Winters Vacations Rentals - Vacation Rentals in Windwood

Cozy Spacious Family Pets Woodsy Gazebo with game room office From US $338
         

10.0 (27 Reviews)
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  • Pet Friendly
Home with pool! Enjoy savings of 20-30 percent off today! From US $391
         

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10.0 (1 Review)
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Dog-friendly Cypress Vacation Rental w/Lanai! From US $502
         

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New
Cottage
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Quiet & Relax Getaway- Pool Table, Grill, &Netflixnn From US $334
         

10.0 (3 Reviews)
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30 Miles to NRG Stadium - Family Home in Houston! From US $274
         

10.0 (3 Reviews)
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  • Pet Friendly
Family Retreat: Patio, RokuTV, Sleeps 10 From US $508
         

10.0 (2 Reviews)
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Dog-Friendly Cypress Vacation Rental w/Lanai! From US $353
         

10.0 (2 Reviews)
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  • Pet Friendly

Luxury Places to Stay in Windwood

Over 179+ Luxury Places to Stay in or Near Windwood
Posh royalty living in a gated new neighborhood! From US $708
         

Glam luxury lifestyle within Houston! From US $708
         

New
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Family-Friendly 6BR Retreat w/Pool in Houston From US $672
         

9.0 (37 Reviews)
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Houston Social Court & Event, Pickleball, Billiard From US $662
         

Corporate I Free Parking I Properties By Preston From US $588
         

C Creek 4316 I New Construction 2Bd Apt I Gated From US $541
         

Top-Rated Vacation Rentals with a Pool in Windwood

Over 59+ Top-Rated Vacation Rentals with a Pool in or Near Windwood
Modern 4BR Retreat Family & Pet Friendly Near Cypress, Tomball, Spring From US $172
         

Modern Spacious Heated Pool & Hot Tub Paradise Home. From US $525
         

9.8 (7 Reviews)
House
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Hyatt Place Houston NW Vintage Park From US $133
         

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9.0 (1006 Reviews)
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Courtyard by Marriott Houston Northwest From US $125
         

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8.8 (743 Reviews)
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SpringHill Suites by Marriott Houston Northwest From US $123
         

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8.8 (742 Reviews)
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Holiday Inn & Suites Houston NW - Willowbrook by IHG From US $102
         

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8.8 (462 Reviews)
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Pet-Friendly Vacation Rentals in Windwood

Over 66+ Pet-Friendly Vacation Rentals in or Near Windwood
Glam luxury lifestyle within Houston! From US $266
         

10.0 (1 Review)
House
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  • Pet Friendly
C Creek 8302 I New Construction 2Bd Apt I Gated From US $494
         

Red Roof Inn Houston - Willowbrook From US $77
         

8.8 (669 Reviews)
Hotel
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Luxurious Home Retreat with stylish design From US $185
         

10.0 (1 Review)
House
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  • Pet Friendly
  • Designated Smoking Area
Lovely home - Workspaces - King Bed - Fast WiFi From US $147
         

10.0 (1 Review)
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Cozy home in gated neighborhood! From US $204
         

8.8 (3 Reviews)
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Fully Furnished Pool View Apartment in Tomball, TX From US $169
         

8.0 (6 Reviews)
Apartment
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  • Pet Friendly
  • TV
Posh living in gated new area! From US $180
         

8.0 (1 Review)
House
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  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Windwood on PetFriendly.io

Large Vacation Homes & Villas in Windwood

Over 15+ Large Vacation Homes & Villas in or Near Windwood
Pool Paradise Game Tables Sleeps 16 Grill From US $522
         

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7.0 (2 Reviews)
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Welcome 4 Bedroom house North Houston! From US $218
         

7.0 (2 Reviews)
House
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  • Designated Smoking Area
  • TV
Pool Paradise Game tables Sleeps 16 Grill From US $100
         

3.8 (4 Reviews)
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  • Pet Friendly
  • Pool

Wheelchair Accessible Vacation Homes in Windwood

Over 26+ Wheelchair Accessible Vacation Homes in or Near Windwood
Luxurious Apartment Living in Tomball, TX From US $171
         

7.4 (6 Reviews)
Apartment
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  • Pet Friendly
  • TV
1 Bedroom w Patio, Workspace, Gym, and Pool From US $92
         

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Palace Inn Blue Jones Rd From US $94
         

9.2 (122 Reviews)
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Modern Suite | Free Breakfast + Free Wi-Fi From US $124
         

10.0 (1 Review)
Condo
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2 Bedroom | Free Breakfast + Outdoor Pool From US $234
         

8.0 (1 Review)
Condo
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Windwood Vacation Rentals and Airbnb Places to Stay Under $200

Over 105+ Windwood Vacation Rentals and Airbnb Places to Stay Under $200
A wonderful Yoga Retreat Mini House in Houston surrounded by Nature. From US $168
         

Elegant stylish home in gated neighborhood! From US $161
         

New
House
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Palace Inn Blue Tomball Parkway From US $67
         

9.2 (565 Reviews)
Hotel
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Furnished Pool View Resort From US $169
         

5.4 (3 Reviews)
Apartment
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  • Pet Friendly
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Beautiful 1Bd Apt I Properties by Preston From US $86
         

2.0 (1 Review)
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Cozy3-bedroom townhome Sleeps 6-in charming Tomball From US $119
         

New
House
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C Creek 5302 I New Construction 2Bd Apt I Gated From US $106
         

Instantly Bookable Vacation Homes in Windwood

Over 46+ Instantly Bookable Vacation Homes in or Near Windwood
Modern + Spacious: Family Home w/Yard in Houston! From US $258
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Cypress 4316 I New Construction 2Bd Apt I Gated From US $113
         

3-bedroom vacation home 13 minutes from Willowbrook Mall From US $217
         

Cypress 9206I New Construction 1Bd Apt I Gated From US $97
         

New
Apartment
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Corporate I Free Parking I Properties by Preston From US $102
         

About Windwood Vacation Rentals

With more than 188 Windwood vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Wintersvacationsrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Windwood.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wintersvacationsrentals Windwood, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windwood. Places to stay near Windwood are 671.75 ft² on average, with prices averaging US $222 a night.

Wintersvacationsrentals makes it easy and safe to find and compare vacation rentals in Windwood with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Windwood

Type Count
Vacation Homes 76
Holiday Apartments 68
Hotels 34
Cottages 3
B&B 1

Use these Quick Filters to Find a Vacation Rental in Windwood

Pro Tip: Wintersvacationsrentals makes it easy to compare the best listings on Wintersvacationsrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wintersvacationsrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windwood.

Weather in Windwood

View the weather forecast for Windwood before booking your Windwood Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Windwood Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Windwood?
How many vacation rentals are available in Windwood?

Currently, the total number of properties listed in 2026 is over 188 in the Windwood area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Windwood.