Photo by Kara Akers

Search Cottages in Longwood

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 138 Cottages in Longwood with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community
Exterior
Orlando Lakefront Tiny House Community
3.0 star property
9.4 out of 10, Exceptional, (205)
"Cute place, quite, excellent views of lake and clean grounds of area. Pull out couch needs to be upgraded for comfort..."
The price is SAR 493
SAR 816 total
includes taxes & fees
5 Oct - 6 Oct
Orlando Lakefront Tiny House Community
Equestrian Lakefront Cottage
Property grounds
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."
Equestrian Lakefront Cottage
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Exterior
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
10.0 out of 10, Exceptional, (116)
"Converted garage/workshop that is so adorable. We love the quietness and charm of the whole neighborhood. It was 3-4 minutes to downtown. Amenities were fantastic. Plenty of coffee, comfy bed, big couch and arm chair for lounging. Clean and fresh smelling. We will go again and again. Great place to stay if you visit Mt. Dora."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
Winter Garden Vacation Rental | 2BR | 1BA | 3 Steps Required for Entry
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
9.8 out of 10, Exceptional, (40)
"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
Property grounds
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
2.0 star property
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Mount Dora Vacation Rental | 2BR | 2BA | 3 Steps to Enter | 995 Sq Ft
Quaint & Dreamy Mt Dora Cottage: Close to Lake
9.4 out of 10, Exceptional, (21)
"This cottage was perfect for three adults who came for a girls weekend. We used the pull out which was comfortable. The unit is nicely appointed with everything we needed (we did not cook) and the location is a one mile walk to town."
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Mount Dora Cottages
Front of property
Mount Dora Cottages
3.0 star property
9.2 out of 10, Wonderful, (204)
"Our family loved this place and the neighborhood is perfect for a quiet afternoon. "
The price is SAR 851
SAR 945 total
includes taxes & fees
6 Oct - 7 Oct
Mount Dora Cottages
Historic Tremain Cottages
Terrace/patio
Historic Tremain Cottages
3.0 star property
8.4 out of 10, Very Good, (28)
"Great location!"
The price is SAR 819
SAR 893 total
includes taxes & fees
3 Oct - 4 Oct
Historic Tremain Cottages
"THE FISHERMAN'S COTTAGE" - Historic District - Mount Dora DESTINATION Cottage!
1925 Cottage in the Heart of the Historic District - Short Walk to Downtown
"THE FISHERMAN'S COTTAGE" - Historic District - Mount Dora DESTINATION Cottage!
10.0 out of 10, Exceptional, (90)
"As usual, Liz and Lee have provided another 5-star experience!!! They have 3 houses, that I know of, and ALL are excellent. If you haven't experienced one of their properties before, get ready to relax and enjoy the totally perfect, small-town Florida stay...in style. Absolutely immaculate, yet homey. Modern, comfy furniture, incredible beds, spa towels, everything you need in the kitchen...just every amenity you might need, period. Short walk to town on quiet, oak-lined streets. It's...
"THE FISHERMAN'S COTTAGE" - Historic District - Mount Dora DESTINATION Cottage!
Orlando Week Day Special! Guest House with Private pool & WiFi
Orlando Week Day Special! Guest House with Private pool & WiFi
9.8 out of 10, Exceptional, (21)
"Our host was exceptionally accommodating with our booking due to some last minute changes. We greatly appreciated it. The guest home was very clean & efficient and kitchen was fully equipped. There were nice little touches like Keurig cups & games.The bed was very comfortable and linens were top notch. It was lovely to have the pool all to ourselves. Would definitely consider staying again!! "
Orlando Week Day Special! Guest House with Private pool & WiFi
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Orlando oasis ☀️
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
9.6 out of 10, Exceptional, (5)
"Loved this place, hosts thought of everything. It was super quiet & I slept like a baby. Beautiful neighborhood at the heart of everything. "
The price is SAR 488
SAR 1,079 total
includes taxes & fees
21 Oct - 22 Oct
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
Covered Parking for one car. Two tandem spaces.
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
10.0 out of 10, Exceptional, (11)
"This place is excellent. Everything was great. The pool and yard is awesome. This was the best stay we’ve had in this area."
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
The Carlton* 3 min walk to Downtown Mt. Dora!!
Living area
The Carlton* 3 min walk to Downtown Mt. Dora!!
10.0 out of 10, Exceptional, (60)
"This was our second stay at the Carlton and the third time we have stayed with Talia and Gabi. And, as usual, everything was perfect. From the happy birthday goodies to a quick text to walk us through the television, my husband and I felt welcomed and pampered! The property is clean and comfortable! If you are going to Mt. Dora, stay with them! You will not be disappointed!"
The Carlton* 3 min walk to Downtown Mt. Dora!!
Comfortable and worry free place in historic Mt Dora, pet and scent free.
Welcome to Greystone Cottage
Comfortable and worry free place in historic Mt Dora, pet and scent free.
10.0 out of 10, Exceptional, (47)
"Great cottage not far from anything in Mt. Dora."
Comfortable and worry free place in historic Mt Dora, pet and scent free.
Vintage Mount Dora Cottage w/ Screened Porch!
Mount Dora Vacation Rental | 3BR | 2BA | 1,500 Sq Ft | Stairs Required
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!
The Beauclair * 3 min walk to Downtown Mt. Dora!!
Living area
The Beauclair * 3 min walk to Downtown Mt. Dora!!
10.0 out of 10, Exceptional, (41)
"The place was absolutely beautiful! Clean! Perfect location! Can't wait to go back again"
The price is SAR 446
SAR 1,024 total
includes taxes & fees
29 Sep - 30 Sep
The Beauclair * 3 min walk to Downtown Mt. Dora!!
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Living area
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
Oaktree Cottage in Mount Dora Historic District
Front of the cottage
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
Room
Tiny Hidden Cottage
9.4 out of 10, Exceptional, (21)
"We had such a great time staying here. A cute little spot made a great quick stay for us."
The price is SAR 334
SAR 617 total
includes taxes & fees
29 Sep - 30 Sep
Tiny Hidden Cottage
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
1922 Cottage in the Heart of the Historic District - Short Walk to Downtown
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
10.0 out of 10, Exceptional, (105)
"This has to be the most interesting house I have ever stayed in! And the host is fabulous!!"
"THE WOW COTTAGE" - Historic District - Mount Dora's Biggest "WOW!"
Don't see what you're looking for?
See all available properties in Longwood
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Longwood

Hyatt Regency Orlando International Airport
Rooftop pool
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (5397)
"Always a treat to stay there"
The price is SAR 709
SAR 798 total
includes taxes & fees
2 Oct - 3 Oct
Hyatt Regency Orlando International Airport
Avanti International Resort
Pool
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2664)
"Amazing as always clean & friendly service. Avanti never disappoints "
The price is SAR 252
SAR 340 total
includes taxes & fees
29 Sep - 30 Sep
Avanti International Resort
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
Exterior
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.2 out of 10, Good, (794)
"Rooms were clean and comfortable. We did see sugar ants un the bathroom areas, but with the high customer turnover due to the theme park nearby it is to be expected. I would stay here again."
The price is SAR 221
SAR 325 total
includes taxes & fees
30 Sep - 1 Oct
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
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 SAR144 and SAR259 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?
With Expedia’s handy filter tool, locating cheap cottages in Longwood is a breeze. To view accommodations that’ll make your bank balance smile, tailor your search results by star rating, budget and amenities.