Montgomery Cottages - Vacation Rentals in Windermere Lakes

2-bed/1 Bath Amazing & Private Guesthouse in Cypress with Pool
New
From US $142
         

Luxury Places to Stay in Windermere Lakes

Over 157+ Luxury Places to Stay in or Near Windermere Lakes
♕Fancy Home near Cypress♕ From US $1,843
         

10.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Security/Safety
Spacious 7BR Houston Home w/Pool, Game Room & BBQ From US $753
         

9.6 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Large 7BR Houston Oasis w/Pool, Hot Tub & BBQ From US $742
         

8.8 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
5BR Modern Paradise. Sleeps 15. Family Friendly From US $601
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Houston Pool Retreat | WiFi Yard BBQ Games TVs From US $587
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious Family Oasis w/Pool, 7BR & Near Downtown From US $586
         

Houston Social Court & Event, Pickleball, Billiard From US $571
         

Luxury, King Suite & Extras! Gameroom-Office-Gym From US $546
         

2.0 (1 Review)
House
  • Security/Safety
  • Sports/Activities
  • Wellness Facilities

Top-Rated Vacation Rentals with a Pool in Windermere Lakes

Over 62+ Top-Rated Vacation Rentals with a Pool in or Near Windermere Lakes
Comfort Suites Near Sam Houston Race Park. From US $128
         

10.0 (12 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fully Furnished Luxury Townhome in Copperfield Area, West Houston From US $157
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Dream Vacation in Maquela From US $145
         

9.8 (11 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Your Home in Copperfield From US $149
         

9.8 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Kompose Residences Houston Cy-Fair From US $143
         

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9.6 (153 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Windermere Lakes

Over 39+ Pet-Friendly Vacation Rentals in or Near Windermere Lakes
Cozy Spacious Family Pets Woodsy Gazebo with game room office From US $315
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Houston Pool Retreat WiFi Yard BBQ Games TVs From US $421
         

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9.1 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Houston – Jersey Village From US $58
         

7.2 (279 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Family Retreat: Patio, RokuTV, Sleeps 10 From US $322
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Boho 3BR Retreat in NW Houston From US $174
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lovely home - Workspaces - King Bed - Fast WiFi From US $147
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
I bedroom Beautiful Houston condo From US $143
         

10.0 (1 Review)
Apartment
  • Pet Friendly
  • Security/Safety
  • Child Friendly

Large Vacation Homes & Villas in Windermere Lakes

Over 22+ Large Vacation Homes & Villas in or Near Windermere Lakes
Family-Friendly 6BR Retreat w/Pool in Houston From US $457
         

9.0 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
5 Bedrooms with Pool From US $291
         

New
House
  • Air Conditioner
  • Parking
  • Pool
6-Bedroom Hideaway, Pool: 25 Min to Downtown HT From US $635
         

Modern Cypress Haven-4BR+GAMEROOM+PATIO From US $349
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Windermere Lakes

Over 38+ Wheelchair Accessible Vacation Homes in or Near Windermere Lakes
Comfort Suites Near Sam Houston Race Park. From US $122
         

8.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Empire Inn Cypress From US $73
         

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7.7 (246 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Staybridge Suites Houston NW Cypress Crossings by IHG From US $121
         

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9.2 (321 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Comfort Suites Near Sam Houston Race Park. From US $106
         

Kompose Boutique Hotel Houston Cy-Fair From US $110
         

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9.4 (116 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Palace Inn Blue Jones Rd From US $87
         

9.2 (108 Reviews)
Hotel
  • Parking
  • Wheelchair Accessible
  • Accessibility
Perfect home for business persons temporarily working in Houston area. From US $98
         

Comfort Suites Near Sam Houston Race Park From US $107
         

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9.0 (577 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Windermere Lakes Varoom and Airbnb Places to Stay Under $200

Over 76+ Windermere Lakes Varoom and Airbnb Places to Stay Under $200
The Greenhouse From US $199
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Astonishing studio apartment From US $72
         

New
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
La Quinta Inn & Suites by Wyndham Houston NW Beltway8/WestRD From US $93
         

Cozy 1-bedroom studio in delightful Houston safe neighborhood!
New
From US $93
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Price Drop! Off-Apt 3BR Fast Wifi & More-12B From US $142
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Home Away from Home - Fully furnished townhome in Copperfield Area. From US $150
         

Price Drop![20% OFF] Cozy 3BR & 2BTH Apt-14A From US $140
         

6.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
10B 3 STORY, 2 BDRM, 3 BEDS, 1 BATH, N. HOU, IAH From US $121
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Windermere Lakes

Over 29+ Instantly Bookable Vacation Homes in or Near Windermere Lakes
6S Hideout Houston From US $276
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
3-bedroom vacation home 13 minutes from Willowbrook Mall From US $372
         

1-story 3 Bedroom in Peaceful Jersey Village Neighborhood From US $219
         

Relaxing Modern Minimalist Space in Houston From US $59
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Family-Friendly Houston Home in Quiet Neighborhood From US $526
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

About Windermere Lakes Vacation Rentals

With more than 2 Windermere Lakes vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Montgomerycottages 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 Windermere Lakes.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Montgomerycottages Windermere Lakes, 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 Windermere Lakes. Places to stay near Windermere Lakes with prices averaging $125 a night.

Montgomerycottages makes it easy and safe to find and compare vacation rentals in Windermere Lakes 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 Windermere Lakes

Type Count
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Windermere Lakes

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

Weather in Windermere Lakes

View the weather forecast for Windermere Lakes before booking your Windermere Lakes 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