Dade City cottage rentals
We found 59 cottage rentals — enter your dates for availability
Explore Dade City cottage rentals
The Historic Sweetwater Cottage Firepit & Cornhole
Sleeps 6 · 2 bedrooms · 2 bathrooms
Cozy downtown Dade City cottage. Pet friendly.
Sleeps 4 · 2 bedrooms · 1 bathroom
The Shebeen A small Irish cottage,come experience the enchantment and trnquility
Sleeps 4 · 1 bedroom · 1 bathroom
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
Sleeps 4 · 2 bedrooms · 1 bathroom
Charming Tampa Cottage - Full Kitchen, Parking, Wifi
Sleeps 4 · 1 bedroom · 1 bathroom
Quiet & Secluded yet short distance to everything!
Sleeps 2 · 1 bedroom · 1 bathroom
Top rated cottage rentals - Dade City
Awesome place
Little charming cottage, great Hostess Patti & Dave, clean, amenities & little lovely touches of Love that Patti has put in the decor.in back By the river in back with canoe, kayak to use. Like old Florida when you sit by river. The only down side was how close traffic noise was. We had a relaxing enjoyable stay.
Maudie E.
Stayed Mar 2025
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
How much does it cost to stay in a cottage rental in Dade City?
Prices vary depending on the time of year, length of stay and exact location, so enter your travel details to see what's available. No matter your budget or plans, Stayz has cottage rentals in Dade City for all kinds of guests.
When is the best time to rent a cottage in Dade City?
August is when most guests stay in a cottage rental in Dade City, which is in Pasco County. On average, temperatures range from 25ºC to 32ºC at this time of year.
Where can I rent a Dade City holiday cottage with great views?
Let the stresses melt away as you kick back and soak up the views of historic areas from your cosy cottage rental in Dade City. Make use of our filter tools to search for cottages with outdoor spaces, such as a patio or deck, so you can enjoy the scenic beauty even more.
Does Dade City have any lakeside cottages?
For a refreshing escape, you can't get better than our lakeside cottage rentals. Use our "Location" filter and then click on "Lake" to see if you can find any comfy cottages that'll put you close to the water in Dade City. Spend your days being adventurous or simply enjoy watching magnificent sunrises and sunsets glittering off the lake.
What are the top things to do in Dade City?
It's no surprise why families love Dade City, with top attractions like Wesley Chapel District Park, Withlacoochee Trail State Park and Giraffe Ranch to explore. Uncover this destination's best sights together and then return to the comforts of your cottage rental.
Why should I book my holiday cottage with Stayz?
With Stayz you'll never have to share your cottage rental with others, whether you're searching for a rustic escape in the countryside or a fancy pad by the beach. Another wonderful reason to book with us? You can filter your search by nightly price, amenities and more to find a cottage rental that matches your needs and style. Our flexible cancellation policies and excellent customer support also ensure a stress-free trip.