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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (42 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
$152 nightly
The price is $169
Sep 29 - Sep 30
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
9.4 out of 10, Exceptional, (18 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
$184 nightly
The price is $202
Sep 27 - Sep 28
Total with taxes and fees
Waterfront Cottage on Haynes Creek
A single-story house with a front porch, a flag, and a small garden area.

3. Mount Dora Home: Private Pool, Spa & Tropical Bar!

Mount Dora Home: Private Pool, Spa & Tropical Bar!
3.0 star property
Mount Dora
6.0 out of 10, (1 review)
$307 nightly
The price is $341
Sep 28 - Sep 29
Total with taxes and fees
Mount Dora Home: Private Pool, Spa & Tropical Bar!
A well-lit garden area with a gravel pathway, decorative lights, and various plants.

4. 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.
$228 nightly
The price is $251
Oct 1 - Oct 2
Total with taxes and fees
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
A hallway with a dining area, a black metal chair, and a sign reading "Rendezvous".

5. 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
$184 nightly
The price is $202
Sep 28 - Sep 29
Total with taxes and fees
Beautiful Historic Cottage, Rendezvous
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)
"It was a perfect house for our short stay. Great location."
United States
Connie D.
$194 nightly
The price is $213
Sep 28 - Sep 29
Total with taxes and fees
Beautiful Historic Cottage, The Garden
A small, single-story house with a gabled roof and a front porch.

7. 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
Sep 27 - Sep 28
Total with taxes and fees
Mount Dora Cottages
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

8. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (25 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
$254 nightly
The price is $280
Sep 28 - Sep 29
Total with taxes and fees
Cozy Lake Front Cottage
A serene landscape with a pond, trees with Spanish moss, and a palm tree.

9. 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)
$313 nightly
The price is $350
Sep 30 - Oct 1
Total with taxes and fees
Shore Steps Cottage - Walking Distance To The Town Of Windermere
A wooden pier extending into a body of water with a bench at the end.

10. Waterfront Lake Dora Escape w/ Private Dock & Slip

Waterfront Lake Dora Escape w/ Private Dock & Slip
3.0 star property
Tavares
$523 nightly
The price is $581
Sep 28 - Sep 29
Total with taxes and fees
Waterfront Lake Dora Escape w/ Private Dock & Slip
A single-story house with a garage, a driveway, and a lawn.

11. 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
Sep 27 - Sep 28
Total with taxes and fees
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
$455 nightly
The price is $511
Oct 2 - Oct 3
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
"Love this charming hotel"
Tiffiany 2-night trip
Posted 7 hours ago
Lakeside Inn

Find out more about Howey-in-the-Hills

Howey-in-the-Hills Cottages information

Number of reviews
354
Accommodation
235 Cottages
Lowest Price
$169
Highest Price
$581

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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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