Cypress holiday rentals

We found 7,733 holiday rentals — enter your dates for availability
Discover a selection of 69 homes, 15 apartments and other holiday rentals in Cypress that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Cypress

Showing deals for:11 Dec - 18 Dec

Another view of the Primary bedroom
Enjoy sunsets on Master bedroom porch; fire pit and chairs
Large foyer entryway
Private kitchen
Exceptional
(166 reviews)

Waterfront Vacation home - Heart of Lake Conroe, close in to all the action!

Montgomery

8% off
AU$4,167
for 7 nights, 1 home
AU$595 per night
includes taxes & fees
Waterfront Vacation home - Heart of Lake Conroe, close in to all the action!
Front of home and path to fire pit
Wonderful spring water fed pool
Paved walkway over creek for a January/ February winter stroll. Bring the kids!
Lots of light with pool, forest, and meadow views
Exceptional
(199 reviews)

Prancing Horse Estates~Private, gated 10 acre retreat with pool, spa, waterfall

Montgomery

8% off
AU$3,857
for 7 nights, 1 home
AU$551 per night
includes taxes & fees
Prancing Horse Estates~Private, gated 10 acre retreat with pool, spa, waterfall
Dining
Outdoor dining
Room
Living area
Exceptional
(41 reviews)

Entertaining GAME Room: 4 Bedroom Home: Lake Conroe: Pet Friendly

Montgomery

8% off
AU$3,532
for 7 nights, 1 home
AU$505 per night
includes taxes & fees
Entertaining GAME Room: 4 Bedroom Home: Lake Conroe: Pet Friendly
Outdoor dining
Dining
Private kitchen
Room
Excellent
(37 reviews)

BEAUTIFUL RESORT LAKEHOUSE!

Montgomery

8% off
AU$2,682
for 7 nights, 1 home
AU$383 per night
includes taxes & fees
BEAUTIFUL RESORT LAKEHOUSE!
outdoor seating area
Private kitchen
hallway
workspace/ formal dining
Wonderful
(11 reviews)

Game Day Getaway: Beautiful 5BR&8 Beds & 16 min to NRG, 12 min to Sabercats

Houston

7% off
AU$1,819
for 7 nights, 1 home
AU$260 per night
includes taxes & fees
Game Day Getaway: Beautiful 5BR&8 Beds & 16 min to NRG, 12 min to Sabercats
Adult only hot tub at the country club.
 Drift to sleep with stunning waterfront views right outside your door.
Relax in this open-concept retreat with soaring ceilings
Lakefront mornings and sunset nights start right here.
Exceptional
(8 reviews)

Quaint, Cozy, Lakefront Haven w/ Lily Pad, Kayaks, Firepit, and Wrap Around Deck

Montgomery

8% off
AU$2,209
for 7 nights, 1 home
AU$316 per night
includes taxes & fees
Quaint, Cozy, Lakefront Haven w/ Lily Pad, Kayaks, Firepit, and Wrap Around Deck
Interior
Private kitchen
Living area
Dining
Exceptional
(7 reviews)

Luxuxy lake Conroe Home, Gated Community, Immaculate and clean, 3 bed retreat.

Montgomery

7% off
AU$1,820
for 7 nights, 1 home
AU$260 per night
includes taxes & fees
Luxuxy lake Conroe Home, Gated Community, Immaculate and clean, 3 bed retreat.
Celebrate the holidays with our glamorous11ft Christmas Tree 🌲
Rooftop Terrace: lounge area, dining table, and 82”tv … and downtown views
-Modern Luxury at its finest w/floor to ceiling 12’ windows
-sliding glass doors
The Glass Haus - located in River Oaks Shopping Area, nearby Montrose
Exceptional
(44 reviews)

The Glass Haus I · Modern Luxury · River Oaks · Rooftop Terrace ·Elevator ⭐️⭐️⭐️⭐️⭐️

Houston

8% off
AU$10,033
for 7 nights, 1 home
AU$1,433 per night
includes taxes & fees
The Glass Haus I · Modern Luxury · River Oaks · Rooftop Terrace ·Elevator ⭐️⭐️⭐️⭐️⭐️
Looking east towards the boathouse and location of Walk in water stairwell
Walking up to the Lake Conroe Boathouse  entrance.
imagine yourself in one of the six patio chairs enjoying a relaxing afternoon.
view of the upstairs space
Exceptional
(310 reviews)

Waterfront Home - BEST VIEWS! Private Fishing Pier - walk to bars & restaurants

Conroe

8% off
AU$2,397
for 7 nights, 1 home
AU$342 per night
includes taxes & fees
Waterfront Home - BEST VIEWS! Private Fishing Pier - walk to bars & restaurants
Outdoor dining
Pool
Games room
Bar (on property)
Exceptional
(47 reviews)

