A sunset over a calm body of water with clouds and a distant shoreline.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Howey-in-the-Hills cottages

A covered porch with wicker chairs and a ceiling fan.

1. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (43 reviews)
"Accommodations were comfortable, quaint space. Bed was very comfortable. Just beware the shower is very narrow and ceilings low. Not ideal for a taller or bigger person. Nice and close to the downtown area. Would stay here again."
United States
Betty
$190 nightly
The price is $211
Oct 20 - Oct 21
Total with taxes and fees
Historic Tremain Cottages
A white house with a covered porch, surrounded by lush greenery and a large tree.

2. Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.2 out of 10, Wonderful, (20 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
$185 nightly
The price is $203
Oct 25 - Oct 26
Total with taxes and fees
Waterfront Cottage on Haynes Creek
A well-lit garden area with a gravel pathway, decorative lights, and various plants.

3. Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Mount Dora
10.0 out of 10, Exceptional, (25 reviews)
"Great stay! Very welcoming home and very comfortable beds. Would rent again."
United States
Thomas K.
$244 nightly
The price is $267
Oct 30 - Oct 31
Total with taxes and fees
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
A small, single-story house with a gabled roof and a front porch.

4. Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
$237 nightly
The price is $263
Oct 19 - Oct 20
Total with taxes and fees
Mount Dora Cottages
A wooden deck with a table and chairs, a white building with large windows, and a wooden fence.

5. Beautiful Historic Cottage, Nantucket

Beautiful Historic Cottage, Nantucket
Mount Dora
9.8 out of 10, Exceptional, (8 reviews)
"Great location. Very clean "
United States
University Sports M.
$235 nightly
The price is $258
Oct 27 - Oct 28
Total with taxes and fees
Beautiful Historic Cottage, Nantucket
A single-story house with a garage, a driveway, and a lawn.

6. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
$350 nightly
The price is $374
Oct 18 - Oct 19
Total with taxes and fees
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A covered porch with white wicker furniture and green cushions, large windows, and a ceiling fan.

7. Beautiful Historic Cottage, The Garden

Beautiful Historic Cottage, The Garden
Mount Dora
10.0 out of 10, Exceptional, (15 reviews)
"Nice and quiet place to stay."
United States
Mark
$292 nightly
The price is $321
Oct 19 - Oct 20
Total with taxes and fees
Beautiful Historic Cottage, The Garden
A residential property with a well-maintained lawn, a paved driveway, and a small garden area with plants.

8. Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Vacation Village
9.4 out of 10, Exceptional, (65 reviews)
"Wonderful time at a property just right for our needs and wants. "
United States
Peter C.
$144 nightly
The price is $158
Oct 18 - Oct 19
Total with taxes and fees
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

9. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (25 reviews)
"Very nice cottage, beautiful view"
United States
rachel c.
$281 nightly
The price is $308
Oct 18 - Oct 19
Total with taxes and fees
Cozy Lake Front Cottage
A serene landscape with a pond, trees with Spanish moss, and a palm tree.

10. Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
10.0 out of 10, Exceptional, (1 review)
$312 nightly
The price is $346
Nov 16 - Nov 17
Total with taxes and fees
Shore Steps Cottage - Walking Distance To The Town Of Windermere
A bedroom with a bed, a sofa, a wooden coffee table, a window, and a wall-mounted light fixture.

11. Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking

Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
Lake Panasoffkee
$128 nightly
The price is $135
Oct 27 - Oct 28
Total with taxes and fees
Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
A hallway with a dining area, a black metal chair, and a sign reading "Rendezvous".

12. Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous
Mount Dora
9.4 out of 10, Exceptional, (17 reviews)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
$234 nightly
The price is $257
Oct 19 - Oct 20
Total with taxes and fees
Beautiful Historic Cottage, Rendezvous
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

13. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
$444 nightly
The price is $499
Oct 18 - Oct 19
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
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 Howey-in-the-Hills Hotel Reviews

Lakeside Inn

Lakeside Inn

10/10 Excellent
"I was so grateful that I was able to change my reservation date due to the weather. The staff was so accommodating, and the end is perfectly situated in town. You can walk everywhere, there’s great views, great food, plenty to do and also plenty of opportunities to relax!"
Rebecca 1-night trip
Posted 1 hour ago
Lakeside Inn

Find out more about Howey-in-the-Hills

Howey-in-the-Hills Cottages information

Number of reviews
322
Accommodation
235 Cottages
Lowest Price
$203
Highest Price
$499

Frequently asked questions

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What is there to do in Howey-in-the-Hills near my cottage?
Once you've unpacked your suitcases, head out and explore the fantastic things Howey-in-the-Hills has to offer. Mission Inn Golf Resort - El Campeon is a top attraction to add to your must-do list.

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