Holiday rentals in Cypress

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Top-rated holiday rentals in Cypress

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Top guest favourite
A compact living area displays a comfortable sofa, paired with a stylish coffee table. A well-equipped kitchen is visible, featuring modern appliances and natural wood accents. Stairs lead to a sleeping loft above, while a bath area is positioned in the background, offering a well-organized space.
Tiny home in Houston
4.94 out of 5 average rating, 604 reviews

Chic Urban Barn Tiny Home Retreat

Welcome to the Urban Barn! Jenny and I remodel our barn into the livable space for our wonderful Airbnb community. we promise to offer a unique stay experience to our guests than just a standard hotel room This is a unique tiny-home retreat while only 25 mins away from Asian town and with in 30 min most of Houston Destination Please pay attention the description of the space and the pictures and make sure this is a good fit for your travel. Climbing stair is required to get to the queen bed

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
4.99 out of 5 average rating, 89 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
A double-door entrance features a series of glass panes surrounded by white framing. Flanking the doors, two small evergreen trees in white planters add a touch of greenery. The pathway is composed of natural stone, leading to the welcoming entrance.
Guest suite in Cypress
4.91 out of 5 average rating, 92 reviews

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

Clean, private, no-frills guest suite with separate entrance — perfect for solo travelers or two guests needing a quick, flexible stay. We welcome same-day bookings and 1-night stays — great for traveling professionals, road-trippers, or neighbors who need some extra sleeping space. ✅ 24/7 self-check-in ✅ Private bathroom + Jacuzzi ✅ Two twin beds ✅ Fast Wi-Fi ✅ Free on-premises and street parking ✅ 1.5 miles to 290 ✅ 15% off stays between 7-28 nights ✅ 10% early bird discount (one month+)

Superhost
A private outdoor space is featured with a swimming pool and a spa, surrounded by a patio area. Comfortable seating is positioned nearby, and string lights above enhance the ambiance. Lush greenery complements the space, providing a serene environment for relaxation.
Home in Cypress
4.81 out of 5 average rating, 59 reviews

Serene 4BR Lux Home w Heated Spa+Pool+MassageChair

Enjoy a cozy holiday stay in this 4BR, 3.5BA home with a heated spa, pool, media room, and festive décor. Perfect for quiet family trips or work stays, with fast Wi-Fi, smart TVs, a full kitchen, and relaxing spaces to unwind. Sleeps 8 comfortably with plenty of room to gather, cook, and enjoy movies or game nights. Located in a peaceful neighborhood close to shopping, dining, and entertainment. Ideal for a calm, private holiday getaway where you can recharge, celebrate, and make memories.

Top 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
4.97 out of 5 average rating, 319 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.

Superhost
A welcoming living area features a light-colored sofa and a dark leather couch, complemented by decorative pillows. A coffee table sits in the center of the room, with a patterned rug beneath. Wall art and a clock adorn the walls, while a desk and chair are positioned for work.
Home in Cypress
4.77 out of 5 average rating, 64 reviews

Breezy Meadow in Cypress Pets Friendly

Waking up in a peaceful country setting with birds chirping and crisp air will fill up your day with positive energy. This quaint 3/2 house on a half acre lot gives you outdoor space to unwind. It has a warm and open concept layout with fully equipped kitchen and an Instant pot to curate delicious meals *Each room has an office desk for your writing or remote working *Quality linens *1 night booking must inquire before booking * Firepit & patio seating * Long term stays welcomed

Superhost
The bathroom features modern grey tiles with a glass shower enclosure. A soaking tub is set against a decorative wall, complemented by a stylish chandelier and a vase of dried flowers. Soft towels are neatly arranged on a rolling cart nearby.
Guest suite in Houston
4.78 out of 5 average rating, 111 reviews

Cozy modern Studio

Welcome to our private studio apartment! You have 1 FREE Parking Space, street parking along Commonwealth. Experience the delight of our high-end finishes, excellent customer service. Our location is a perfect stay for traveling nurses, it easy to explore all that Houston has to offer. The space Fully furnished property offers modern amenities and convenience, including a smart 65” TV ( Netflix, Disney plus) AC, Washer/Dryer and a full kitchen with all essentials provided

Top guest favourite
A single-story brick home is showcased with a manicured front yard featuring shrubs and young pine trees. The driveway leads to a two-car garage, flanked by neatly arranged landscape. Blue skies and greenery from nearby trees complement the inviting facade.
Home in Gleannloch Farms
4.99 out of 5 average rating, 305 reviews

“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!

Top guest favourite
Cottage in Tomball
4.97 out of 5 average rating, 101 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
A bright living area features large windows allowing natural light, along with a modern lamp and decorative elements on a sleek console table. A comfortable sofa and accent chair create a cozy seating arrangement beside a stylish coffee table.
Home in Cypress
5 out of 5 average rating, 88 reviews

Charming Cypress 4BR Family Retreat. 5-Star Stay

Welcome to Charming Cypress Haven — a spacious, elegant retreat located on a quiet cul-de-sac with no rear neighbors for maximum privacy. Perfect for family getaways, medical stays, or relaxing weekends, this modern two-story home blends comfort with convenience. You’ll be just 15 minutes from Willowbrook Mall, supermarkets, restaurants, and the scenic Little Cypress Creek Preserve.

Top guest favourite
A cozy Aesthetic Suite features a plush Queen bed with neutral linens and decorative pillows. In the background, a kitchenette is visible with modern appliances and clear storage. A small dining area with two chairs and a table is positioned nearby, enhancing the suite's functionality.
Guest suite in Cypress
4.99 out of 5 average rating, 83 reviews

Cozy Retreat Suite

Escape to Serenity in our beautifully designed Aesthetic Suite, located on the second floor for added privacy. This cozy retreat features a plush Queen bed with premium linens, a comfy reading chair, and a peaceful ambiance perfect for rest and relaxation. Enjoy a cup of tea, unwind with a book, and wake up feeling refreshed, renewed, and inspired.

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
4.96 out of 5 average rating, 105 reviews

Waterfront $ Heated Pool $ Theater | Smart Home

Lease term duration 6-24 months. 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

When is the best time to visit Cypress?

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Quick stats about holiday rentals in Cypress

  • Total holiday rentals

    Explore 530 holiday rentals in Cypress

  • Verified guest reviews

    Over 10,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

  • Wifi availability

    520 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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