Golfer's Dream: Pool, Spa & Patio on 18-Hole Course, one level, Luxury, comfort

Humble

8% off
AU$6,088
for 7 nights, 1 home
AU$870 per night
includes taxes & fees
Golfer's Dream: Pool, Spa & Patio on 18-Hole Course, one level, Luxury, comfort
Fully equipped kitchen with high quality granite countertops.
Enjoy a dining area full of natural light.
2nd bedroom with queen size bed.
Interior
Exceptional
(6 reviews)

Nr Med Center + NRG | BBQ Hot Tub Swing Set Games

Houston

11% off
AU$2,576
for 7 nights, 1 home
AU$368 per night
includes taxes & fees
Nr Med Center + NRG | BBQ Hot Tub Swing Set Games
17_24215_Royalwick_Dr-Living_room-9601
16_24215_Royalwick_Dr-Living_room-9597
22_24215_Royalwick_Dr-Kitchen-9661
26_24215_Royalwick_Dr-Dining_room-9637
Exceptional
(32 reviews)

Four bedroom in United States of America, Tomball

Tomball

8% off
AU$3,210
for 7 nights, 1 home
AU$459 per night
includes taxes & fees
Four bedroom in United States of America, Tomball
Exterior
Private kitchen
Living area
Private kitchen
Exceptional
(9 reviews)

Spacious 5-bedroom, 7 beds house in lovely Katy with Wi-Fi, AC and more!

Katy

7% off
AU$3,174
for 7 nights, 1 home
AU$453 per night
includes taxes & fees
Spacious 5-bedroom, 7 beds house in lovely Katy with Wi-Fi, AC and more!
The waterfall adds a nice touch of tranquility to the space.
Gather around the inviting firepit for a warm and cozy experience, perfect for sharing stories and creating lasting memories.
Primary bedroom with king size bed and queen size air mattress for maximum convenience, accommodating additional guests comfortably.
Spacious dining table that sits 6 with full tableware and silverware included.
Excellent
(14 reviews)

Downtown Private Oasis Stay | Fire Pit & Hot Tub

Houston

11% off
AU$4,036
for 7 nights, 1 home
AU$577 per night
includes taxes & fees
Downtown Private Oasis Stay | Fire Pit & Hot Tub
Private kitchen
Pool
Interior
Property grounds
Exceptional
(20 reviews)

Gorgeous 5-bedroom country house in Cypress, Houston with Outdoor pool and SPA

Cypress

7% off
AU$7,003
for 7 nights, 1 home
AU$1,000 per night
includes taxes & fees
Gorgeous 5-bedroom country house in Cypress, Houston with Outdoor pool and SPA
Our 1st floor bedroom with queen bed with Smart TV.
Spacious 3300 sq feet home with three floors and an open concept kitchen
Beautifully designed kitchen with seating for four at our Island.  Gas stove top
Stylish living room with 50 inch TV with easy to use gas fire place.
Exceptional
(16 reviews)

Stylish 5bed-4bath - Gated, King Beds, 3500 sq ft - 5 Min to Downtown

Houston

7% off
AU$3,711
for 7 nights, 1 home
AU$530 per night
includes taxes & fees
Stylish 5bed-4bath - Gated, King Beds, 3500 sq ft - 5 Min to Downtown
Living area
Private kitchen
Dining
Living area
Exceptional
(16 reviews)

Luxury Woodlands Hideaway Home - Pool, Updated, & Close to Everything!

The Woodlands

8% off
AU$5,551
for 7 nights, 1 home
AU$793 per night
includes taxes & fees
Luxury Woodlands Hideaway Home - Pool, Updated, & Close to Everything!
Living area
Private kitchen
Interior
Exterior
Exceptional
(11 reviews)

Stylish 3BR Designer Duplex Minutes to NRG, Med Center & Downtown

Houston

7% off
AU$1,776
for 7 nights, 1 home
AU$254 per night
includes taxes & fees
Stylish 3BR Designer Duplex Minutes to NRG, Med Center & Downtown
Living area
Terrace/patio
Living area
Dining
Excellent
(31 reviews)

H-Town Pool House • Arcade • Pool Table • 2 King BD • HBO Max• 6 Beds

Houston

7% off
AU$2,557
for 7 nights, 1 home
AU$365 per night
includes taxes & fees
H-Town Pool House • Arcade • Pool Table • 2 King BD • HBO Max• 6 Beds
Exterior
Dining
Interior
Living area
Wonderful
(11 reviews)

