A two-story house with a balcony, surrounded by lush greenery and trees.

Search the Best Cabins in Winter Park

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Park

Terrace/patio

1. The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,004 reviews)
"Excellent location for visiting"
United States
Elliott
$326 nightly
The price is $367
Aug 3 - Aug 4
Total with taxes and fees
The Alfond Inn
Exterior

2. SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (392 reviews)
"The place was clean and breakfast was goog"
United States
Kenneth
$161 nightly
The price is $181
Aug 20 - Aug 21
Total with taxes and fees
SpringHill Suites by Marriott Winter Park
Exterior

3. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (725 reviews)
"Awesome stay, great staff and location"
United States
Crystile
$185 nightly
The price is $208
Aug 9 - Aug 10
Total with taxes and fees
Hilton Garden Inn Winter Park
Lobby sitting area

4. Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,000 reviews)
"Great location and character. Wonderful staff"
United States
Stephanie
$216 nightly
The price is $243
Aug 3 - Aug 4
Total with taxes and fees
Park Plaza Hotel
Smart TV, video games

5. Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence

Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Goldenrod
10.0 out of 10, Exceptional, (4 reviews)
"Nice and roomy!"
United States
Ashley C.
$354 nightly
The price is $393
Aug 3 - Aug 4
Total with taxes and fees
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Exterior

6. Cute 5-bedroom house in peaceful Winter Park

Cute 5-bedroom house in peaceful Winter Park
Winter Park
10.0 out of 10, Exceptional, (2 reviews)
"This property is perfect for a family get together. Very clean and close to so many restaurants and entertainment. The communication the host was great. I would definely stay there again."
United States
Mary Ellen R.
$286 nightly
The price is $316
Aug 3 - Aug 4
Total with taxes and fees
Cute 5-bedroom house in peaceful Winter Park
Exterior

7. Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
10.0 out of 10, Exceptional, (2 reviews)
"Rented this property for a friend's engagement party and it worked super well. Host was super nice and great with communication"
United States
Hannah F.
$282 nightly
The price is $312
Aug 30 - Aug 31
Total with taxes and fees
Spacious 5-bedroom house in gorgeous Winter Park
Exterior

8. Quiet and safe neighborhood come to this great place with lots of room for relax

Quiet and safe neighborhood come to this great place with lots of room for relax
Orlando
9.6 out of 10, Exceptional, (4 reviews)
"It felt safe and secure as a community as well as the accommodations. The host was nice and unintrusive. This was actually my second time staying there. I would do it again."
United States
Olubankole S.
$267 nightly
The price is $296
Aug 3 - Aug 4
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax
Exterior detail

9. Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park
Winter Park
10.0 out of 10, Exceptional, (109 reviews)
"We enjoyed a great stay! "
United States
Amanda B.
$314 nightly
The price is $348
Aug 3 - Aug 4
Total with taxes and fees
Stylish Boutique Guest house in Winter Park
Exterior

10. The Canopy on Periwinkle- A Home Away From Home

The Canopy on Periwinkle- A Home Away From Home
Goldenrod
10.0 out of 10, Exceptional, (3 reviews)
"The home is beautiful!! The place was clean, comfortable, and exactly as described. The host was friendly, responsive, and made everything easy. I would definitely stay here again and recommend it to others."
United States
Breasia J.
$424 nightly
The price is $471
Aug 4 - Aug 5
Total with taxes and fees
The Canopy on Periwinkle- A Home Away From Home
Exterior detail

11. Mills House @WP. Sleeps 11 Renovated. Queen beds

Mills House @WP. Sleeps 11 Renovated. Queen beds
Fairview Shores
8.0 out of 10, Very Good, (2 reviews)
"Comfortable beds and plentiful TV screens. Nice central location to shopping and dining. Lights are bright without dimming options, and some fixtures not working. "
United States
Larry S.
$303 nightly
The price is $336
Aug 3 - Aug 4
Total with taxes and fees
Mills House @WP. Sleeps 11 Renovated. Queen beds
Exterior

12. Funky Remodeled Otown Bungalow Sleeps 8

Funky Remodeled Otown Bungalow Sleeps 8
Fairview Shores
10.0 out of 10, Exceptional, (1 review)
"Easy booking/check-in process, great location"
United States
Julia K.
$228 nightly
The price is $253
Aug 25 - Aug 26
Total with taxes and fees
Funky Remodeled Otown Bungalow Sleeps 8
Exterior

