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Highlands County Winter Rentals & Holiday Homes
Discover winter rentals Highlands County - We found 315 exact matches
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About Highlands County Winter Rental on Rent By Owner
Planning on a winter vacation in Highlands County? Discover 315 places to stay in Highlands County, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Rent By Owner, we have a wide range of listings for accommodations in Highlands County, FL that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. RBO winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Highlands County winter accommodation starts at ZA R5,984, and the most popular properties in Highlands County are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, RBO will make your winter trip memorable.
Rent By Owner offers a great deal for travelers planning on renting a place in Highlands County, to enjoy these benefits and to book your winter vacation homes, go to RBO filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Highlands County and unlock even more amazing deals.
Frequently Asked Questions About Highlands County Winter Rentals
There are a lot of options in Highlands County. If you plan on staying in the Highlands County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Highlands County:
- On "The" Lake Placid! Lakefront, Hot Tub, Beach, Large Dock!
- Lake June Escape House
- Newer Home on Lake June with Beach, Dock, Screened Patio and Hot Tub!
- Sitting on the Dock of the Lake Clay Rental Home For the perfect “country” vacat
- Bass Fishing Vacation Rental - Lake Istokpoga - Fisherman Welcome!
- Back To School & Work Getaway Escape to Lake June
- Waterfront Lake June in Winter Family Fun and Relaxation
- Escape 2 the lake - Oversized pool, private lake access & dock for canal fishing
- Waterfront Lake Placid Home w/Dock & Fire Pit
- The Perfect 4 Bedroom On Lake June!
- Bass Fishing Vacation Rental - Lake Istokpoga - Fisherman Welcome!
- Lake Pearl House
- Inn On The Lakes
- Relaxing Renovated Cottage on Lake June in Winter with Dock!
See all pet-friendly vacation rentals in Highlands County on Rent By Owner
