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Compare 139 Cottages in Longwood with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community
3.0 star property
9.4 out of 10, Exceptional, (219)
"Perfect for a weekend away; whether it be business or play. Will book again!"
The price is SAR 318
SAR 626 total
includes taxes & fees
21 Nov - 22 Nov
Orlando Lakefront Tiny House Community
Quaint & Dreamy Mt Dora Cottage: Close to Lake
9.4 out of 10, Exceptional, (22)
"Everything was very clean. Very easy to find. It was enough space for 2 couples for a weekend. The whole property is picture perfect. It was our 1st time in Mt. Dora and we will definitely come back! "
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Mount Dora Cottages
3.0 star property
9.2 out of 10, Wonderful, (205)
"A real Florida home perfect in Everyway for our needs. Nothing negative to say."
The price is SAR 853
SAR 947 total
includes taxes & fees
18 Nov - 19 Nov
Mount Dora Cottages
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
10.0 out of 10, Exceptional, (117)
"We spent two nights at this lovely accommodation. Everything was just as stated in the listing. We were very comfortable. It’s close to downtown and close to the lake that can be seen from the porch. We highly recommend this property. "
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Vintage Mount Dora Cottage w/ Screened Porch!
10.0 out of 10, Exceptional, (5)
"It was a beautifully restored 1950s cottage on a quiet tree lined street several blocks from downtown Mt. Dora. Our host was very attentive to our needs and shared the history of the area. We were very comfortable in the house and plan to return."
Vintage Mount Dora Cottage w/ Screened Porch!
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
10.0 out of 10, Exceptional, (12)
"Home is clean & convenient. Bobbi is a very responsive host. If I’m in the area again I’ll stay here. "
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
9.8 out of 10, Exceptional, (41)
"Very comfortable beds. Kitchen well equipped. Nice front porch to sit on. Walking distance to shops & restaurants in downtown Winter Garden. Would definitely recommend."
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
2.0 star property
10.0 out of 10, Exceptional, (1)
"Super cute place, very clean, large yard."
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Oaktree Cottage in Mount Dora Historic District
9.0 out of 10, Wonderful, (2)
"Just the right distance from downtown for peace and quiet. Magical backyard to spend the afternoon and evening. Everything we needed was provided. "
Oaktree Cottage in Mount Dora Historic District
Tiny Hidden Cottage
9.4 out of 10, Exceptional, (22)
"Check-in was easy, the cottage was clean and comfortable. The AC worked awesome. The privacy was perfect. I will stay again when I’m back in the area next year."
The price is SAR 327
SAR 609 total
includes taxes & fees
14 Nov - 15 Nov
Tiny Hidden Cottage
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
10.0 out of 10, Exceptional, (92)
"What a beautiful home and neighborhood. So close to beautiful historic downtown Mt. Dora we just pulled in the driveway and walked everywhere we had to go. Liz and Lee are amazing from the moment you book with them Liz is wonderful with keeping you informed of what there is to do around town.We just got home and already booked with Liz and Lee for our next stay at another one of their homes. "
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Downtown Winter Garden Home ~ 12 Mi to Disney!
9.6 out of 10, Exceptional, (5)
"We evacuated from Helene. Because we were unable to return to our home, we ended up having to rent multiple vacation rentals. This is the first home that actually looked like it did online--really lovely. (I agree, yard can use some TLC) I liked the retro touches throughout. Comfortable furniture and beds. Luxury towels and linens. Really nice! Walk west and cross over Dillard two block then three blocks north to Plant street and you'll find many wonderful restaurants and shops. Saturday...
Downtown Winter Garden Home ~ 12 Mi to Disney!
Equestrian Lakefront Cottage
9.8 out of 10, Exceptional, (25)
"We had a very nice stay at the cottage. It was calm, relaxing and the hosts were accessible, communicative, and kind. We had a little bad luck with the weather but the hosts were very generous, helping to assure we enjoyed our time and felt safe. And our pooches loved it! We felt like we were in a tree house, it was splendid."
The price is SAR 488
SAR 1,083 total
includes taxes & fees
25 Nov - 26 Nov
Equestrian Lakefront Cottage
Modern Winter Garden Cottage: 16 Mi to Disney
9.8 out of 10, Exceptional, (10)
"Had a couple of reasons to contact manager. He was not as responsive as I would have liked. I also was not pleased with the final pricing. Otherwise location is good and convenient."
Modern Winter Garden Cottage: 16 Mi to Disney
The Carlton* 3 min walk to Downtown Mt. Dora!!
10.0 out of 10, Exceptional, (61)
"The Carlton was super cute, clean, and in a great location. Bonus for me was they accommodated my large dog! I appreciated the quick response to my questions prior to booking. Great stay, I highly recommend this property!"
The price is SAR 485
SAR 1,079 total
includes taxes & fees
14 Nov - 15 Nov
The Carlton* 3 min walk to Downtown Mt. Dora!!
Charming Cottage close to Downtown Mount Dora with Fenced Yard for your pet
9.8 out of 10, Exceptional, (27)
"The host was super responsive, kind and generous. The location was perfect for our visit. Will stay there again."
Charming Cottage close to Downtown Mount Dora with Fenced Yard for your pet
The Beauclair * 3 min walk to Downtown Mt. Dora!!
10.0 out of 10, Exceptional, (42)
"Property was great"
The price is SAR 545
SAR 1,153 total
includes taxes & fees
17 Nov - 18 Nov
The Beauclair * 3 min walk to Downtown Mt. Dora!!
Quaint & Dreamy Mt Dora Cottage: Close to Lake
3.0 star property
10.0 out of 10, Exceptional, (1)
"Everythig great"
Quaint & Dreamy Mt Dora Cottage: Close to Lake
4801 Tidecrest Avenue #166
3.0 star property
4801 Tidecrest Avenue #166
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
10.0 out of 10, Exceptional, (106)
"We stay at the "WOW" cottage every year in October for the arts and craft festival in downtown Mt. Dora. The house is amazingly decorated with beautiful art of all mediums. The cottage is fully stocked with everything you could need from kitchen items to all household needs. It is clean, comfortable, and inviting. We love sitting on the front porch and having a BBQ in the back yard. The location is perfect for walking into quaint downtown. The local restaurants have a variety of offers and great...
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
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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Other property types in Longwood

The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (540)
"An excellent experience. Great breakfast and high value for the price. Can recommend. "
The price is SAR 310
SAR 339 total
includes taxes & fees
14 Nov - 15 Nov
The View Studio Suites and Event Venue
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.0 out of 10, Wonderful, (1600)
"Just what we needed for a couple nights stay. Clean and nice size room with fridge and microwave for ease. "
The price is SAR 671
SAR 838 total
includes taxes & fees
14 Nov - 15 Nov
Florida Hotel & Conference Center in the Florida Mall
The Point Hotel & Suites
3.5 star property
8.0 out of 10, Very Good, (3091)
"Need to update the bathroom "
The price is SAR 345
SAR 422 total
includes taxes & fees
2 Dec - 3 Dec
The Point Hotel & Suites
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.

Frequently asked questions

How much do cottages in Longwood cost?
Prices for cottages in Longwood range between SAR 318 and SAR 853 per night. Whatever your budget, you’ll find the ideal place to get in touch 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?
We think that vacays should be easy, so if you’re chasing cottages in Longwood at an affordable price, Expedia has got you covered. Save cash and pick a thrifty option far from the rush of the city, or book a 5-star cottage to really spoil your favorite people.
How can I find cheap cottages in Longwood?
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