13. Winter Park Spacious Unit - 118

Winter Park Spacious Unit - 118
Winter Park
$269 nightly
The price is $304
Aug 17 - Aug 18
Total with taxes and fees
Winter Park Spacious Unit - 118
Interior

14. Cozy home 5min to Park Ave and Downtown Orlando

Cozy home 5min to Park Ave and Downtown Orlando
Fairview Shores
$231 nightly
The price is $256
Aug 5 - Aug 6
Total with taxes and fees
Cozy home 5min to Park Ave and Downtown Orlando
Exterior

15. Comfy Tiny Home @WP. Large Private Deck+Queen bed

Comfy Tiny Home @WP. Large Private Deck+Queen bed
Fairview Shores
$172 nightly
The price is $191
Aug 4 - Aug 5
Total with taxes and fees
Comfy Tiny Home @WP. Large Private Deck+Queen bed
Exterior

16. Luxury Designer Home • Disney, Universal & Downtown

Luxury Designer Home • Disney, Universal & Downtown
College Park
$570 nightly
The price is $633
Aug 3 - Aug 4
Total with taxes and fees
Luxury Designer Home • Disney, Universal & Downtown
Property grounds

17. Charming home @wp. Patio +Gazebo. close to highwys

Charming home @wp. Patio +Gazebo. close to highwys
Fairview Shores
5.4 out of 10, (3 reviews)
"Very clean and location was great"
United States
Vicki V.
$207 nightly
The price is $230
Aug 11 - Aug 12
Total with taxes and fees
Charming home @wp. Patio +Gazebo. close to highwys
Property grounds

18. 1-bedroom vacation room just 12 minutes from University of Central Florida

1-bedroom vacation room just 12 minutes from University of Central Florida
Orlando
9.6 out of 10, Exceptional, (4 reviews)
"Great location close to lots of things to do. Very clean and cozy. Quiet neighborhood, very friendly owners. Will definitely go back."
United States
jamie l.
$152 nightly
The price is $168
Aug 4 - Aug 5
Total with taxes and fees
1-bedroom vacation room just 12 minutes from University of Central Florida
Exterior

19. Cute 5-bedroom,6bed house in superb Winter Park.

Cute 5-bedroom,6bed house in superb Winter Park.
Winter Park
4.0 out of 10, (1 review)
"We checked in late and were surprised to find half eaten food in the fridge and freezer. Both were very dirty with a noticeable odor. The dishwasher was full of dirty dishes. The oven was full of dirty pans. Most of the dishes in the cupboards had little bits in them as well. There was a fire alarm battery beeping in one of the bedrooms. There was no coffee maker or wine opener or wine glasses or hand soap. There were very few dishes in general, it would have been challenging to cook and serve...
United States
Nyssa S.
$343 nightly
The price is $379
Aug 3 - Aug 4
Total with taxes and fees
Cute 5-bedroom,6bed house in superb Winter Park.
Exterior

20. La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
3.0 star property
Orlando
8.8 out of 10, Excellent, (2,677 reviews)
"Great place to stay"
United States
Luisa
$87 nightly
The price is $98
Aug 5 - Aug 6
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando UCF
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"we had an amazing stay.. the beds were super comfortable, the pool was clean and always had towels available .. the stuff and house cleaners were super friendly.. def coming back"
Janet 6-night trip
Posted 1 hour ago
Wyndham I-Drive Avanti Resort & Conference Center

Find out more about Winter Park

Winter Park Cabin Rentals information

Number of reviews
25,858
Accommodation
6 Cabin Rentals
Lowest Price
$75
Highest Price
$367

