Top Winter Park Cabin Rentals

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

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Recommended hotels in Winter Park

1. Hilton Garden Inn Winter Park

Winter Park

Crystile

CA $290 total

includes taxes & fees

Aug 14 - Aug 15

2. The Alfond Inn

Winter Park

Elliott

CA $464 total

includes taxes & fees

Aug 9 - Aug 10

3. SpringHill Suites by Marriott Winter Park

Winter Park

Kenneth

CA $265 total

includes taxes & fees

Aug 20 - Aug 21

4. Park Plaza Hotel

Park Avenue District

Stephanie

CA $201 total

includes taxes & fees

Aug 28 - Aug 29

5. Cute 5-bedroom house in peaceful Winter Park

Winter Park

Mary Ellen R.

CA $439 total

includes taxes & fees

Aug 9 - Aug 10

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

Orlando

Olubankole S.

CA $405 total

includes taxes & fees

Aug 9 - Aug 10

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

Goldenrod

Breasia J.

CA $649 total

includes taxes & fees

Aug 9 - Aug 10

8. Spacious 5-bedroom house in gorgeous Winter Park

Winter Park

Hannah F.

CA $504 total

includes taxes & fees

Sep 6 - Sep 7

9. Funky Remodeled Otown Bungalow Sleeps 8

Fairview Shores

Julia K.

CA $348 total

includes taxes & fees

Aug 9 - Aug 10

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

Fairview Shores

Larry S.

CA $469 total

includes taxes & fees

Aug 19 - Aug 20

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

Fairview Shores

CA $325 total

includes taxes & fees

Aug 9 - Aug 10

12. Winter Park Spacious Unit - 118

Winter Park

CA $450 total

includes taxes & fees

Aug 9 - Aug 10

13. Luxury Designer Home • Disney, Universal & Downtown

College Park

CA $876 total

includes taxes & fees

Aug 9 - Aug 10

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

Fairview Shores

CA $267 total

includes taxes & fees

Aug 17 - Aug 18

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

Fairview Shores

Vicki V.

CA $313 total

includes taxes & fees

Aug 10 - Aug 11

16. 1-bedroom vacation room just 12 minutes from University of Central Florida

Orlando

jamie l.

CA $229 total

includes taxes & fees

Aug 10 - Aug 11

17. Winter Park Charmer - Heated Pool Home - Close to everything

Winter Park

Kyle C.

CA $589 total

includes taxes & fees

Aug 15 - Aug 16

18. OASIS UNDER THE OAK TREE.

Goldenrod

CA $140 total

includes taxes & fees

Aug 20 - Aug 21

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

Winter Park

"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...

Nyssa S.

CA $527 total

includes taxes & fees

Aug 9 - Aug 10

20. Courtyard by Marriott Orlando Downtown

Ivanhoe Village

Madeline

CA $199 total

includes taxes & fees

Aug 11 - Aug 12

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Top Winter Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Great property, clean and safe for families. Beds are a bit uncomfortable but I really great experience"

Universal's Endless Summer Resort - Dockside Inn and Suites

8/10 Good

"It did not have a microwave in the room or tea. Had to go downstairs to buy and my son was not well it was a bit of an inconvenience. Would have like a bottle of water in the room for when we arrived. It was really hot. Was there for 13 days and the food choices was a bit redundant. The shrimp tacos were excellent. Staff was great. Manager Joe I believe was very helpful when my son took sick and we had to cancel put flight back and get medical help. We were able to stay in the same room which was helpful. Thank you endless summer will see you soon."

Universal's Cabana Bay Beach Resort

8/10 Good

"This was my second stay at Universal’s Cabana Bay Beach Resort, and overall, I really enjoyed the hotel. I stayed for 8 days and 7 nights with my daughters, and there were many things we loved about the resort. The room was clean upon arrival, although there was some hair in the shower, which was a little disappointing. The staff were pleasant and welcoming, and I especially want to recognize Connor at the front desk, who was amazing and extremely helpful throughout our stay. He provided excellent customer service and was always willing to assist. The biggest issue during our stay was the lack of housekeeping service. Our room was attended to only on the second night. After that, no one cleaned the room, brought fresh towels, or removed the garbage. We had garbage accumulating in the room for several days, and I eventually had to take it out myself. I also had to go to the linen cart to get fresh linens and towels for the room. For an 8-day, 7-night stay, I expected more consistent housekeeping service, especially given the length of our visit. Aside from that, there were many things we enjoyed. The two pools were wonderful for my daughters, and they had a great time swimming. The food at the resort was good and reasonably priced, although we also ate outside of the resort during our stay. The location was extremely convenient, especially for visiting the parks. The park transportation was quick and consistently on time, which made getting back and forth very easy."

Find out more about Winter Park

Winter Park Cabin Rentals information

Number of reviews	3,106
Accommodation	6 Cabin Rentals
Lowest Price	CA $199
Highest Price	CA $876

Frequently asked questions

What are the best cabins near Winter Park?

Ranging from small and rustic to big and luxurious, there are 97 cabins available in and around Winter Park. Some great options include Spectacular Lakefront Cabin On Lake Kerr and Hunter Log Cabin.

