Find the best cottages in Winter Haven - We found 12 exact matches
About Winter Haven Cottage Rentals on Vacation Cottage
For travelers seeking a comfortable and luxurious retreat in Winter Haven, Vacation Cottage has you covered. Opt for a cottage rental, lake house retreat, or summer home resort and enjoy the flexibility of a hotel. With over 12 options available in Winter Haven on Vacation Cottage, we can assist you in finding the perfect accommodation.
Elevate your next vacation with a picturesque cottage rental in Winter Haven, offering top-notch amenities such as swimming pools, fitness centers, Wi-Fi, luxury suites, and fully-equipped kitchens. Discover unbeatable deals on outdoor vacation cottages, lake houses, and summer home retreats. Start planning your trip to Winter Haven today and secure your accommodation in minutes on our website.
Whether it's a short-term getaway or a long-term seasonal stay, find the perfect cottage rental, lake house, or summer home for your favorite travel destinations. Compare options with Vacation Cottage and stay close to nature.
Frequently Asked Questions About Winter Haven Rental Cottages
How much does it cost to rent a cottage in Winter Haven?
The average cost for a cottage rental in Winter Haven is $204 per night. Vacation Cottage has a wide list of great cottages near Winter Haven that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Winter Haven that allow pets?
Yes, here are the top cottage rentals in Winter Haven that allow you to bring your pet:
- Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!
- Chain of Lakes Cottage
- Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
- Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
See all pet-friendly vacation rentals in Winter Haven on Vacation Cottage
Do you have any rental cottages in Winter Haven that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Winter Haven to find one that works for you.
Are there quality cottages in Winter Haven that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are Over 12 private swimming pools or cottages with indoor pools in the Winter Haven area along with other great amenities.
Do any cottages in Winter Haven have hot tubs?
About 12 cottages in Winter Haven boast of premium hot tubs. Some of the popular places to stay with hot tubs include:
See all holiday vacation rentals in Winter Haven on Vacation CottageAre there luxury cottages in Winter Haven?
Yes, there are luxury cottages in Winter Haven. Find more luxury, lakefront, winter, & last-minute cottage rentals near Winter Haven.
