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
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month

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, (253)
"They went the extra mile to make me comfortable. It's really great here. Lots of nature but downtown is close by. "
The price is SAR 224
SAR 526 total
includes taxes & fees
12 Feb - 13 Feb
Orlando Lakefront Tiny House Community

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (28)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
The price is SAR 304
SAR 583 total
includes taxes & fees
11 Feb - 12 Feb
Tiny Hidden Cottage

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 SAR 488
SAR 1,061 total
includes taxes & fees
26 Jan - 27 Jan
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (23)
"The Cozy Cottage is a short walking distance from town; took about 3-4 minutes! Quiet, clean and well appointed! The host/owner was very kind and attentive to making sure we had everything we needed for a pleasant stay. It was very comfortable. We thought it was perfect; just as described! "
Cozy Cottage 3 blocks from town

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

9.8 out of 10, Exceptional, (13)
"Our stay with the kiddos was amazing. During our time there, there was a Christmas parade wife and kids loved it.definitely a place to stay which is beautiful and peaceful and the host was amazing!! "
The price is SAR 338
SAR 560 total
includes taxes & fees
26 Jan - 27 Jan
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Convenient location. Close to downtown shopping and eating. The host was very accommodating and available at all times. Such a cute little house. Great yard! Thank you. "
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

10.0 out of 10, Exceptional, (125)
"Very clean, quaint cottage. Well stocked with everything you could need. Close to downtown. Great communication with Barb and Mace. "
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

SAVE 25 on any last minute booking. Celebrating 100 year birthday.

10.0 out of 10, Exceptional, (50)
"We really enjoyed our stay here. The place was very clean, comfortable to hang out in, and well-stocked with all the essentials one might need for a few days getaway. Beds were comfortable, although new pillows were definitely needed on the two beds we used, so if possible, bring your own. The location was about .6 miles from the heart of everything, so once we parked, we never had to even move our car, which was excellent. The neighborhood itself was nice and quiet. Kimberly, the host, was...
SAVE 25 on any last minute booking. Celebrating 100 year birthday.

Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

2.0 star property
10.0 out of 10, Exceptional, (6)
"Clean, cute perfect for the weekend for 2 couples. Maria is very responsive to any questions and very helpful. Will stay here again when in the area. "
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

The Sanford Foodie Guest House

9.8 out of 10, Exceptional, (6)
"Great spot if you are visiting the area. The host was nice and helpful!"
The price is SAR 244
SAR 764 total
includes taxes & fees
26 Jan - 27 Jan
The Sanford Foodie Guest House

"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

10.0 out of 10, Exceptional, (100)
"This was absolutely the most unique, creative and fun place we have ever stayed!"
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

Florida Valentine’s Day Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (27)
"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 "
Florida Valentine’s Day Guest House with Private pool & WiFi

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

10.0 out of 10, Exceptional, (45)
"Great location, very clean and thoughtfully stocked with lots of creature comforts. I’d definitely recommend this property and will be back. Thank you!"
The Beauclair * 3 min walk to Downtown Mt. Dora!!

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

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 SAR 819
SAR 909 total
includes taxes & fees
27 Jan - 28 Jan
Historic Tremain Cottages

Cozy cottage located in Tavares near Mt Dora

10.0 out of 10, Exceptional, (12)
"We were celebrating my daughter's birthday. She wanted to go to downtown Mt. Dora and see the Christmas lights. It was perfect. Many restaurants to chose from. The home is exactly as described. Great location to downtown Mt. Dora. We live just 45 minutes away so it made it a nice weekend getaway."
Cozy cottage located in Tavares near Mt Dora

Pine Forest Studio, serene winding lane to cozy retreat.

10.0 out of 10, Exceptional, (46)
"Relaxing; great view, close to downtown Mount Dora - be sure to go to the British Pub downtown."
The price is SAR 544
SAR 1,029 total
includes taxes & fees
30 Jan - 31 Jan
Pine Forest Studio, serene winding lane to cozy retreat.

Dtwn 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...
Dtwn Winter Garden Home: 12 Mi to Disney!

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 Carlton* 3 min walk to Downtown Mt. Dora!!

10.0 out of 10, Exceptional, (63)
"Cozy accommodations for my wife and I to wind down after a hectic holiday season. The house was spotless, furniture comfy, and the location peaceful. Really enjoyed our short time there."
The price is SAR 521
SAR 1,108 total
includes taxes & fees
4 Feb - 5 Feb
The Carlton* 3 min walk to Downtown Mt. Dora!!
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.
Don't see what you're looking for?
See all available properties in Longwood
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Longwood

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (755)
"Me encanta, opino que deberían de haber más áreas recreativas "
The price is SAR 270
SAR 304 total
includes taxes & fees
26 Jan - 27 Jan
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, (1706)
"The hotel is connected to the Florida mall, a great place to shop and eat. close to other attractions."
The price is SAR 708
SAR 894 total
includes taxes & fees
25 Jan - 26 Jan
Florida Hotel & Conference Center in the Florida Mall

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3125)
"The Point has been my go to when visiting Orlando for many years. The rooms and property itself, could benefit from a revamp; however, I appreciate the reasonably priced accommodations for a property that is so convenient to many major attractions. My only gripe is that my past two stays, I’ve seen the Orlando police dispatched to the hotel, which is unsettling. Last time for a fight in the parking lot, this time I’m unsure of the details. "
The price is SAR 428
SAR 524 total
includes taxes & fees
29 Jan - 30 Jan
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 224 and SAR 819 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.