Vacation rentals in Cypress

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Top-rated vacation rentals in Cypress

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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
4.96 out of 5 average rating, 138 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, 29 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.

Guest favourite
The exterior of the duplex is framed by lush greenery, featuring manicured lawns and vibrant plants. A spacious balcony is visible on the upper level. A banana tree stands prominently alongside the building, enhancing the inviting outdoor space.
Home in Cypress
4.96 out of 5 average rating, 82 reviews

Wing Haven

Beautifully furnished DUPLEX in the middle of 8 wooded acres...yet only 30 minutes NW of downtown Houston, the Medical Center and a 60 minute drive to Galveston! Wing Haven... the entire first floor (2000 sf)...has one large bedroom (18X18) with en suite...two walk in closets (one with washer and dryer). The den has a raised brick fireplace, built-in TV entertainment center. The den and dining room are separated by a granite bar...bar stools and storage on the dining room side.

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, 188 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.

Top guest favourite
Home in Tomball
5 out of 5 average rating, 113 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), Manna Bread From Heaven, Cherry Street Antiques, Whistle Stop Tea Room ✔️ 3 minute drive to Boxwood Manor & Ella's Garden

Top guest favourite
Cottage in Tomball
4.96 out of 5 average rating, 110 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
Home in Cypress
4.99 out of 5 average rating, 198 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
Home in Cypress
4.9 out of 5 average rating, 272 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!

Guest favourite
An outdoor space features a large heated pool surrounded by a stone patio. Comfortable seating areas are provided under the cover of the upper balcony. Warm lights create a serene ambiance as the sky transitions into evening colors.
Home in Cypress
4.93 out of 5 average rating, 121 reviews

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.

Top 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
4.89 out of 5 average rating, 160 reviews

4BR 30 mi to NRG Stadium, 2026 World Cup

Booking the 2026 FIFA World Cup? This 4BR / 3BA home is 29.5 miles from Houston Stadium (NRG), host to 7 matches between June 14 and July 4. Sleeps 20. Fast WiFi, full kitchen, smart TVs. Perfect base for fan groups, families, and traveling supporters.

Guest favourite
A cozy living area is furnished with a sectional sofa and patterned chairs. Natural light enters through two windows with sheer curtains. A chandelier hangs from the ceiling, while a wall-mounted mirror and artwork add a touch of decor. A soft rug lies underfoot.
Home in Houston
4.95 out of 5 average rating, 107 reviews

Houston peaceful home 3 bedroom/2 bath-Grill.

Relax with the whole family at this peaceful place to stay. Located in very safe and peaceful neighborhood Northwest Houston which minutes away to city Center, highway, restaurants and shopping centers. You will never feel being away from home.

Top guest favourite
A well-organized kitchen area features open shelving adorned with glassware, white plates, and mugs. A stainless steel faucet is installed over a granite countertop, while the backsplash is covered in white subway tiles. Decorative flowers add a touch of warmth to the space.
Guest suite in Cypress
4.95 out of 5 average rating, 152 reviews

Cypress Lakes Guest House

Quiet guest suite close to what Cypress has to offer. Easy access to Hwy 290, Grand Parkway and Sam Houston Tollway. Convenient to Houston Premium Outlets, Memorial Herman - Cypress and area golf courses.

Popular amenities for Cypress vacation rentals

Quick stats about vacation rentals in Cypress

  • Total vacation rentals

    Explore 570 vacation rentals in Cypress

  • Verified guest reviews

    Over 11,400 verified reviews to help you choose

  • Family-friendly vacation rentals

    270 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wifi availability

    550 of Cypress vacation 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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  3. Texas
  4. Harris County
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  6. Cypress