Spacious 4 Bedroom Home Near Medical Center & NRG Stadium

Houston

7% off
AU$2,142
for 7 nights, 1 home
AU$306 per night
includes taxes & fees
Spacious 4 Bedroom Home Near Medical Center & NRG Stadium
Kitchen is fully equipped so that you can feel like home for long stays.
Fully equipped kitchen with high quality granite countertops.
Enjoy our amazing private pool with your family and friends (POOL DOES NOT HAVE JETS)
Spacious dining table that sits 6 with full tableware and silverware included.
Exceptional
(17 reviews)

Pool Paradise | Yard BBQ | Games WiFi | Sleeps 16

Houston

11% off
AU$5,109
for 7 nights, 1 home
AU$730 per night
includes taxes & fees
Pool Paradise | Yard BBQ | Games WiFi | Sleeps 16
Interior
Room
Living area
Private kitchen
Exceptional
(27 reviews)

Feel At Home in Richmond

Richmond

8% off
AU$3,439
for 7 nights, 1 home
AU$491 per night
includes taxes & fees
Feel At Home in Richmond
Outdoor dining
Pool
Property grounds
Private kitchen
Wonderful
(12 reviews)

Peaceful Home 10 minutes to Downtown, Shopping mall, Restaurants and Night Clubs

Houston

7% off
AU$2,313
for 7 nights, 1 home
AU$330 per night
includes taxes & fees
Peaceful Home 10 minutes to Downtown, Shopping mall, Restaurants and Night Clubs
Dining
Private kitchen
Interior
Living area
Wonderful
(5 reviews)

Clean & Calm 3BR Home Near Houston Premium Outlets

Cypress

8% off
AU$2,354
for 7 nights, 1 home
AU$336 per night
includes taxes & fees
Clean & Calm 3BR Home Near Houston Premium Outlets
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Head to the lively city of Cypress

The area's live music and theatre scene are just some of the reasons to come on holiday to Cypress. Well known for its sporting events, lake and forests, this welcoming city won't disappoint. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Cypress

Do you want to find top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Cypress a fun place to get away to. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Andretti Karting and Games (13.5 mi / 21.8 km)
  • Main Event (14.2 mi / 22.9 km)
  • August Pines Golf Course (14.3 mi / 23.1 km)
  • Typhoon Texas (14.9 mi / 23.9 km)
  • Six Flags Hurricane Harbor Splashtown (17.1 mi / 27.4 km)
  • The Woodlands Golf Resort (17.8 mi / 28.6 km)

Exploring the natural landscape of Cypress

Whether you're an outdoor enthusiast or just want to take in the scenery, Cypress is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Dyess Park (5.2 mi / 8.4 km)
  • Katy Park (12.8 mi / 20.6 km)
  • The Rac (16.3 mi / 26.2 km)
  • Yogi Bear's Jellystone Park (18 mi / 29 km)
  • Mercer Arboretum and Botanic Gardens (18.5 mi / 29.8 km)
  • Houston Arboretum and Nature Center (20.3 mi / 32.7 km)

Transport to and around Cypress

Fly into George Bush Intercontinental Airport (IAH), the closest airport, located 21.1 mi (33.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Houston William Hobby Airport (HOU), which is 33.2 mi (53.5 km) away.

