detail is evident with every detail in mind for your comfort home away from home, tranquil & quiet atmosphere.

Top guest favourite
A stock tank pool is situated beside a compact mobile home, surrounded by a wooden deck and outdoor shower. Bright sunlight filters through the trees, casting gentle shadows on the serene space. A shaded area offers a relaxing comfort for outdoor enjoyment.
Tiny home in Houston
4.91 out of 5 average rating, 153 reviews

The Fifth Wheel | Camp Fire | Stock Tank Pool

Are you a lone traveler and wonder what is it like to live in a true tiny house on wheels, or a couple looking to experience tiny living, but with all the amenities? Welcome to the Fifth Wheel! We are inspired with utilizing small space and turn them into amazing living experience. the home equipped with everything you need when traveling. The home is pack with efficient design, front porch with cover, stock tank pool, outdoor shower, Wifi, comfy bed and pillow & free parking

Guest favourite
A two-story lakefront guesthouse is featured, showcasing expansive windows and a tiled roof. Lush greenery surrounds the property, and a patio area with outdoor seating is visible along the water's edge. The tranquil setting offers a serene view of the lake.
Guest suite in The Woodlands
4.89 out of 5 average rating, 275 reviews

Lakefront Guesthouse: Pool, BBQ, Bike

Lakefront Guesthouse with private access to the Lake. Spacious 1-Bed Suite (900sft) for peaceful and comfortable stay for your family (1 King Bed and 1 Queen Bed). Can accommodate up to 4 adults or 5 people including kids Enjoy the Lakeview, Pool, Sunrise/Sunset, Grill and Patio. Please note, the Guesthouse is attached to the main house where we live. All the interior pictures are from the Guesthouse. Guests don’t share any space with us except the driveway and backyard.

Guest favourite
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
4.9 out of 5 average rating, 229 reviews

The Rustic Casita - Tiny Home, Cozy Patio, Jacuzzi

Escape to our charming Rustic Casita, a private studio apartment nestled in the back of our home, perfect for a romantic Couples Retreat or a relaxing getaway. Our secluded espace offers; •Keyless Gated Entrance EV ⚡️CHARGING ( Bring your own Cable) Dining table under a covered porch •Private jacuzzi spa for ultimate relaxation Located near Heights and Garden Oaks, just 12 minutes from downtown Houston and 20 minutes from IAH airport ✈️ Long Term Stays Welcome 🙏

Guest favourite
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
4.95 out of 5 average rating, 106 reviews

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.

Top guest favourite
A sunset casts a warm glow over a ranch house, framed by large oak trees. The spacious porch features a swing and rocking chairs, providing a cozy spot to enjoy the view. Expansive windows allow for ample natural light, enhancing the warm ambiance.
Farm stay in Waller
5 out of 5 average rating, 110 reviews

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.

Popular amenities for Cypress rentals with a pool

When is the best time to visit Cypress?

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Avg. price$157 SGD$157 SGD$180 SGD$205 SGD$176 SGD$176 SGD$205 SGD$176 SGD$170 SGD$193 SGD$199 SGD$200 SGD
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Quick stats about holiday rentals with a pool in Cypress

  • Total holiday rentals

    Explore 140 holiday rentals in Cypress

  • Verified guest reviews

    Over 2,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    140 of Cypress holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cypress rentals

  • 4.7 Average rating

    Cypress stays receive an average rating of 4.7 out of 5 from guests

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