Holiday houses in Cypress

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Top-rated holiday rentals in Cypress

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Top Guest favourite
A brown horse grazes peacefully in a grassy area near a tiny house. The tiny house features a wooden exterior, with a porch that has a chair visible. Trees surround the property, offering a sense of tranquility and connection to nature.
Farm stay in Bridgeland
4.95 out of 5 average rating, 126 reviews

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

Top Guest favourite
The exterior of a two-story house is displayed, featuring a light-colored façade and a dark shingled roof. A driveway leads to a garage door, framed by well-maintained grass and landscaped areas. Nearby homes are visible, showcasing a quiet neighborhood setting.
Home in Cypress
5 out of 5 average rating, 28 reviews

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.

Top Guest favourite
Home in Tomball
5 out of 5 average rating, 110 reviews

Tomball House - Steps to Coffee, BBQ, Tex-Mex

Spacious 2/2 in Tomball’s historic Old Town, steps away from restaurants, shopping, antiques, and weekly farmer’s market. This one has it all—near everything yet tucked away on a peaceful street. ✔️ 2 minute walk to Honor Society Coffee, Graze Restaurant, Tejas Chocolate+Barbecue, Callie’s Kitchen ✔️ 5 min walk to Cisco’s (Baja/Tex-Mex), Tejas Burger Joint (smoked burgers), Thirsty Bee Meadery, Cherry Street Antiques, Whistle Stop Tea Room ✔️ 3 minute drive to Boxwood Manor & Ella's Garden

Guest favourite
A modern kitchen and living area are featured, with a grey sofa accented by blue cushions. A dining table with high stools stands near the kitchen, which includes stainless steel appliances and ample cabinetry. Natural light is provided by two windows, enhancing the inviting atmosphere.
Guest suite in Cypress
4.96 out of 5 average rating, 330 reviews

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.

Top Guest favourite
An open floor plan living area features a stylish sofa, a dining table with light-colored chairs, and a fully equipped kitchen. Ample natural light filters through multiple windows, enhancing the fresh finishes and neutral decor throughout the space.
Home in Katy
4.9 out of 5 average rating, 184 reviews

🏡 FAMILY MUTUAL FUN | Beautiful new home in Katy

• Book & Enjoy this one story house (built 2022) furnished with new furniture, beautifully decorated, high speed internet , 65"TV with Netflix in the quiet neighborhood and the great community. • Perfect for family or business stay in Katy. This cozy and spacious house has 3 bedroom, 2 bath, home conveniently minutes away from major highways 99 & 529, shopping, eateries, parks and entertainment centers. • Have fun and relax with the whole family at this stylish and peaceful place.

Guest favourite
The outdoor area showcases a private pool with crystal-clear water, surrounded by lounge chairs. A hot tub is visible nearby, while a patio with dining and seating arrangements invites relaxation under shaded umbrellas. The home features a two-story design in the background.
Home in Cypress
4.88 out of 5 average rating, 155 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.

Top Guest favourite
Cottage in Tomball
4.97 out of 5 average rating, 109 reviews

Cozy Cottage on Farm Away from City

Whether looking to get away from the City & recharge or looking for a unique stay during your travels, The Cottage is sure to please. Lovingly remodeled & outfitted with vintage details, you'll feel right at home & ready to relax. You'll enjoy the picturesque 10 acres that surround you. Close enough to get to the City if you need, but feels like you're world's away! Explore idyllic Downtown Tomball, or sit in our rockers, sip some lemonade, and relax!

Top Guest favourite
An indoor putting green is featured prominently, surrounded by vibrant seating and decor. A wooden bar provides a gathering spot while a colorful game board and a surfboard add playful elements to the room. Light enters through the windows, highlighting the cozy atmosphere.
Home in Cypress
5 out of 5 average rating, 185 reviews

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

Guest favourite
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
4.9 out of 5 average rating, 267 reviews

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!

Top Guest favourite
The Rustic Retreat bedroom features a king size bed with decorative throw pillows, a leather sofa, and a round coffee table atop a cowhide rug. Natural light enters through a large window, while warm wood floors enhance the cozy atmosphere. A 43 inch TV is mounted on the wall.
Cottage in Tomball
4.97 out of 5 average rating, 149 reviews

1930s Home, King bed, sleeps 8, walk to Main St

“The Urban Oak” is a unique 1930’s home with Mid Century Modern Texas Styling. Located walking distance from the trendy yet established community of old town Tomball where you can shop antiques, boutiques, experience the rich food culture and take a stroll through the weekend farmers market! Hosted with Texas southern hospitality, 4 smart TVs & themed rooms with lux bedding, you are sure to enjoy your stay!

Superhost
Home in Harris County
5 out of 5 average rating, 3 reviews

Family retreat with game room and huge yard.

Spacious & modern 3-bedroom retreat perfect for families! Enjoy the open layout, a fully equipped kitchen and smart TVs in all the rooms.. Unwind in the primary suite's jetted tub or challenge friends in the game room with foosball, air hockey, and ping pong. This home offers a perfect blend of relaxation and fun for your getaway, comfortably accommodating your entire group.

Guest favourite
The kitchen features warm wood cabinetry and a combination of stainless steel and black appliances. A large center island with seating is complemented by a round dining table. Soft overhead lighting adds to the bright atmosphere of the space.
Home in Cypress
4.89 out of 5 average rating, 177 reviews

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

Popular amenities for Cypress holiday rentals

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Quick stats about holiday rentals in Cypress

  • Total holiday rentals

    Explore 570 holiday rentals in Cypress

  • Verified guest reviews

    Over 11,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    270 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wi-Fi availability

    550 of Cypress holiday rentals include Wi-Fi 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

  1. Airbnb
  2. United States
  3. Texas
  4. Harris County
  5. Houston
  6. Cypress