Discover winter rentals Westlake Village - We found 322 exact matches
About Westlake Village Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Westlake Village, FL perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Westlake Village. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Westlake Village and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Westlake Village Winter Rentals
What are the top rated Winter Rentals in Westlake Village?
There are a lot of options in Westlake Village. If you plan on staying in the Westlake Village area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Westlake Village:
- * Cozy Beach House * Look No Further *
- Ozona Waterfront Mermaid House
- Tropical Retreat near beaches with amazing Pool, Cabana, Hot Tub & Patio areas!
- Waterfront home with dock. Pontoon boat available for fishing and beaches.
- 3 bedroom, 2 bath, pool home that sleeps 6, with screened back patio
- Ozona Guesthouse! 3 Blocks to Pinellas Trail, Brewery, Eats, & Dog Friendly!
- The Nest Boutique at Bananabay
- LUXURY Vacation Home in Palm Harbor
- Airy Ozona West on the Gulf!
- Beach Side Beauty, Fabulous Beaches, and Salt Water Pool!
How much does it cost to rent a place to stay near Westlake Village in the wintertime?
The average cost for winter rentals in Westlake Village is $394 per night. Vacation Cottage has a wide list of great winter places to stay near Westlake Village that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Westlake Village that allow pets?
Yes, here are the top cottage/chalet rentals in Westlake Village that allow you to bring your pet or dog:
- Pool, games & more—fun for everyone!
- The Cycling Mermaid Palm Harbor, Florida - Christmas & NYE AVAILABLE with Xmas Tree!
- Hampton Inn & Suites Tarpon Springs
- Waterfront Villa w/Hot Tub Game Room Kayaks Bikes
See all pet-friendly vacation rentals in Westlake Village on Vacation Cottage
Do you have any winter rentals in Westlake Village that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Westlake Village to find what works for you.
Are there winter accommodations in Westlake Village that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 322 private swimming pools or indoor pools accommodations near Westlake Village along with other great amenities.
Do any winter holiday rentals in Westlake Village have hot tubs?
About 322 holiday rentals in Westlake Village boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Westlake Village?
Yes, there are many luxury places to stay in Westlake Village for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Westlake Village with all the best amenities for your next trip.
