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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Longwood cottages

A single-story building with the number 297, a red door, and a bench outside.

1. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (69 reviews)
"The Property was very clean ! Super convenient location and the perfect size for a family with 2 younger children ! Suzy was super nice !"
United States
Gary
The price is AED 426
AED 955 total
includes taxes & fees
16 Nov - 17 Nov
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
A patio with outdoor furniture, a wooden deck, and a basketball hoop.

2. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (23 reviews)
"We had an amazing stay! The place was beautiful, cozy, and incredibly comfortable. Even though we had to leave earlier than planned, we truly enjoyed our time here. The host was kind, responsive, and made everything easy from start to finish. We would definitely stay here again and look forward to returning in the future. Highly recommend!"
United States
Chiann M.
The price is AED 386
AED 902 total
includes taxes & fees
6 Dec - 7 Dec
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
A modern kitchen with red walls, a dining area with a brown leather couch, and a bar stool.

3. Downtown Cottage

Downtown Cottage
Colonialtown North
8.8 out of 10, Excellent, (17 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is AED 265
AED 656 total
includes taxes & fees
9 Nov - 10 Nov
Downtown Cottage
A small house with a porch, a red door, and potted plants.

4. 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, (44 reviews)
"My stay was convenient and easy. The place was clean. I will stay again!"
United States
Stacy S.
The price is AED 298
AED 482 total
includes taxes & fees
10 Nov - 11 Nov
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
A table with a potted plant and a cup of coffee, overlooking a scenic landscape.

5. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
10.0 out of 10, Exceptional, (1 review)
"Cozy and nice place. It was very clean. Comunication with host was easy. Great view and sitting area from balcony to the lake. Very relaxing!"
United States
jacqueline M.
The price is AED 334
AED 729 total
includes taxes & fees
30 Nov - 1 Dec
Romantic Lakefront Getaway with Balcony near Downtown Orlando
A white building with large windows and a brick pathway leading to it.

6. 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, (56 reviews)
"Great location, well stocked and beds were very comfortable."
United States
Raegan S.
The price is AED 588
AED 1,167 total
includes taxes & fees
9 Nov - 10 Nov
The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!
A laundry room with two front-loading washing machines, a drying rack, and a window with blinds.

7. 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 AED 393
AED 1,143 total
includes taxes & fees
16 Nov - 17 Nov
Shore Steps Cottage - Walking Distance To The Town Of Windermere
A covered porch with wicker chairs and a ceiling fan.

8. 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 AED 770
AED 855 total
includes taxes & fees
3 Dec - 4 Dec
Historic Tremain Cottages
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is AED 731
AED 1,833 total
includes taxes & fees
8 Nov - 9 Nov
Fire Pit & Yard: Updated Winter Garden Home!
A resort with multiple swimming pools, palm trees, and a large building with a red-tiled roof.

10. Th20 - 3BR House With Resort Access Near Parks

Th20 - 3BR House With Resort Access Near Parks
3.0 star property
Orlando
The price is AED 845
AED 1,732 total
includes taxes & fees
28 Nov - 29 Nov
Th20 - 3BR House With Resort Access Near Parks
A well-lit garden area with a gravel pathway, decorative lights, and various plants.

11. 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 AED 526
AED 911 total
includes taxes & fees
9 Nov - 10 Nov
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
A wooden deck with a table and chairs, a white building with large windows, and a wooden fence.

12. 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 AED 753
AED 898 total
includes taxes & fees
9 Nov - 10 Nov
Beautiful Historic Cottage, Nantucket
A covered porch with white wicker furniture and green cushions, large windows, and a ceiling fan.

13. 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 AED 942
AED 1,123 total
includes taxes & fees
9 Nov - 10 Nov
Beautiful Historic Cottage, The Garden
A lakeside patio with wooden rocking chairs and a table, overlooking a calm lake and a forested area.

14. Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
The price is AED 400
AED 840 total
includes taxes & fees
17 Nov - 18 Nov
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
A yellow house with a porch, a black door, and a number '140' on the wall.

15. The Ingram * 3 min walk to Downtown Mt. Dora!!

The Ingram * 3 min walk to Downtown Mt. Dora!!
Mt Dora
9.8 out of 10, Exceptional, (53 reviews)
"Perfect spot. House was decorated beautifully. Loved our stay!"
United States
Mark M.
The price is AED 981
AED 1,606 total
includes taxes & fees
14 Nov - 15 Nov
The Ingram * 3 min walk to Downtown Mt. Dora!!
A hallway with a dining area, a black metal chair, and a sign reading "Rendezvous".

16. 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 AED 753
AED 898 total
includes taxes & fees
9 Nov - 10 Nov
Beautiful Historic Cottage, Rendezvous
A small, single-story house with a gabled roof and a front porch.

17. 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
Mount Dora Cottages
A small, single-story house with a front porch, a garage, and a well-maintained lawn.

18. Walk to Downtown Mount Dora! Patio Oasis + King Bed!

Walk to Downtown Mount Dora! Patio Oasis + King Bed!
Mount Dora
10.0 out of 10, Exceptional, (2 reviews)
"It was very nice"
United States
Peter S.
Walk to Downtown Mount Dora! Patio Oasis + King Bed!
A resort with multiple swimming pools, palm trees, and a large building with a red-tiled roof.

19. Th60 - 3BR House Near Disney With Pool Access

Th60 - 3BR House Near Disney With Pool Access
3.0 star property
Orlando
Th60 - 3BR House Near Disney With Pool Access
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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Learn more about Longwood

Wekiva Springs State Park offers crystal-clear swimming and kayaking trails where you'll often spot turtles and manatees. Explore the charming downtown district with its weekend farmers market, then catch a sunset airboat tour through moss-draped cypress trees.

See all hotels in Longwood
A greenhouse with hanging flower baskets and ivy-covered walls.

Frequently Asked Questions

How much do cottages in Longwood cost?

Prices for cottages in Longwood range between AED 265 and AED 980 per night. No matter your budget, you'll find a perfect place to reconnect 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 Longwood with Expedia?

Expedia has some superb cottages in Longwood, so start packing for an unforgettable stay on nature's doorstep. If you're on a budget, click on how much you're willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with a pool or a hot tub. We'll help you find the perfect place whatever your plans or bank balance.

How can I find cheap cottages in Longwood?

With Expedia's useful filter tool, getting your hands on cheap cottages in Longwood has never been easier. To find stays that'll make your bank balance smile, tailor your search results by amenities, star rating and budget.

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