Discover winter rentals Highland Ridge - We found 78 exact matches
About Highland Ridge Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Highland Ridge, 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 Highland Ridge. 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 Highland Ridge and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Highland Ridge Winter Rentals
What are the top rated Winter Rentals in Highland Ridge?
There are a lot of options in Highland Ridge. If you plan on staying in the Highland Ridge area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Highland Ridge:
- Waterfront Gulf retreat, Tranquil, Spectacular views, Wildlife, Kayaks, Fishing.
- Water front house on canals to Gulf of Mexico
- Spacious Canalfront Home w/Pool ~ 1/2 Mi to Beach
- Beautiful & Cozy Home on a Canal in Hudson, FL!
- Water on 3 sides-1/3 acre! Gulf access fishing boating relaxing.
- Book Away. Gulf Home-Pool, dock,ramp,Fish Gear,kayaks,paddle boards, Elevator
- 4BR Home with Private Dock on Warm Spring Fed Canal with Gulf Access
- Spacious 5-bed, 3 bath waterfront pool home on canal leading to Gulf of America!
- Pool House Oasis, 5 Mins to Beach, Near Weeki Wachee - Perfect Vacation Getaway!
- 🌴 Hudson Retreat | 3-Bedroom Pool Home – Your Private Coastal Oasis!
How much does it cost to rent a place to stay near Highland Ridge in the wintertime?
The average cost for winter rentals in Highland Ridge is $210 per night. Vacation Cottage has a wide list of great winter places to stay near Highland Ridge that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Highland Ridge that allow pets?
Yes, here are the top cottage/chalet rentals in Highland Ridge that allow you to bring your pet or dog:
- Sleeps 6 Waterfront Escape W/Foosball, Grill & firepit
- The Hudson Hideout
- Pool House Oasis, 5 Mins to Beach, Near Weeki Wachee - Perfect Vacation Getaway!
- Cozy Vacation home
See all pet-friendly vacation rentals in Highland Ridge on Vacation Cottage
Do you have any winter rentals in Highland Ridge that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Highland Ridge to find what works for you.
Are there winter accommodations in Highland Ridge that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 78 private swimming pools or indoor pools accommodations near Highland Ridge along with other great amenities.
Do any winter holiday rentals in Highland Ridge have hot tubs?
About 78 holiday rentals in Highland Ridge boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Highland Ridge?
Yes, there are many luxury places to stay in Highland Ridge for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Highland Ridge with all the best amenities for your next trip.
