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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Cottages in Casselberry

Orlando Lakefront Tiny House Community
The Club House | 2 bedrooms, individually decorated, individually furnished

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (326)
"We enjoyed our stay."
The price is AED 277
AED 580 total
includes taxes & fees
26 Aug - 27 Aug
Orlando Lakefront Tiny House Community
Tiny Hidden Cottage
Interior

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (48)
"Host provided eggs from chickens that roost on the property - nice extra!"
The price is AED 261
AED 531 total
includes taxes & fees
15 Aug - 16 Aug
Tiny Hidden Cottage
Labor Day Getaway!! Guest House with Private pool & WiFi
Outdoor pool

Labor Day Getaway!! Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (38)
"Wonderful stay. This is my second time here and love the accommodations and location. Very quiet. "
Labor Day Getaway!! Guest House with Private pool & WiFi
Private Patio: College Park Cottage in Orlando!
Outdoor dining

Private Patio: College Park Cottage in Orlando!

10.0 out of 10, Exceptional, (8)
"I stayed here for a month with my dog. It was exactly what I needed! The hosts thought of everything that you could possibly need. There is a ton of space and everything is organized and clean. Location is great being close to local shops, necessities, and major roads."
Private Patio: College Park Cottage in Orlando!
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
2 bedrooms, in-room safe, desk, iron/ironing board

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

10.0 out of 10, Exceptional, (26)
"Easy and convenient in a nice place "
The price is AED 661
AED 1,300 total
includes taxes & fees
11 Aug - 12 Aug
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Dtwn Winter Garden Home: 12 Mi to Disney!
Fridge, microwave, stovetop, dishwasher

Dtwn Winter Garden Home: 12 Mi to Disney!

10.0 out of 10, Exceptional, (13)
"We had a wonderful stay in Analia’s home. It was a perfect location and 4 adults were quit comfortable for two weeks. "
Dtwn Winter Garden Home: 12 Mi to Disney!
The Pink Door Cottage-Historic Sanford
Outdoor dining

The Pink Door Cottage-Historic Sanford

9.8 out of 10, Exceptional, (17)
"Fully equipped with everything one could need whilst staying here."
The Pink Door Cottage-Historic Sanford
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Fridge, microwave, stovetop, dishwasher

16 Mi to Disney: Cottage w/ Deck in Winter Garden

10.0 out of 10, Exceptional, (12)
"This place was amazing! The location is perfect and the house is sooo cute! Would stay again for sure!!"
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Deltona Lake House, Day Trip to Disney & Universal
House (2 Bedrooms) | Interior

Deltona Lake House, Day Trip to Disney & Universal

3.0 star property
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
Deltona Lake House, Day Trip to Disney & Universal
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Paper towels

Orlando Home w/ Private Pool: 10 Mi to UCF Campus!

3.0 star property
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Comfortable 4BR Getaway: Wifi & Parking Included
House (4 Bedrooms) | Floor plan

Comfortable 4BR Getaway: Wifi & Parking Included

3.0 star property
Comfortable 4BR Getaway: Wifi & Parking Included
Downtown Cottage
1 bedroom, desk, iron/ironing board, free WiFi

Downtown Cottage

9.6 out of 10, Exceptional, (4)
"Thank you for a wonderful stay. This gem of a guest house is in a perfect location in the Mills50 area of downtown Orlando. A perfectly cozy little home with comfortable beds and a welcoming environment. We look forward to staying again next time we are in Orlando!"
The price is AED 231
AED 644 total
includes taxes & fees
7 Aug - 8 Aug
Downtown Cottage
Orlando Golden Girls Retreat: Prime Location!
House (1 Bedroom) | Interior

Orlando Golden Girls Retreat: Prime Location!

3.0 star property
Orlando Golden Girls Retreat: Prime Location!
Resort Townhome: Perfect Orlando Vacation Spot!!
House (3 Bedrooms) | Property amenity

Resort Townhome: Perfect Orlando Vacation Spot!!

4.0 star property
8.0 out of 10, Very Good, (1)
Resort Townhome: Perfect Orlando Vacation Spot!!
Chic Orlando Family Getaway w/ Fenced Yard!
House (4 Bedrooms) | Front of property

Chic Orlando Family Getaway w/ Fenced Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
Chic Orlando Family Getaway w/ Fenced Yard!
Fire Pit & Yard: Updated Winter Garden Home!
House (2 Bedrooms) | Interior

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Fire Pit & Yard: Updated Winter Garden Home!
~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!
House (3 Bedrooms) | Interior

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!

3.0 star property
~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!
Screened Lanai + Fenced Yard: Luxe Orlando Home
Interior

Screened Lanai + Fenced Yard: Luxe Orlando Home

3.0 star property
Screened Lanai + Fenced Yard: Luxe Orlando Home
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Cottage (1 Bedroom) | Interior

16 Mi to Disney: Cottage w/ Deck in Winter Garden

3.0 star property
9.0 out of 10, Wonderful, (2)
"This house is adorable! It was perfect for us as a couple. Very sweetly decorated and homey. The neighborhood is very quiet and off the beaten path, as they say, yet very close to stores and beautiful downtown Winter Garden. We would SO stay again! Would love to do a seasonal stay. "
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Dtwn Winter Garden Home: 12 Mi to Disney!
Cottage (3 Bedrooms) | Interior

Dtwn Winter Garden Home: 12 Mi to Disney!

3.0 star property
Dtwn Winter Garden Home: 12 Mi to Disney!
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 Casselberry Hotel Reviews

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

10/10 Excellent
"Great hotel!"
Lyra 1-night trip
Posted 9 hours ago
Hyatt House Orlando International Drive

Frequently asked questions

How much do cottages in Casselberry cost?
Cottages in Casselberry range between AED 231 and AED 661 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Casselberry with Expedia?
We think that vacays should be simple, so if you're on the lookout for cottages in Casselberry at an affordable rate, Expedia has you covered. Keep the budget in check and check in to a wallet-friendly option far from the hustle and bustle, or book a luxury cottage to treat your loved ones.
How can I find cheap cottages in Casselberry?
With Expedia's helpful filter tool, locating cheap cottages in Casselberry is easy. To discover properties that'll make your wallet smile, narrow your search by budget, amenities and star rating.