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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Dade City cottages

Exterior
The Historic Sweetwater Cottage Firepit & Cornhole

The Historic Sweetwater Cottage Firepit & Cornhole

The Historic Sweetwater Cottage Firepit & Cornhole
2.0 star property
Dade City
10.0 out of 10, Exceptional, (1)
"most welcoming and wonderful to work with. I cannot thank you again for everything!"
United States
Dana M.
$317 nightly
The price is $350
Dec 29 - Dec 30
Total with taxes and fees
The Historic Sweetwater Cottage Firepit & Cornhole
Exterior
Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville
2.0 star property
Brooksville
10.0 out of 10, Exceptional, (1)
"So enjoyed our stay, lovely cottage had everything we needed. Loved the shower 🚿. Will definitely stay again "
United States
Corinn
$226 nightly
The price is $249
Jan 2 - Jan 3, 2026
Total with taxes and fees
Garden Cottage Within Walking Distance to Downtown Brooksville
House (2 Bedrooms) | Interior
2BR Dog-friendly w/ Yard, Screened Porch, & Grill

2BR Dog-friendly w/ Yard, Screened Porch, & Grill

2BR Dog-friendly w/ Yard, Screened Porch, & Grill
2.0 star property
Dixieland
$248 nightly
The price is $274
Dec 27 - Dec 28
Total with taxes and fees
2BR Dog-friendly w/ Yard, Screened Porch, & Grill
Property grounds
Adorable Waterfront Cottage

Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.6 out of 10, Exceptional, (20)
"Very cute little cottage. If going to the area again, will definitely stay again. "
United States
Pauline O.
$252 nightly
The price is $283
Dec 24 - Dec 25
Total with taxes and fees
Adorable Waterfront Cottage
Exterior
The White Door Studio.

The White Door Studio.

The White Door Studio.
2.0 star property
Lutz
$105 nightly
The price is $115
Jan 4 - Jan 5, 2026
Total with taxes and fees
The White Door Studio.
Property grounds
Just a couple minute paddle to hospital hole in Weeki Wachee. Pet friendly.

Just a couple minute paddle to hospital hole in Weeki Wachee. Pet friendly.

Just a couple minute paddle to hospital hole in Weeki Wachee. Pet friendly.
2.0 star property
Weeki Wachee
10.0 out of 10, Exceptional, (3)
"Thanks so much for awesome stay!"
United States
Val K.
$310 nightly
The price is $342
Dec 24 - Dec 25
Total with taxes and fees
Just a couple minute paddle to hospital hole in Weeki Wachee. Pet friendly.
Property grounds
Cozy Lake Front Cottage

Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (18)
"Will definitely be staying again"
United States
Tom W.
$224 nightly
The price is $246
Dec 30 - Dec 31
Total with taxes and fees
Cozy Lake Front Cottage
Terrace/patio
Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa
10.0 out of 10, Exceptional, (65)
"The property was clean and located near where we needed to be. The horses were adorable. Will definitely stay again. "
United States
Janet T.
$337 nightly
The price is $379
Jan 18 - Jan 19, 2026
Total with taxes and fees
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Microwave, oven, stovetop
Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat
Polk City
$240 nightly
The price is $265
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Historic Cottage with Cozy Porch and Garden Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dade City Hotel Reviews

La Quinta Inn & Suites by Wyndham Lakeland West

La Quinta Inn & Suites by Wyndham Lakeland West

10/10 Excellent
"Was a Great stay . 😎"
LeRoy 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Lakeland West

Find out more about Dade City

Dade City Cottages information

Number of reviews
106
Accommodation
173 Cottages
Lowest Price
$115
Highest Price
$379

Frequently asked questions

Why book your cottage in Dade City with Expedia?
Reserving a cottage in Dade City is as easy as entering your travel dates and selecting an ideal place for outdoor relaxation and recreation. From upscale retreats to budget-friendly stays and cottages that include amenities like a kitchenette, Expedia has something for all styles and tastes. As for irresistible deals? We've have them as well!
How can I find cheap cottages in Dade City?
With Expedia's helpful filter tool, booking cheap cottages in Dade City is a snap. To discover properties that are very pocket friendly, tailor your search results by star rating, budget and amenities.
What is there to do in Dade City near my cottage?
If you're eager to see the sights of Dade City, make tracks to Giraffe Ranch. It's a favorite among travelers and locals alike.

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