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

Search Howey-in-the-Hills Cottage Rentals from CA $293

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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
The price is CA $279
CA $310 total
includes taxes & fees
Oct 20 - Oct 21
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.
The price is CA $126
CA $292 total
includes taxes & fees
Oct 29 - Oct 30
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.
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
The price is CA $302
CA $335 total
includes taxes & fees
Oct 21 - Oct 22
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.
The price is CA $290
CA $360 total
includes taxes & fees
Oct 28 - Oct 29
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
The price is CA $209
CA $529 total
includes taxes & fees
Oct 21 - Oct 22
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
The price is CA $363
CA $455 total
includes taxes & fees
Oct 21 - Oct 22
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.
The price is CA $175
CA $223 total
includes taxes & fees
Oct 20 - Oct 21
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.
The price is CA $210
CA $441 total
includes taxes & fees
Oct 20 - Oct 21
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)
The price is CA $175
CA $487 total
includes taxes & fees
Nov 16 - Nov 17
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
The price is CA $81
CA $191 total
includes taxes & fees
Nov 17 - Nov 18
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
The price is CA $290
CA $364 total
includes taxes & fees
Oct 20 - Oct 21
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
The price is CA $281
CA $706 total
includes taxes & fees
Oct 20 - Oct 21
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

Brownwood Hotel & Spa

Brownwood Hotel & Spa

10/10 Excellent
"excellent place to stay"
Nicholas 5-night trip
Posted 2 hours ago
Brownwood Hotel & Spa

Find out more about Howey-in-the-Hills

Howey-in-the-Hills Cottages information

Number of reviews
322
Accommodation
235 Cottages
Lowest Price
CA $293
Highest Price
CA $706

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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