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Dec 19 - Dec 21
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Dec 26 - Dec 28
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Jan 9 - Jan 11
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Feb 6 - Feb 8

Our top choices for Lake Mary cottages

Exterior
The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting
Lake Mary
9.8 out of 10, Exceptional, (43)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
$245 nightly
The price is $272
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Property grounds
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai

Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai

Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Lake Mary
10.0 out of 10, Exceptional, (17)
"Great place and exactly as described. "
United States
Kanzeda C.
$220 nightly
The price is $243
Dec 14 - Dec 15
Total with taxes and fees
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Exterior
Cozy Deltona Stay Fire Pit + Orlando

Cozy Deltona Stay Fire Pit + Orlando

Cozy Deltona Stay Fire Pit + Orlando
2.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (1)
"We came down to see family who just had a baby and we were able to book this rental on very short notice. The host was very responsive to all of our questions and very welcoming.The home was exactly what we needed and came at a good price. Everything was clean and the kitchen was stocked with everything we needed. The coffee station was great, as well. The backyard was definitely the centerpiece here. It was very spacious and beautiful. Our kids insisted on eating just about every meal out...
United States
Gregory C.
Cozy Deltona Stay Fire Pit + Orlando
House (2 Bedrooms) | Exterior
Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal
3.0 star property
Deltona Lakes
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!"
United States
Anonymous traveler
$284 nightly
The price is $316
Dec 15 - Dec 16
Total with taxes and fees
Deltona Lake House, Day Trip to Disney & Universal
Smart TV
The Sanford Foodie Guest House

The Sanford Foodie Guest House

The Sanford Foodie Guest House
Sanford
8.8 out of 10, Excellent, (13)
"Cozy little place to stay"
United States
Ruth P.
$128 nightly
The price is $141
Dec 14 - Dec 15
Total with taxes and fees
The Sanford Foodie Guest House
Exterior
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Lake Helen
9.8 out of 10, Exceptional, (36)
"Love my stay what a wonderful place to get away I didn’t want to leave. It was very clean and had everything you needed for a long stay. Love the porch to have your morning coffee and to start your day Would love to stay again "
United States
Robert & Joy F.
$135 nightly
The price is $149
Dec 12 - Dec 13
Total with taxes and fees
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Interior
Downtown Cottage

Downtown Cottage

Downtown Cottage
Colonialtown North
8.4 out of 10, Very Good, (6)
"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!"
United States
Josh L.
$149 nightly
The price is $165
Dec 14 - Dec 15
Total with taxes and fees
Downtown Cottage
Beach
Tiny Hidden Cottage

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (58)
"Check in process and house were both great. "
United States
Marc H.
$131 nightly
The price is $144
Dec 15 - Dec 16
Total with taxes and fees
Tiny Hidden Cottage
Exterior
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

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

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
College Park
10.0 out of 10, Exceptional, (29)
"Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay."
United States
Sara R.
$271 nightly
The price is $300
Dec 11 - Dec 12
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Exterior
Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community
3.0 star property
Orlando
9.4 out of 10, Exceptional, (331)
"We enjoyed our stay."
United States
Ardeeh
$143 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Orlando Lakefront Tiny House Community
Property grounds
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

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, (5)
"The cottage was conveniently located near d'town. Comfortable, clean and well-stocked. "
United States
Jayne K.
$257 nightly
The price is $282
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Exterior
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (29)
"One of our best stays. "
United States
matthew m.
$357 nightly
The price is $395
Dec 15 - Dec 16
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
Interior
Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous
Mount Dora
9.4 out of 10, Exceptional, (16)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
$222 nightly
The price is $244
Dec 11 - Dec 12
Total with taxes and fees
Beautiful Historic Cottage, Rendezvous
House (2 Bedrooms) | Interior
Fire Pit & Yard: Updated Winter Garden Home!

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 $509
Dec 14 - Dec 15
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
Exterior
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
2.0 star property
Orlando
$144 nightly
The price is $160
Dec 11 - Dec 12
Total with taxes and fees
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
Smart TV
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Altamonte Springs
8.6 out of 10, Excellent, (17)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
$287 nightly
The price is $317
Dec 22 - Dec 23
Total with taxes and fees
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Exterior
The Beauclair * 3 min walk to Downtown Mt. Dora!!

The Beauclair * 3 min walk to Downtown Mt. Dora!!

The Beauclair * 3 min walk to Downtown Mt. Dora!!
Mt Dora
10.0 out of 10, Exceptional, (50)
"Nice place, near downtown, walkable, away from noise roads. Easy parking. I recommend "
United States
antonio
$264 nightly
The price is $290
Dec 15 - Dec 16
Total with taxes and fees
The Beauclair * 3 min walk to Downtown Mt. Dora!!
The Garden, Pet Friendly | Terrace/patio
Historic Tremain Cottages

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (33)
"Great location!"
United States
Lisa
$186 nightly
The price is $207
Dec 17 - Dec 18
Total with taxes and fees
Historic Tremain Cottages
Terrace/patio
Beautiful Historic Cottage, The Garden

Beautiful Historic Cottage, The Garden

Beautiful Historic Cottage, The Garden
Mount Dora
10.0 out of 10, Exceptional, (14)
"Nice and quiet place to stay."
United States
Mark
$277 nightly
The price is $305
Dec 15 - Dec 16
Total with taxes and fees
Beautiful Historic Cottage, The Garden
Property grounds
Romantic Lakefront Getaway with Balcony Unit A

Romantic Lakefront Getaway with Balcony Unit A

Romantic Lakefront Getaway with Balcony Unit A
2.0 star property
Orlando
$216 nightly
The price is $241
Jan 5 - Jan 6, 2026
Total with taxes and fees
Romantic Lakefront Getaway with Balcony Unit A
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 Lake Mary Hotel Reviews

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

10/10 Excellent
"Very clean"
Michael 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Orlando Airport, FL

Find out more about Lake Mary

Lake Mary Cottages information

Number of reviews
687
Accommodation
143 Cottages
Lowest Price
$141
Highest Price
$509

Frequently asked questions

How much do cottages in Lake Mary cost?
Prices for cottages in Lake Mary range between $141 and $509 per night. Whatever your budget, you'll find the perfect place to touch base with nature. 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 Lake Mary with Expedia?
We think that traveling should be simple, so if you're searching for cottages in Lake Mary at an affordable rate, Expedia delivers. Save cash and stay in a cheap option far away from the hustle and bustle, or book an upscale cottage to pamper your favorite people.
How can I find cheap cottages in Lake Mary?
Expedia is here to help you locate cheap cottages in Lake Mary. To reserve a fantastic stay in a few quick keystrokes, use the filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in Lake Mary near my cottage?
The ideal travel accessory is a well-planned schedule. Mayfair Country Club is a great place to begin your exploration of Lake Mary.

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