Sumter County Cottage Rentals & Holiday Homes
Find the best cottages in Sumter County - We found 48 exact matches
About Sumter County Luxury Rental on Women In Travel
Searching for cottages to rent near Sumter County? Women In Travel features more than 48 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Sumter County have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Women In Travel’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Sumter County.
Are you planning to travel to the lakeside, beach, or mountain area? Women In Travel’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Women In Travel boasts of 48 holiday cottages and places to stay in Sumter County. The site provides unique Airbnb, VRBO, Women In Travel-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Sumter County Cottage Rentals
What are the top rated Cottage Rentals in Sumter County?
There are a lot of options in Sumter County. If you plan on staying in the Sumter County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Sumter County:
- Sunny Home w/Golf Cart in The Villages!
- Lanai & Golf Cart: The Villages Vacation Rental!
- Home in The Villages: Golf Cart & Amenity Access
- Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
- Pet-friendly Home w/Patio in The Villages
- 3 Mi to Spanish Springs: Peaceful Retreat w/Perks
- Golfer's Paradise - The Villages in Wildwood!
- Centrally Located Corner Home Near Lake Sumter
- Near Golf & Dining: Wildwood Vacation Rental!
- Private Lanai & Pool Access: Home in the Villages!
How much does it cost to rent a cottage in Sumter County?
The average cost for a cottage rental in Sumter County is $202 per night. Womenintravel has a wide list of great cottages near Sumter County that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Sumter County that allow pets?
Yes, here are the top cottage rentals in Sumter County that allow you to bring your pet:
- Golf-Front Hilltop Cottage in The Villages!
- Great location between Sumter Landing/Spanish Springs. Golf cart included
- Resort Access: Pet-friendly Home in The Villages!
- The Village Cottage with Hot Tub
See all pet-friendly vacation rentals in Sumter County on Womenintravel
Do you have any rental cottages in Sumter County that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Sumter County to find one that works for you.
Are there quality cottages in Sumter County that have indoor swimming pools?
As of 2026, the data from Womenintravel shows that there are Over 48 private swimming pools or cottages with indoor pools in the Sumter County area along with other great amenities.