
Holiday rentals in Cypress
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Top-rated holiday rentals in Cypress
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Tiny House on the Prarie
Tiny House on the Prairie is waiting to include you and your guest in this picturesque escape from the city. Snuggle up like a bug in a rug in the King size bed nestled in the loft. Wake up to a view of the grazing horses and cows. Watch the sunrise from the porch. This Tiny House is located on a 205 acre working ranch and riding stables. Enjoy living amongst the herd or venture out to old town Katy about 20 minutes south. There are cute antique shops and some mom-and-pop restaurants. Pets Yes

Nice Relaxing House for Family & Friends Gathering
Bring the whole family to this great house in a quiet area in Cypress for a lot of fun. There are 4 spacious rooms, and a study room used as a working area or a 5th room. Small gathering in the big backyard with No loud music, enjoy delicious barbecue meal and feel the warmth of a memorable chat around the pit fire. Kids will have fun time playing in the private playground swing set. Going inside, play pool table and multiple board games while watching TV. No pets are allowed inside the house.

Cozy and Private Guest Apartment with King Bed!
Enjoy privacy and comfort in this lovely guest apartment in Cypress, TX. Enjoy a king bed, screaming fast Internet, washer/dryer, water filter/softener, TV with Hulu, sofa bed, with queen memory foam mattress. Located between Cypress Outlets, Katy MIlls, hospitals, and approx. 30 miles to downtown. Enjoy some time by the lake, the Boardwalk is only about 3 miles away; or take in a movie down the street. If you want an adventure or a place to relax, this guest apt is right for you.

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.

Bright & Peaceful 6BR Waterfront Family Retreat
Welcome to Harbor Bliss – a bright, spacious waterfront home designed for family connection and relaxation. With stunning views, natural light, and a layout that offers both privacy and togetherness, it’s perfect for creating special memories. Enjoy peaceful mornings, shared meals, and beautiful sunsets by the water in a place where everyone feels at home. Just a short drive away, you’ll find Houston Premium Outlets, a popular shopping destination with over 140 brand-name stores.

“The Pilot’s House”- Clean, Modern, Tasteful!
“The Cleanest Place we have ever stayed!” - From a recent Guest book entry! This is a brand new home located in one of Houston’s premier master planned communities. Professionally decorated with 100% brand new quality furnishings, specifically designed by a traveler with travelers in mind. This home has been modeled after some of the finest international hotels with a Texas flair. Comfort and convenience abound with easy access to the Grand Parkway and The Woodlands!

Full House/Back Yard/Wifi/Garage
NEW! This brand new house (2021 built) is available for your family. 3 bedrooms (2 baths) and sofa sleeps. We can accommodate up to 6 people (adults / kids). House is minutes away from Premier Baseball, and RT-99 corridor. 15 mins from Tomball medical centers / Tomball - Market St. 15 mins from Premier Outlets. ~20-25 mins drive to ExxonMobil Campus & HP Campus. Ideal for families with small kids. *Ask for long-term rentals* *** STRICTLY no Parties ***

Not So Basic N' Cypress, TX!
Welcome to Not So Basic! Located in the heart of Cypress, TX, offering over 3,350 sq. ft. of living space. This property is ideal for both a quick weekend getaway or an extended relaxing stay. Home has a hockey table, pool table, giant connect 4, as well as an indoor putting green. Accommodations include three spacious king-sized beds and two queen-sized beds, ensuring comfort for all guests. Check out our other Airbnb! airbnb.com/h/thezenfulretreat

Heated Pool Theater Luxury 4BR Retreat
Welcome to your luxury 4-bedroom retreat! Enjoy a heated pool, private home theater and spacious living area perfect for families or groups. 4 plush bedrooms & 3.5 baths Fully equipped chef’s kitchen Fast Wi-Fi & dedicated workspace Backyard seating and grill Minutes to dining, shopping and major highways—yet tucked in a quiet neighborhood for restful nights. Book now to secure your dates and start planning an unforgettable stay!

Unique Restful 3BR@WaterView
Take a break and unwind at this peaceful oasis with the water view Visioning your family enjoy your sweet vacation in a quiet neighborhood with lot of access to outdoor activities and places. * 2 miles from Cypress Top Historic Park * 8 miles from Kickerillo-Mischer preserve * 8 miles from Mandolin Gardens Park, *8 miles from Matzke Park * 22 miles from TGR Exotics Wildlife Park and many more

Quiet Elegance
My home is inviting because it provides peaceful, tranquil and a relaxing space for you to come when traveling. We are located near the Cypress Outlet, the newest restaurants and easy access to major freeways. People from all backgrounds are welcome in my home. Designed for family or couple get-aways. It's not suitable for big parties... Yet! Enjoy

Waterfront $ Heated Pool $ Theater | Smart Home
Located in Cypress. Waterfront location in quiet neighborhood. Located 1 mile from great restaurants and HEB. 2 miles from Town Lake. Great waterfront restaurants like Ambrizia Social Mexican Kitchen and Local Table has a great brunch! 32 miles from downtown Houston. 30 miles from Bush-internatiinal iah airport.
Popular amenities for Cypress holiday rentals
Other great holiday rentals in Cypress

Modern Comfort, 3-Bed Apartment with Balcony

Sugarberry

Champion Forest Retreat | Hot Tub • Calm • Comfort

Luxury Lakefront 4BR | Family & Corporate Friendly

Private Entry Suite | ADU | 24/7 self check in

The Cabin at Crazy K Farm

Dog-Friendly Cypress Vacation Rental w/ Lanai!

Stunning lakefront property in Cypress
When is the best time to visit Cypress?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £74 | £72 | £85 | £82 | £86 | £82 | £85 | £78 | £74 | £79 | £83 | £81 |
| Avg. temp | 12°C | 14°C | 18°C | 21°C | 25°C | 28°C | 30°C | 30°C | 27°C | 22°C | 17°C | 13°C |
Quick stats about holiday rentals in Cypress

Total holiday rentals
Explore 550 holiday rentals in Cypress

Verified guest reviews
Over 10,780 verified reviews to help you choose

Family-friendly holiday rentals
270 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wifi availability
540 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
Destinations to explore
- Rentals with a washing machine and dryer Cypress
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- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Houston Zoo
- Toyota Center
- Minute Maid Park
- Santa's Wonderland
- White Oak Music Hall
- Kemah Boardwalk
- Memorial Park
- Brazos Bend State Park
- The Cynthia Woods Mitchell Pavilion
- Rice University
- Downtown Aquarium
- Highrise Houston
- Space Center Houston
- Typhoon Texas Waterpark
- Buffalo Bayou Park
- Huntsville State Park
- The Menil Collection
- University of Houston
- Stephen F. Austin State Park
- Gerald D. Hines Waterwall Park




