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Compare 139 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, (237)
"Beautiful, quiet and peaceful. Lots of local wildlife to observe. Simple check in. Hosts were very accommodating and helpful. Would stay here again in the future"
The price is AED 284
AED 588 total
includes taxes & fees
6 Jan - 7 January 2025
Orlando Lakefront Tiny House Community
Tiny Hidden Cottage
Room

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (24)
"The house was perfect for my weekend stay and I hope to stay again on my next trip"
The price is AED 290
AED 563 total
includes taxes & fees
29 Dec - 30 Dec
Tiny Hidden Cottage
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Orlando oasis ☀️

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

9.8 out of 10, Exceptional, (9)
"It's a lovely, well-appointed, well-located place. The cottage is within easy walking distance of multiple restaurants. The communication was excellent. I hope to stay at the cottage again soon!"
The price is AED 643
AED 1,276 total
includes taxes & fees
12 Jan - 13 January 2025
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
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, (121)
"Wonderful hosts and perfect location. We have returned many times and hope to visit again soon."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Orlando Holiday Special! Guest House with Private pool & WiFi
Pool for your enjoyment.

Orlando Holiday Special! Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (26)
"I had surgery and stayed here for my recovery, nice quiet area, easily accessible to stores and very comfortable bed. I felt very comfortable while recuperating. Washer and dryer big plus and the pool was beautiful and well kept. I didn't get to use the pool but I sure would have loved to. I will be back when I have to go for my checkups "
Orlando Holiday Special! Guest House with Private pool & WiFi
Historic Tremain Cottages
Terrace/patio

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (29)
"This is an excellent quaint property. It’s in a quiet area and is walkable to town. It’s wonderful."
The price is AED 802
AED 890 total
includes taxes & fees
1 Jan - 2 January 2025
Historic Tremain Cottages
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, (16)
"Nice to be able to walk downtown to enjoy the Christmas activities and restaurants without having to find parking. Also close to the Christmas Parade. The home was very clean and had plenty of kitchen supplies. Highly recommend if staying in the area."
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
The Sanford Foodie Guest House
Terrace/patio

The Sanford Foodie Guest House

9.6 out of 10, Exceptional, (4)
"My son and I stayed in Sanford for one night to see a show at Theater West End and I chose this little guest house based mainly on proximity. It was exactly as described in the listing and was perfect to meet our needs. Super cute and convenient. The owner was very professional and communicative. I will definitely stay here again. "
The price is AED 275
AED 691 total
includes taxes & fees
6 Jan - 7 January 2025
The Sanford Foodie Guest House
Cozy Cottage 3 blocks from town
Best address in town. Very quiet street only 3 blocks from town. You'll love it

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (21)
"The cottage has everything you need. It has an excellent location and is clean and well maintained. Debbie, our hostess was wonderful - very attentive & accommodating. Highly recommend staying here. "
Cozy Cottage 3 blocks from town
Pine Forest Studio, serene winding lane to cozy retreat.

Pine Forest Studio, serene winding lane to cozy retreat.

10.0 out of 10, Exceptional, (44)
"We really enjoyed our time at this little studio. It was in a perfect spot as far as location near other things to do and see. It was very private and the lane was very nice to walk our dog. Sitting out on the deck, we could even hear the barred owls at night calling each other. That was very special!"
The price is AED 533
AED 1,014 total
includes taxes & fees
29 Dec - 30 Dec
Pine Forest Studio, serene winding lane to cozy retreat.
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Room

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

9.8 out of 10, Exceptional, (12)
"Just amazing an very peaceful a the host was amazing too. Definitely going to stay there again "
The price is AED 331
AED 549 total
includes taxes & fees
29 Dec - 30 Dec
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Beautiful Historic Cottage, Nantucket, RIGHT DOWNTOWN. BIG DISCOUNTS THIS MONTH
1

Beautiful Historic Cottage, Nantucket, RIGHT DOWNTOWN. BIG DISCOUNTS THIS MONTH

9.8 out of 10, Exceptional, (6)
"My husband and I really love the place . The decor was so cute. We could walk downtown Mount Dora from where we were at we never had to get into our car. The host was very accommodating with everything will return if we come back to Mount Dora."
The price is AED 723
AED 887 total
includes taxes & fees
6 Jan - 7 January 2025
Beautiful Historic Cottage, Nantucket, RIGHT DOWNTOWN. BIG DISCOUNTS THIS MONTH
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Terrace/patio

Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

2.0 star property
10.0 out of 10, Exceptional, (4)
"We loved the design style, thoughtful amenities and excellent location - so easy to walk to fun places!"
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, (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
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, (62)
"The property was very clean and super close to downtown. We had good communication with the host. I would definitely recommend this rental."
The Carlton* 3 min walk to Downtown Mt. Dora!!
Charming Cottage close to Downtown Mount Dora with Fenced Yard for your pet
Front view

Charming Cottage close to Downtown Mount Dora with Fenced Yard for your pet

9.8 out of 10, Exceptional, (30)
"This is a charming cottage close to all the shops and restaurants. Great find "
Charming Cottage close to Downtown Mount Dora with Fenced Yard for your pet
~ 12 Mi to Disney: Downtown Winter Garden Cottage!
Winter Garden Vacation Rental | 2BR | 1BA | 3 Steps Required for Entry

~ 12 Mi to Disney: Downtown Winter Garden Cottage!

9.8 out of 10, Exceptional, (42)
"We wanted something special on a short trip to Winter Garden. We were combining the trip with a visit to our new grand-daughter and spending time in a lovely area of the city."
~ 12 Mi to Disney: Downtown Winter Garden Cottage!
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Pool

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

3.0 star property
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Country Cottage Suites In Mount Dora
Walkway from Alexander St. to Condos.

Country Cottage Suites In Mount Dora

9.4 out of 10, Exceptional, (59)
"Love it it was a beautiful place. Just had a miscommunication on the code, but we got that resolved quick action on a homeowners part"
Country Cottage Suites In Mount Dora
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Living area

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

3.0 star property
10.0 out of 10, Exceptional, (1)
"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
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
Front of property

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (647)
"The staff was friendly and eager to help guests with questions or requests. "
The price is AED 281
AED 316 total
includes taxes & fees
12 Jan - 13 January 2025
The View Studio Suites and Event Venue
Florida Hotel & Conference Center in the Florida Mall
Exterior

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1643)
"Great for shoping"
The price is AED 657
AED 834 total
includes taxes & fees
1 Jan - 2 January 2025
Florida Hotel & Conference Center in the Florida Mall
The Point Hotel & Suites
Exterior

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3115)
"Definitely coming back "
The price is AED 400
AED 493 total
includes taxes & fees
15 Jan - 16 January 2025
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 AED 275 and AED 802 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.