Photo by Geraldine Soh

Search Cottages in Dade City

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Dade City and around

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Terrace/patio

Cozy Cottage - Close to Everything, Nature Lovers Dream!

10.0 out of 10, Exceptional, (61)
"The little touches made this stay great perfect for people traveling with a dog very dog friendly"
The price is €319
includes taxes & fees
20 Aug - 21 Aug
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Kayaks, Canoe, Private Lake Community
Exterior

Kayaks, Canoe, Private Lake Community

9.4 out of 10, Exceptional, (12)
"Great space to spread out while on holiday. Awesome communication and quick responses. Really had a wonderful time."
The price is €179
includes taxes & fees
14 Aug - 15 Aug
Kayaks, Canoe, Private Lake Community
Lakefront Cottage,Boating, Fishing, pet friendly, internet
Exterior

Lakefront Cottage,Boating, Fishing, pet friendly, internet

9.8 out of 10, Exceptional, (147)
"Had a lovely relaxing time, beautiful view of the lake and great fishing. Good location for exploring, lots of nice state parks nearby."
Lakefront Cottage,Boating, Fishing, pet friendly, internet
'Cypress Lake House' in Floral City, Florida
Property grounds

'Cypress Lake House' in Floral City, Florida

9.8 out of 10, Exceptional, (105)
"We had a relaxing time at the cabin. Private and serene."
'Cypress Lake House' in Floral City, Florida
Weeki fun house
Outdoor dining

Weeki fun house

9.2 out of 10, Wonderful, (55)
"We had a blast. Great little spot. "
Weeki fun house
Just a couple minute paddle to hospital hole in Weeki Wachee. Pet friendly.
Property grounds

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"Thanks so much for awesome stay!"
The price is €359
includes taxes & fees
26 Aug - 27 Aug
Just a couple minute paddle to hospital hole in Weeki Wachee. Pet friendly.
Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course
Terrace/patio

Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course

2.0 star property
10.0 out of 10, Exceptional, (12)
"It was just a quick stay but the cottage was adorable and perfect for what we needed. "
Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course
Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi
Exterior

Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi

10.0 out of 10, Exceptional, (1)
"This property is close to all eminitites. Quite secluded and the host respected total privacy. Would definitely book in the future if any business needs conducted in the area. "
Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi
Mid-century Modern Escape in Central Lakeland!
Interior

Mid-century Modern Escape in Central Lakeland!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Communication with the host was simple and she was accessible. The basic amenities were readily available and we did not have to rush to go to the supermarket when we arrived. The place is spacious, clean and neighbourhood very quiet."
Mid-century Modern Escape in Central Lakeland!
NEW LISTING! Relaxing 4BR Hideaway in Groveland by RedAwning
Property grounds

NEW LISTING! Relaxing 4BR Hideaway in Groveland by RedAwning

2.0 star property
8.0 out of 10, Very good, (1)
NEW LISTING! Relaxing 4BR Hideaway in Groveland by RedAwning
Sleek Home Near Downtown Lakeland w/ Yard!
Interior

Sleek Home Near Downtown Lakeland w/ Yard!

3.0 star property
10.0 out of 10, Exceptional, (2)
Sleek Home Near Downtown Lakeland w/ Yard!
Heated Pool & 4-in-1 Grill: Spring Hill Haven!
House (2 Bedrooms) | Interior

Heated Pool & 4-in-1 Grill: Spring Hill Haven!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Place was amazing! Super clean, pool was perfect temperature! My daughter and granddaughters were visiting from New York and they really enjoyed their time there! "
Heated Pool & 4-in-1 Grill: Spring Hill Haven!
Lakeland Cottage w/ Pool Access + Screened Porch!
Cottage (2 Bedrooms) | Interior

Lakeland Cottage w/ Pool Access + Screened Porch!

3.0 star property
Lakeland Cottage w/ Pool Access + Screened Porch!
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
Microwave

South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

The price is €126
includes taxes & fees
27 Aug - 28 Aug
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
Screened Lanai /Clear Kayak / Waterfront / Fire Pit
Property grounds

Screened Lanai /Clear Kayak / Waterfront / Fire Pit

10.0 out of 10, Exceptional, (37)
"Matches description, great area, very cozy and well equipped. Decoration is amazing. Location is very convenient: short drive to stores, quiet place, good privacy compared to other houses in the area. I "
Screened Lanai /Clear Kayak / Waterfront / Fire Pit
'Lotus Point' Lake House Getaway on Four Rustic Acres
Property grounds

'Lotus Point' Lake House Getaway on Four Rustic Acres

9.8 out of 10, Exceptional, (156)
"Absolutely incredible views and great place to get away. Already planning on returning there again."
'Lotus Point' Lake House Getaway on Four Rustic Acres
DREAMCATCHER RIVER COTTAGE HAS IT ALL! DON'T DELAY! BOOK YOUR STAY TODAY!
Outdoor dining

DREAMCATCHER RIVER COTTAGE HAS IT ALL! DON'T DELAY! BOOK YOUR STAY TODAY!

10.0 out of 10, Exceptional, (132)
"Fantastic clean cottage on the river"
DREAMCATCHER RIVER COTTAGE HAS IT ALL! DON'T DELAY! BOOK YOUR STAY TODAY!
Spring Hill Home - 3 Mi to Weeki Wachee Springs!
House (2 Bedrooms) | Interior

Spring Hill Home - 3 Mi to Weeki Wachee Springs!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We loved staying here. They had all the basics and plenty of living space. It felt like home away from home. Having a washer and dryer was a huge plus and it was nice to cook meals and relax after a long day. It also was close to all the things we wanted to see and do."
Spring Hill Home - 3 Mi to Weeki Wachee Springs!
Waterfront Cottage with a dock
Fridge, microwave, oven, stovetop

Waterfront Cottage with a dock

9.6 out of 10, Exceptional, (19)
"Had a great stay and would rent again. The property was in a great location at the end of a deep water canal and was adorable inside. "
Waterfront Cottage with a dock
13 Mi to Hudson Beach: Spring Hill Home w/ Lanai
House (3 Bedrooms) | Interior

13 Mi to Hudson Beach: Spring Hill Home w/ Lanai

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house is very nice. Clean and comfortable. Beds are very comfortable!! "
13 Mi to Hudson Beach: Spring Hill Home w/ Lanai
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dade City Hotel Reviews

Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

10/10 Excellent
"Everything "
Joshua 2-night trip
Posted 18 hours ago
Days Inn by Wyndham Brooksville/Dade City

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 favourite among travellers and locals alike.