Frequently asked questions

What are the best cabins near Winter Park?
Stay in one of our 97 cabins in Winter Park and be rewarded with stunning scenery, outdoor adventure and memories you'll never forget. Spectacular Lakefront Cabin On Lake Kerr offers a more laid-back pace of life. Hunter Log Cabin is another popular option if you need time out in nature.
Are there cheap cabins in Winter Park?
Priced from $75 to $367 per night, escaping the ordinary has never been so affordable. Secure one of our cheap cabins in Winter Park and experience the great outdoors without blowing your budget.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.
What are the best family cabins near Winter Park?
Choose a family cabin in or near Winter Park and top up the family album with more beautiful memories. Hunter Log Cabin is a great choice. Along with the promise of fun and adventure, it comes with lots of useful amenities like a travel crib and a dining table. Also consider Cozy Cabin By The Lake - Salt Springs Resort. A dining table and a swimming pool are a few things that'll keep your crew comfy.
What are the best river cabins near Winter Park?
If you're searching for a homely escape steps from the water, a Winter Park river cabin is an excellent choice. Settle in at Hunter Log Cabin and let all your worries scurry away downstream. Handy amenities here include cycling and on-site watersports. Another leading riverside rental is Cabin - 1 Bedroom - 2 Guests Maximum. It features on-site watersports, outdoor furniture and more.
What are the best cabins with pools near Winter Park?
Slip on your board shorts or bikini and enjoy a few laps whenever your heart desires when you stay at one of our cabin rentals with a pool. Cozy Cabin By The Lake - Salt Springs Resort is a standout. A swimming pool and a tennis court are among the other amenities that'll help make your stay comfortable. Or, catch up on some "me time" at Best Views Cottage Adjacent To Little Lake Kerr. Along with its pool, this cabin comes with a swimming pool and a barbecue grill.
What are some great Winter Park cabins?
When you want to spend your vacation surrounded by nature but don't feel like roughing it, a cabin is a smart choice. Stay a few nights or longer at Cabin On A Lake. This popular property comes with a firepit, a garden and more. You can also experience outdoor fun and comfort rolled into one at Super Cute 2br/1ba Cabin At Beautiful Lakeside Campground. A king-sized bed and a dock are among this retreat's amenities.
What are the best weekend cabin rentals in Winter Park?
Nothing's better than a weekend cabin getaway after a big week at work. Ditch your cubicle for a few days or more in nature at Best Views Cottage Adjacent To Little Lake Kerr. A swimming pool and a barbecue grill are some of the conveniences it offers. You can also forget all about work at Charming 2br/1ba Cabin At Lakeside Resort. Stay here and enjoy access to a patio and a firepit.
Can I find log cabins in Winter Park?
Kick off your day with a coffee in your log cabin and then try some wake boarding and sea kayaking. Sound dreamy? Then you'll like Hunter Log Cabin. Another escape that promises plenty of charm and comforts is Like New Log Cabin Ocklawaha Fl. Activities like wake boarding and scuba diving will add to your great memories here.
What are the highest-rated cabins in Winter Park?
Expedia travelers keep returning to Super Cute 2br/1ba Cabin At Beautiful Lakeside Campground. This knockout features plenty of useful amenities like on-site watersports and a firepit. It's not difficult to figure out why Charming 2br/1ba Cabin At Lakeside Resort is also popular with vacationers. Conveniences such as a patio and a firepit will help make your stay even more memorable.
Why should I book a cabin in Winter Park?
For a getaway in nature that won't blow your budget, you can't top a cabin. Imagine rising to the sounds of wildlife and drinking coffee on a private deck surrounded by gorgeous views. Book a cabin in Winter Park and say goodbye to the hectic pace of modern life. Whether they're up a mountain or down by the beach, cabins offer a uniquely relaxing experience you'll always remember.
What are the top nature cabins in Winter Park?
If you can drag yourself away from the cozy comforts of Hunter Log Cabin, adventure is in store. One of our most sought-after nature cabins in Winter Park, it offers unparalleled access to the outdoors and amenities such as a firepit and a spa tub. Cabin - 1 Bedroom - 2 Guests Maximum should also make your list. Natural splendor, a firepit, a patio ... This escape has it all.
What are some of the best cabins near Universal Studios Florida in Winter Park?
Rustic Lakefront Cabin In The Woods is an outstanding option in Universal Studios Florida. Home comforts, a picturesque setting and access to activities such as nearby fishing and nearby kayaking help make it a traveler favorite. Cabin - The Boat House On Lake Dora - Waterfront And Downtown also combines adventure and nature. Spend your vacation here and add nearby kayaking and nearby hiking and biking trails to your must-do list.

Explore a world of travel with Expedia