Pirate Cove Cottages - Vacation Rentals in The Woodlands

Hot Tub, Fire Pit: Retreat in The Woodlands! From US $400
         

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Cottage
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Luxury Places to Stay in The Woodlands

Over 404+ Luxury Places to Stay in or Near The Woodlands
⭐️ FLOWER-TREE STAY (SELFIE-STATION) From US $1,925
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pool
  • TV
Luxury Mansion Dream Home - 6 Bed, Pool, Grill From US $1,195
         

9.8 (7 Reviews)
House
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  • Pet Friendly
5BR+ Modern Home, Pool, Gym, 2 Kitchens, 1 Acre Estate. From US $1,171
         

10.0 (1 Review)
House
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  • Pet Friendly
Luxury Mansion Dream Home - 6 Bed Pool Grill From US $1,050
         

Top-Rated Vacation Rentals with a Pool in The Woodlands

Over 150+ Top-Rated Vacation Rentals with a Pool in or Near The Woodlands
The Woodlands 4BR Forest Retreat – Pool, Spa & Nature Trails From US $671
         

Luxury 4BR/3Bath with the heated pool and Spa From US $559
         

10.0 (20 Reviews)
House
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  • Pet Friendly
Red Door In The Woods Guest House From US $260
         

10.0 (12 Reviews)
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The DOVI Collection | Gated Luxury Retreat & Pool From US $589
         

10.0 (4 Reviews)
House
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  • Pet Friendly
Pool & spa in The Woodlands. Available early April! From US $204
         

10.0 (4 Reviews)
House
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  • Pet Friendly
Quiet cul-de-sac in The Woodlands, Huge fenced backyard From US $164
         

Pool & Spa – The Woodlands Gem From US $644
         

10.0 (2 Reviews)
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  • Pet Friendly

Pet-Friendly Vacation Rentals in The Woodlands

Over 146+ Pet-Friendly Vacation Rentals in or Near The Woodlands
The Woodlands custom home Pool&Spa,private 5bed5bath Dog friendly From US $808
         

Woodlands Grand 3BR Cozy House From US $350
         

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10.0 (5 Reviews)
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Houston Tranquil Lakefront living & Tropical Pool From US $1,276
         

10.0 (6 Reviews)
House
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  • Pet Friendly
  • Pool
The Eagles Nest - Back to Nature Home in the Heart of The Woodlands! From US $304
         

Under a Tree - Family Home in the Heart of The Woodlands From US $286
         

10.0 (48 Reviews)
House
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  • Pet Friendly
The Restful Oak - Quiet Family Home in The Woodlands From US $265
         

10.0 (47 Reviews)
House
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New! 4BR/Easy Access to all Woodlands amenities From US $503
         

10.0 (11 Reviews)
House
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  • Pet Friendly

Large Vacation Homes & Villas in The Woodlands

Over 42+ Large Vacation Homes & Villas in or Near The Woodlands
The Gathering Lovely Spacious 5-bedroom House From US $300
         

Luxury House in the Woodlands From US $650
         

10.0 (2 Reviews)
Villa
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  • Pet Friendly
Woodlands Luxury home 5 bedrooms on the golf course From US $941
         

10.0 (2 Reviews)
House
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  • Pet Friendly
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Blackjack House with King Bed! The Woodlands! From US $427
         

SERENE BOHEMIAN MANOR|FAMILY RETREAT|4BD 2.5BA From US $238
         

The Woodlands Benjis Place From US $610
         

9.0 (2 Reviews)
Villa
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  • Pet Friendly

Wheelchair Accessible Vacation Homes in The Woodlands

Over 58+ Wheelchair Accessible Vacation Homes in or Near The Woodlands
Cozy 1-bedroom Apartment with near The Woodlands From US $136
         

10.0 (2 Reviews)
Apartment
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  • Pet Friendly
Fully Refurbished Home in Front of the Woodlands! From US $122
         

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9.7 (3 Reviews)
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  • Child Friendly
The Woodlands Waterway Marriott Hotel & Convention Center From US $255
         

Upscale Retreat Near Lake w/ Resort Amenities From US $247
         

5.0 (7 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible
4 bdrm Home w HUGE backyard & Putting Green!! From US $345
         

5.0 (1 Review)
House
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  • Wheelchair Accessible
  • Bedding/Linens

The Woodlands Vacation Rentals and Airbnb Places to Stay Under $200

Over 166+ The Woodlands Vacation Rentals and Airbnb Places to Stay Under $200
Scenic Homestay in The Woodlands From US $96
         

10.0 (1 Review)
House
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  • View
Hyatt Place Houston/The Woodlands From US $166
         

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9.2 (1011 Reviews)
Hotel
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Gorgeous Pool View 1 Bedroom/1 Bath Condo in The From US $183
         

7.8 (6 Reviews)
Apartment
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  • TV
  • Balcony/Terrace
Spacious 1 Bedroom/1 Bath condo in The Woodlands From US $164
         

Spacious Pool View 1 Bedroom/1 Bath Condo in The W From US $166
         

10.0 (3 Reviews)
Apartment
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  • TV
  • Balcony/Terrace
Pool View King 1 Bedroom/1 Bath Condo in The Woodl From US $192
         

8.8 (3 Reviews)
Apartment
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  • Balcony/Terrace
Dreamy 3 Bedroom House in the Woodlands From US $164
         

10.0 (4 Reviews)
House
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Cozy-King Bed Apt in peaceful Spring-Woodlands From US $180
         

10.0 (1 Review)
Apartment
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  • TV

Instantly Bookable Vacation Homes in The Woodlands

Over 183+ Instantly Bookable Vacation Homes in or Near The Woodlands
Luxury 1 bedroom apartment in a resort-style gated community From US $271
         

New
Apartment
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Bright 4 bdr w BIG backyard & Fire Pit! From US $427
         

10.0 (11 Reviews)
House
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  • Security/Safety
  • Bedding/Linens
Lovely Woodlands home w/heated pool and spa! From US $451
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Hot Tub, Fire Pit: Retreat in The Woodlands! From US $254
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
1 story, family friendly 3bdr in The Woodlands! ! From US $426
         

The Woodlands Retreat Getaway & Theater Luxury From US $505
         

10.0 (2 Reviews)
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  • Pet Friendly

About The Woodlands Vacation Rentals

With more than 3 The Woodlands vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Piratecovecottages 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 The Woodlands.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages The Woodlands, 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 The Woodlands. Places to stay near The Woodlands with prices averaging $384 a night.

Piratecovecottages makes it easy and safe to find and compare vacation rentals in The Woodlands 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 The Woodlands

Type Count
Cottages 3

Use these Quick Filters to Find a Vacation Rental in The Woodlands

Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages 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 The Woodlands.

Weather in The Woodlands

View the weather forecast for The Woodlands before booking your The Woodlands 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

The Woodlands Vacation Rental Frequently Asked Questions

How many vacation rentals are available in The Woodlands?

Currently, the total number of properties listed in 2026 is over 3 in the The Woodlands area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in The Woodlands.