Are there cheap cabins in Winter Park?

Priced from CA $199 to CA $876 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?

If you're after a getaway your youngsters will go wild for, a family cabin in or near Winter Park is a fabulous choice. Whisk your gang away to Hunter Log Cabin. It offers a travel crib and a dining table along with fun in nature. Cozy Cabin By The Lake - Salt Springs Resort is another top pick for small groups or families and features a dining table and a swimming pool.

What are the best river cabins near Winter Park?

When you think of the word peaceful, a river cabin near Winter Park should be the first thing that springs to mind. Hunter Log Cabin is the ideal place to find some stillness. Along with its pleasant surroundings, it comes with amenities such as cycling and on-site watersports. Cabin - 1 Bedroom - 2 Guests Maximum is another popular option. On-site watersports and outdoor furniture are some of the conveniences here.

What are the best cabins with pools near Winter Park?

Staying in a cabin rental with a pool adds a whole new layer of fun to your vacation. If you're looking for one near Winter Park, Cozy Cabin By The Lake - Salt Springs Resort offers conveniences like a swimming pool and a tennis court to make your poolside getaway even more amazing. Best Views Cottage Adjacent To Little Lake Kerr is another great pick and features a swimming pool and a barbecue grill.

What are some great Winter Park cabins?

When you want to spend time in nature but aren't fond of wrestling with tent poles, a cabin is a smart choice. Escape to Cabin On A Lake. This visitor favourite 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 escape's amenities.

What are the best weekend cabin rentals in Winter Park?

Nothing's better than a weekend cabin getaway after a tiring week at work. Ditch the office for a few days or so in the great outdoors at Condo On The Beach With Private Beach Access. A patio and a barbecue grill are some amenities it comes with. Emails will also be the furthest thing from your mind at Hunter Log Cabin. Put your bags down here and enjoy access to a patio and a firepit.

What are the best cabin prices in Winter Park?

If you'd rather save on your stay, Expedia has some incredible offers on Winter Park cabins that won't put a hole in your wallet. How does CA $199 a night sound to you?

Can I find log cabins in Winter Park?

If you're looking for a more relaxed pace of life, you'll find it at one of our log cabins in Winter Park. For example, Hunter Log Cabin. Spend your days here going sky diving and sea kayaking and then return home to its many comforts. Time also appears to go slow at Like New Log Cabin Ocklawaha Fl. When you're ready to venture beyond your backyard, sunbathing and wildlife watching opportunities are nearby.

What are the highest-rated cabins in Winter Park?

Expedia cabin travellers just keep coming back to Super Cute 2br/1ba Cabin At Beautiful Lakeside Campground. This top pick features a host of amenities like on-site watersports and a firepit. It won't take you very long to figure out why Charming 2br/1ba Cabin At Lakeside Resort is also a traveller favourite. Conveniences such as a patio and a firepit will help make your vacation the best one yet.

Why should I book a cabin in Winter Park?

For a nature-filled escape at an impressive price, there's nothing better than a cabin. Picture yourself waking up to the sounds of the wilderness and then stepping onto your deck to be surrounded by beautiful views. Choose a cabin in Winter Park to get away from the hustle and bustle of modern life. Whether they're in the mountains, by the beach or someplace else, cabins offer a rustic and relaxing experience you'll always remember.

What are the top nature cabins in Winter Park?

Lock in a stay at Hunter Log Cabin and enjoy being up close to Mother Nature. Useful amenities like a patio and a barbecue grill help make this river cabin in Winter Park a top choice. Cabin - 1 Bedroom - 2 Guests Maximum is another place where you can escape everyday life and spend leisurely days by the water. Some of the conveniences here include on-site watersports and a spa tub.

What are some of the best cabins near Universal Studios Florida in Winter Park?

Ditch the daily grind and spend time with Mother Nature at an Universal Studios Florida cabin. Wander among wildlife, breathe in the fresh air and then settle back at Rustic Lakefront Cabin In The Woods. Popular activities such as nearby horse riding and nearby motor boating are waiting for you here. Another place that'll make you feel right at home is Cabin - The Boat House On Lake Dora - Waterfront And Downtown. Jet skiing and nearby hiking and biking trails are a couple of things to stick on your itinerary during your stay.

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Find Cabins in Winter Park for Rent from CA $199

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Winter Park

1. Hilton Garden Inn Winter Park

2. The Alfond Inn

3. SpringHill Suites by Marriott Winter Park

4. Park Plaza Hotel

5. Cute 5-bedroom house in peaceful Winter Park

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

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

8. Spacious 5-bedroom house in gorgeous Winter Park

9. Funky Remodeled Otown Bungalow Sleeps 8

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

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

12. Winter Park Spacious Unit - 118

13. Luxury Designer Home • Disney, Universal & Downtown

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

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

16. 1-bedroom vacation room just 12 minutes from University of Central Florida

17. Winter Park Charmer - Heated Pool Home - Close to everything

18. OASIS UNDER THE OAK TREE.

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

20. Courtyard by Marriott Orlando Downtown

Find vacation rentals that suit your style

Top Winter Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Winter Park

Winter Park Cabin Rentals information

Frequently asked questions

Explore a world of travel with Expedia