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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 181 Cottages in Howey-in-the-Hills with updated reviews, rates, and availability.

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
TV, books

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

10.0 out of 10, Exceptional, (135)
"Wonderful hosts and perfect location. We have returned many times and hope to visit again soon."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Terrace/patio

Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

2.0 star property
10.0 out of 10, Exceptional, (12)
"Super cute place, very clean, large yard."
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Waterfront Cottage on the Harris chain in Leesburg
Exterior

Waterfront Cottage on the Harris chain in Leesburg

9.8 out of 10, Exceptional, (87)
"HAd a great time will be booking this little peace of heaven again "
Waterfront Cottage on the Harris chain in Leesburg
Cozy Lake Front Cottage
Property grounds

Cozy Lake Front Cottage

10.0 out of 10, Exceptional, (16)
"Will definitely be staying again"
The price is $315
includes taxes & fees
$287 per night
May 1 - May 2
Cozy Lake Front Cottage
Cozy Cottage 3 blocks from town
Miscellaneous

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (29)
"We enjoyed our stay in this clean cozy 1 bedroom. We loved being able to walk to downtown Mt. Dora just a few blocks away. The neighborhood is very quiet.and the host was very responsive."
Cozy Cottage 3 blocks from town
Historic Tremain Cottages
Front of property

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (29)
"Great location!"
The price is $202
includes taxes & fees
$182 per night
May 1 - May 2
Historic Tremain Cottages
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Interior

"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

10.0 out of 10, Exceptional, (106)
"This was absolutely the most unique, creative and fun place we have ever stayed!"
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Outdoor pool

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (46)
"The place had everything you need for a great stay. All the basics are there. I enjoyed my stay and would stay here again."
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade
Smart TV, video games

Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

2.0 star property
10.0 out of 10, Exceptional, (10)
"Enjoyed our stay, slept very well! Beds were very comfortable! "
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade
Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL
Dining

Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL

Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL
Beautiful Historic Cottage, Rendezvous
Fridge, microwave, oven, stovetop

Beautiful Historic Cottage, Rendezvous

9.2 out of 10, Wonderful, (13)
"Beautiful area and within walking distance of shops and restaurants! Will definitely visit again!"
The price is $202
includes taxes & fees
$184 per night
May 1 - May 2
Beautiful Historic Cottage, Rendezvous
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
Fridge, microwave, oven, stovetop

“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora

9.6 out of 10, Exceptional, (10)
"Very nice and spacious home. Great outdoor area as well. Would stay there again."
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
Waterfront Cottage on Haynes Creek
Miscellaneous

Waterfront Cottage on Haynes Creek

9.0 out of 10, Wonderful, (7)
"Beautiful lodging surrounded by pure Florida scenery. Very clean and welcoming. Set on the waterfront with full access to kayaks etc Great for Motorcycle enthusiasts and Nature lovers. Owner was very communicative and responded quickly to my questions. I plan on staying longer next time. "
The price is $217
includes taxes & fees
$198 per night
May 6 - May 7
Waterfront Cottage on Haynes Creek
Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly
Aerial view

Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly

9.8 out of 10, Exceptional, (18)
"It’s my second visit this year, I love hearing cows and sheep and being woke up by a rooster. It a perfect peaceful place, country cottage feel. And only a short drive to the Villages."
Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly
Beautiful 1 bedroom/1 bath unit in Downtown Clermont at Lake Minneola
Fridge, microwave, oven, stovetop

Beautiful 1 bedroom/1 bath unit in Downtown Clermont at Lake Minneola

10.0 out of 10, Exceptional, (13)
"We really appreciated the uniqueness of this ‘just right’ for us Cabana. We hope to visit again soon!"
Beautiful 1 bedroom/1 bath unit in Downtown Clermont at Lake Minneola
Peyton's Patio Homes in The Villages, Florida
Outdoor dining

Peyton's Patio Homes in The Villages, Florida

10.0 out of 10, Exceptional, (12)
"I would definitely stay here again"
Peyton's Patio Homes in The Villages, Florida
Lake-view home - walk to lake, beach, dock and boat ramp
Terrace/patio

Lake-view home - walk to lake, beach, dock and boat ramp

8.0 out of 10, Very Good, (4)
"This home is adorable, decorated perfectly, and the price was fantastic. Super clean, and the pull through driveway is absolutely perfect for bringing a boat to the lake. Highly recommend!!!"
Lake-view home - walk to lake, beach, dock and boat ramp
Fly-in place to stay close to The Villages
Exterior

Fly-in place to stay close to The Villages

9.6 out of 10, Exceptional, (28)
"Home was in a very quiet area, but close to shopping, restaurants, and entertainment. Would definitely stay again."
Fly-in place to stay close to The Villages
Sunny Home w/ Golf Cart in The Villages!
Interior

Sunny Home w/ Golf Cart in The Villages!

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was the perfect place to stay while we visited relatives who live in The Villages. Would definitely stay there again on our next visit."
Sunny Home w/ Golf Cart in The Villages!
1/1 Cottage with fabulous view of Amelia Championship Golf Course
Miscellaneous

1/1 Cottage with fabulous view of Amelia Championship Golf Course

8.0 out of 10, Very Good, (1)
"We were visiting family in The Villages and needed a place to stay. We enjoyed the spacious yet compact space—living area, kitchen, bedroom, bath with large shower, walk in closet and laundry room. We parked in the driveway but that was the only space to be outside at this time. It was fine as we were mostly with family elsewhere. "
1/1 Cottage with fabulous view of Amelia Championship Golf Course
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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Other property types in Howey-in-the-Hills

Siena at Bella Collina
Property amenity

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (64)
"Excellent "
The price is $376
includes taxes & fees
$339 per night
May 5 - May 6
Siena at Bella Collina
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
Terrace/patio

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

9.2 out of 10, Wonderful, (46)
"Centrally located to where we needed to be. Owner very quick to respond to our needs"
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
Smart TV

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

2.0 star property
9.8 out of 10, Exceptional, (15)
"Very well managed"
The price is $264
includes taxes & fees
$249 per night
May 4 - May 5
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
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.