A golf course with a pond, green hills, and a clear sky.

Search Lady Lake Cottage Rentals from CA $199

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Lady Lake 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
9.2 out of 10, Wonderful, (20 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
The price is CA $125
CA $287 total
includes taxes & fees
Oct 31 - Nov 1
Waterfront Cottage on Haynes Creek
A single-story house with a garage, a driveway, and a lawn.

2. 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 $207
CA $525 total
includes taxes & fees
Oct 31 - Nov 1
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A beachside restaurant named Gator Joes with a wooden boardwalk leading to the entrance.

3. Cozy Cottage At Lake Weir

Cozy Cottage At Lake Weir
Ocklawaha
10.0 out of 10, Exceptional, (14 reviews)
"My daughters and granddaughter stayed for three nights and we had blast. We loved the cozy cottage. It was clean, nicely decorated and there were even snacks and cold drinks upon arrival. We definitely will stay again."
United States
Tracey
The price is CA $173
CA $318 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Cottage At Lake Weir
A covered outdoor area with a vehicle and a boat, surrounded by trees and a white fence.

4. 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 $90
CA $199 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
A small, single-story house with a porch, a fenced yard, and a black trash bin.

5. Charming water front cottage with central AC,quiet area in lovely Inverness

Charming water front cottage with central AC,quiet area in lovely Inverness
Inverness
10.0 out of 10, Exceptional, (13 reviews)
"Nice quiet and peaceful place. Host very quick on answering questions. Stayed 13 days in February of 2026. Would stay again, very nice place."
United States
Richard S.
The price is CA $158
CA $296 total
includes taxes & fees
Oct 31 - Nov 1
Charming water front cottage with central AC,quiet area in lovely Inverness
A covered porch with wicker chairs and a ceiling fan.

6. 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
The price is CA $285
CA $316 total
includes taxes & fees
Oct 29 - Oct 30
Historic Tremain Cottages
A well-lit garden area with a gravel pathway, decorative lights, and various plants.

7. 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.
The price is CA $201
CA $366 total
includes taxes & fees
Nov 2 - Nov 3
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
A small, single-story house with a gabled roof and a front porch.

8. 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 $299
CA $332 total
includes taxes & fees
Nov 2 - Nov 3
Mount Dora Cottages
A room with a purple sofa, a matching armchair, a small round table, and a decorative mirror.

9. Cozy house with 1 bedroom and WiFi, AC, Huge Pool, 1 Acre Property Gym, Jacuzzi

Cozy house with 1 bedroom and WiFi, AC, Huge Pool, 1 Acre Property Gym, Jacuzzi
Fort King District
3.4 out of 10, (3 reviews)
"The listing indicated the rental was a house. However it is almost a studio apartment attached to a house.The space itself was clean and convenient for my overnight stay. Future renters should be aware there are dogs on the property that are quite vocal and the refrigerator is dorm sized but cold."
United States
Kristine G.
The price is CA $209
CA $300 total
includes taxes & fees
Oct 31 - Nov 1
Cozy house with 1 bedroom and WiFi, AC, Huge Pool, 1 Acre Property Gym, Jacuzzi
A wooden deck with a table and chairs, a white building with large windows, and a wooden fence.

10. 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 $287
CA $361 total
includes taxes & fees
Nov 2 - Nov 3
Beautiful Historic Cottage, Nantucket
A covered porch with white wicker furniture and green cushions, large windows, and a ceiling fan.

11. 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 $359
CA $449 total
includes taxes & fees
Nov 2 - Nov 3
Beautiful Historic Cottage, The Garden
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, (18 reviews)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
The price is CA $287
CA $361 total
includes taxes & fees
Nov 2 - Nov 3
Beautiful Historic Cottage, Rendezvous
A house with a front door, two windows, and various utility meters and electrical boxes on the exterior wall.

13. 5 Mi to Silver Springs State Pk: Gem w/ Game Room!

5 Mi to Silver Springs State Pk: Gem w/ Game Room!
3.0 star property
Fort King District
The price is CA $220
CA $561 total
includes taxes & fees
Nov 2 - Nov 3
5 Mi to Silver Springs State Pk: Gem w/ Game Room!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lady Lake Hotel Reviews

SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages

10/10 Excellent
"."
curtis 4-night trip
Posted 10 hours ago
SureStay Plus Hotel by Best Western The Villages

Find out more about Lady Lake

Lady Lake Cottages information

Number of reviews
373
Accommodation
280 Cottages
Lowest Price
CA $199
Highest Price
CA $576

Frequently asked questions

Why book your cottage in Lady Lake with Expedia?
Expedia has some terrific cottages in Lady Lake, so get ready for a memorable vacation on nature's doorstep. If you have a fixed budget, select how much you're willing to spend and your preferred property star rating. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right place whatever your plans or bank balance.
How can I find cheap cottages in Lady Lake?
With Expedia's handy filter tool, sourcing cheap cottages in Lady Lake has never been easier. To discover stays that'll make your wallet smile, refine your search results by amenities, star rating and budget.
What is there to do in Lady Lake near my cottage?
After you've settled into your hotel, set out and explore the fun things Lady Lake has for you to experience. Water Oak Country Club Estates is a great attraction to add to your must-see list.

Explore a world of travel with Expedia