Frequently asked questions

What is the best area to stay in Cypress when booking a holiday rental?
When considering a holiday rental in Cypress, Texas, the area around the Cypress Village is an excellent choice. This vibrant neighbourhood offers a delightful mix of modern amenities and charming local attractions. One of the standout features of Cypress Village is its proximity to the Cypress Towne Centre, where you can find a variety of shops, restaurants, and entertainment options. Additionally, the nearby Houston Premium Outlets provide a fantastic shopping experience with a range of designer brands at discounted prices.Another appealing aspect of Cypress is its lush parks and recreational areas, such as the beautiful Cypress Park, which is ideal for outdoor activities and family picnics. This neighbourhood typically has a wide range of properties available for holiday rentals, suiting various preferences and budgets.
What is the most popular type of holiday rental accomodation in Cypress?
In Cypress, holiday houses are the most popular type of holiday rental, with approximately 232 available throughout the area. These properties are typically spacious, featuring multiple bedrooms, fully equipped kitchens, and outdoor patios or gardens, making them ideal for families or groups seeking a comfortable and home-like atmosphere. Additionally, there are around 52 apartments scattered across the community, often located within easy reach of local amenities and parks. These apartments generally include essential amenities such as modern kitchens, living areas, and sometimes access to communal facilities like pools or fitness centres. For those looking for something cozier, there are about 12 cottages available, which provide a quaint environment great for a peaceful retreat.
Are there any family house rentals in Cypress?
In Cypress, Texas, there are numerous family-friendly house rentals available, with around 38 options to choose from. The area is known for its family-friendly atmosphere, making it a great choice for those travelling with children. Many of these homes feature spacious living areas that accommodate larger groups, along with full kitchens ideal for preparing family meals. Outdoor amenities, such as private gardens or patios, provide superb spots for kids to play and for families to gather.Visitors to Cypress can enjoy proximity to local parks, such as the scenic Cypress Park, which offers playgrounds and walking paths, as well as the nearby Houston Premium Outlets for shopping enthusiasts. Additionally, the locale is just a short drive from the attractions of Houston, including museums and entertainment venues.
Can I rent a holiday home with a pool or hot tub in Cypress?
In Cypress, Texas, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 20 options to choose from. This suburban area offers a variety of neighbourhoods, including the tranquil Cypress Creek and the family-friendly Bridgeland, making it easy for travellers to find a rental that suits their needs.Many of these properties come with private pools and inviting hot tubs, ideal for relaxation after a day of exploring. Amenities typically include spacious living areas, fully equipped kitchens, and outdoor entertaining spaces, superb for gatherings with family and friends. Some rentals may also feature additional luxuries such as barbecue facilities and landscaped gardens.
Are there pet-friendly house rentals in Cypress?
In Cypress, there are numerous pet-friendly house rentals available, providing a variety of options for travellers with pets. Many of these rentals come equipped with amenities such as spacious backyards, which are superb for pets to roam freely, as well as modern kitchens and comfortable living areas, making them suitable for families or groups.The area is also conveniently located near several parks that welcome pets. For example, the nearby Cypress Park offers walking trails and open spaces where pets can enjoy the outdoors. Additionally, the trails at the John Paul Landing Park provide further opportunities for outdoor activities with your furry companions.
Are there any remote work holiday rentals in Cypress?
In Cypress, Texas, there are numerous remote work holiday rentals available, with around 264 options to choose from. This suburban area offers a variety of properties that cater well to remote workers, ensuring a comfortable and productive environment. Many rentals come equipped with high-speed Wi-Fi, dedicated workspaces including desks, and amenities that support a work-from-home lifestyle.The community itself is known for its family-friendly atmosphere and proximity to parks, retail centres, and dining options, making it a convenient location for both work and leisure. Guests can expect modern amenities such as fully equipped kitchens, spacious living areas, and sometimes even outdoor spaces for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Cypress?
In Cypress, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also offer onsite parking, making it convenient for travellers with vehicles. For those who enjoy their morning brew, coffee and tea makers are typically provided. Additionally, several rentals are pet-friendly, accommodating furry companions. Many units feature decks or patios, offering outdoor spaces for relaxation and socialising while enjoying the pleasant Texas weather.
When is the best time to visit Cypress for a holiday rental?
The most popular time to visit Cypress, Texas, is between May and July, with July being the peak month for holiday rentals. During this vibrant summer season, visitors can take advantage of the warm weather and indulge in a range of outdoor activities, from exploring local parks to enjoying water sports at nearby lakes.Temperatures in Cypress during these months typically range from the mid-20s to high 30s Celsius, ensuring that you'll enjoy plenty of sunshine. This lively option is great for families and groups looking to create unforgettable memories together. Popular attractions like the Cypress Top Historic Park and the nearby Houston Premium Outlets offer great opportunities for sightseeing and shopping.If you're looking for a more budget-friendly option, consider planning your visit in January. Although this month is less busy, it can still provide a wonderful experience, with milder temperatures around 10 to 15 degrees Celsius, great for enjoying peaceful outdoor strolls and local dining experiences.Ultimately, the best time for you to book a holiday rental in Cypress will depend on whether you prefer the bustling energy of the summer months or the tranquillity that January brings.
What are the top attractions in Cypress?
In Cypress, Texas, visitors can explore a mix of natural beauty and recreational activities. The Cypress Lakes, with its scenic views, offers opportunities for fishing and picnicking. Nearby, the Cypress Top Historic Park features a walking trail and historical markers that provide insights into the area's past.For shopping and dining, the Fairfield Town Centre provides a variety of retail options and restaurants, making it a popular spot for both locals and visitors. The Cy-Fair Community Centre also hosts various events and activities, suiting families and those looking to engage with the community.Outdoor enthusiasts might enjoy the trails at the nearby George Mitchell Nature Preserve, which offers a serene escape into nature with miles of walking and biking paths.
Are all fees included in the Cypress holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Cypress holiday homes with parking?
Stayz offers a wide selection of holiday homes in Cypress with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Cypress holiday homes?
You can find great discounts on holiday homes in Cypress on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Cypress holiday home booking on Stayz?
To find Cypress holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cypress?
A long-stay holiday home in Cypress is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Cypress holiday home?
Book your Cypress holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cypress?
Prices for holiday homes in Cypress vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Cypress to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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