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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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

A white house with a covered porch, surrounded by lush greenery and a large tree.

1. Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (21 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
$177 nightly
The price is $195
Nov 12 - Nov 13
Total with taxes and fees
Waterfront Cottage on Haynes Creek
A covered porch with wicker chairs and a ceiling fan.

2. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (44 reviews)
"Lovely stay in Mount Dora, perfect location, clean and quiet. Would definitely stay again."
United States
Charlotte
$214 nightly
The price is $237
Nov 12 - Nov 13
Total with taxes and fees
Historic Tremain Cottages
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, (26 reviews)
"Great stay! Very welcoming home and very comfortable beds. Would rent again."
United States
Thomas K.
$223 nightly
The price is $246
Nov 15 - Nov 16
Total with taxes and fees
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
A room with a television on a wooden cabinet, a table, and two chairs. There is a sofa and a window with curtains.

4. Vacation Village Resort a "Hilltop Haven" Cozy 2-bedroom cottage in Clermont

Vacation Village Resort a "Hilltop Haven" Cozy 2-bedroom cottage in Clermont
Vacation Village
10.0 out of 10, Exceptional, (1 review)
"I loved the home: the views, the sunsets, the lake, the pool, the peace and tranquility, and so much more. Clermont is truly the "Gem of the Hills". And the nearby shops: Publix, Keyfood, the small Brazilian market, Shantee's Caribbean market, etc.; there is such a variety of foods. And Salt Shack overlooking Lake Minneola is another gem. I will be coming again and again to this home and this location."
United States
Anonymous traveler
$185 nightly
The price is $204
Nov 18 - Nov 19
Total with taxes and fees
Vacation Village Resort a "Hilltop Haven" Cozy 2-bedroom cottage in Clermont
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.
$213 nightly
The price is $236
Nov 12 - Nov 13
Total with taxes and fees
Beautiful Historic Cottage, Nantucket
A covered porch with white wicker furniture and green cushions, large windows, and a ceiling fan.

6. 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
$265 nightly
The price is $294
Nov 12 - Nov 13
Total with taxes and fees
Beautiful Historic Cottage, The Garden
A covered outdoor area with a vehicle and a boat, surrounded by trees and a white fence.

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

Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
Lake Panasoffkee
$133 nightly
The price is $142
Nov 12 - Nov 13
Total with taxes and fees
Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
A serene landscape with a pond, trees with Spanish moss, and a palm tree.

8. 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)
$278 nightly
The price is $310
Nov 17 - Nov 18
Total with taxes and fees
Shore Steps Cottage - Walking Distance To The Town Of Windermere
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, (27 reviews)
"Very nice cottage, beautiful view"
United States
rachel c.
$287 nightly
The price is $316
Nov 29 - Nov 30
Total with taxes and fees
Cozy Lake Front Cottage
A hallway with a dining area, a black metal chair, and a sign reading "Rendezvous".

10. Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous
Mount Dora
9.4 out of 10, Exceptional, (18 reviews)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
$213 nightly
The price is $236
Nov 12 - Nov 13
Total with taxes and fees
Beautiful Historic Cottage, Rendezvous
A covered outdoor area with a pool, palm trees, and a tiled floor.

11. The Villages 2BR Vacation Home, Lanai & Golf Cart

The Villages 2BR Vacation Home, Lanai & Golf Cart
3.0 star property
Belvedere
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay!! Nice home, quiet street, and better than staying in a hotel."
United States
Paul
$312 nightly
The price is $334
Nov 24 - Nov 25
Total with taxes and fees
The Villages 2BR Vacation Home, Lanai & Golf Cart
A single-story house with a garage, a well-maintained lawn, and a street lamp.

12. Complimentary Golf Cart! Home in The Villages

Complimentary Golf Cart! Home in The Villages
3.0 star property
Lynnhaven
10.0 out of 10, Exceptional, (1 review)
"Awesome place and conveniently located in the villages. Hosts were kind, helpful in making the trip perfect! We will be back!"
United States
Tory
$314 nightly
The price is $336
Dec 1 - Dec 2
Total with taxes and fees
Complimentary Golf Cart! Home in The Villages
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
Nov 12 - Nov 13
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

Home Inn & Suites Orlando-Apopka

Home Inn & Suites Orlando-Apopka

10/10 Excellent
"The staff is outstanding. The rooms are extremely clean. The housekeeping service is immense. The location is perfect. They cater for your every need. The amenities are outstanding. I would definitely recommend this hotel for anyone that needs to stay for any length of time in the local area to be truthful. It feels like your home away from home."
Peter 4-night trip
Posted 8 hours ago
Home Inn & Suites Orlando-Apopka

Find out more about Howey-in-the-Hills

Howey-in-the-Hills Cottages information

Number of reviews
166
Accommodation
251 Cottages
Lowest Price
$142
Highest Price
$591

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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