Title: 15 Best Cabins in Winter Park, FL - Cabins for Rent from $109 | Expedia.com

[Winter Park Travel Guide](https://expedia.com/Winter-Park.dx7902)[Hotels in Winter Park](https://expedia.com/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.com/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.com/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Things to do in Winter Park](https://expedia.com/Things-To-Do-In-Winter-Park.d7902.Travel-Guide-Activities)[Car Rentals in Winter Park](https://expedia.com/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.com/Winter-Park.d7902.Destination-Travel-Guides)

![Kraft Azalea Gardens showing a fountain, a park and a pond](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=7902&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=7902&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=7902&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=7902&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Winter Park

![Exterior](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/081e1921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/b4b96d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/180-b531af67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/57a8906a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Orlando-Hotels-Quiet-And-Safe-Neighborhood-Come-To-This-Great-Place-With-Lots-Of-Room-For-Relax.h120648509.Hotel-Information)

Orlando

10/10

Exceptional

(1 review)

"Pool is very inviting"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Geri Lamborn M.

$241 nightly

$268 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Quiet-And-Safe-Neighborhood-Come-To-This-Great-Place-With-Lots-Of-Room-For-Relax.h120648509.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/a4a236a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/22001730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/3ef41108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/71fcc6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Orlando-Hotels-1-Bedroom-Vacation-Room-Just-12-Minutes-From-University-Of-Central-Florida.h91093651.Hotel-Information)

Orlando

9.4/10

Exceptional

(3 reviews)

"Fantastic Host"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marek K.

$165 nightly

$183 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-1-Bedroom-Vacation-Room-Just-12-Minutes-From-University-Of-Central-Florida.h91093651.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/a0ec7203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/d974edb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/fbeb2b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/443aa4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Winter Park

[](https://www.expedia.com/Orlando-Hotels-Hilton-Garden-Inn-Winter-Park.h45488005.Hotel-Information)

Winter Park

9.2/10

Wonderful

(650 reviews)

"Very clean, nice staff, well located"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

KRISTIAN

$192 nightly

$216 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Hilton-Garden-Inn-Winter-Park.h45488005.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78010000/78004700/78004694/64430b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78010000/78004700/78004694/4c2b0b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78010000/78004700/78004694/d34ef452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78010000/78004700/78004694/c94baf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Boutique Guest house in Winter Park 

[](https://www.expedia.com/Orlando-Hotels-Newly-Built-Stylish-Guest-House-With-Free-Parking.h78004694.Hotel-Information)

Winter Park

10/10

Exceptional

(101 reviews)

"Everything was outstanding!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony S.

$304 nightly

$338 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Newly-Built-Stylish-Guest-House-With-Free-Parking.h78004694.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/52e0ae75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/37c1defd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business center](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/450d6e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/82e772bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Park Plaza Hotel

[](https://www.expedia.com/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information)

Park Avenue District

8.6/10

Excellent

(1,000 reviews)

"Friendly staff, clean and beautiful atmosphere."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristin

$183 nightly

$206 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/9a1d28f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/eacfcee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/bf1a7baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/c1954c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Virbo Host Website is not working for me. Do not book this property. Thank you

[](https://www.expedia.com/Orlando-Hotels-Money-Saving-Clean-Small-11-Private-Apartment-On-The-Orlando-Border.h121551588.Hotel-Information)

Fairview Shores

$99 nightly

$109 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Money-Saving-Clean-Small-11-Private-Apartment-On-The-Orlando-Border.h121551588.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/w4000h2662x0y0-9dcdde60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/66f3909c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/a831619a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/3dbe35a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Winter Park

[](https://www.expedia.com/Orlando-Hotels-SpringHill-Suites-By-Marriott-Winter-Park.h71146342.Hotel-Information)

Winter Park

9.2/10

Wonderful

(350 reviews)

"Nice, clean hotel with a very friendly staff. I will book again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kelly

$214 nightly

$241 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-SpringHill-Suites-By-Marriott-Winter-Park.h71146342.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/312f2783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/fc26e60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/7335419c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/b34af36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Orlando-Hotels-Charming-Home-Wp-Patio-Gazebo-Close-To-Highwys.h120187220.Hotel-Information)

Fairview Shores

10/10

Exceptional

(1 review)

"Very clean and location was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vicki V.

$271 nightly

$302 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Charming-Home-Wp-Patio-Gazebo-Close-To-Highwys.h120187220.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/53e3d0e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/3736e6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/1bba5733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/9dff99a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy home w/full kitchen & workspace

[](https://www.expedia.com/Orlando-Hotels-Winter-Park-Gem.h118778200.Hotel-Information)

College Park

8.0/10

Very Good

(2 reviews)

"We had a wonderful stay — the house was spotless, comfortable, and offered plenty of space. The peaceful neighborhood and convenient location made it easy to explore the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle H.

$227 nightly

$253 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Winter-Park-Gem.h118778200.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/105000000/104390000/104383300/104383291/8fa69a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 3 Bedrooms, Non Smoking | Living area](https://images.trvl-media.com/lodging/105000000/104390000/104383300/104383291/b408913f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 3 Bedrooms, Non Smoking | 3 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104390000/104383300/104383291/c7b68bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 3 Bedrooms, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/105000000/104390000/104383300/104383291/8f046317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### gorgeous property at winter park -118

[](https://www.expedia.com/Orlando-Hotels-Gorgeous-Property-At-Winter-Park-118.h104383291.Hotel-Information)

Winter Park

$269 nightly

$303 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Gorgeous-Property-At-Winter-Park-118.h104383291.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/7f29b0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/9e87b9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/13f778dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/170acb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 5-bedroom house in gorgeous Winter Park

[](https://www.expedia.com/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information)

Winter Park

$286 nightly

$317 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/ebe6ee30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/c44cb749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/25a3e347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/2eccd419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy RV with AC and fitness room in brilliant Winter Park

[](https://www.expedia.com/Orlando-Hotels-Cozy-RV-With-AC-And-Fitness-Room-In-Brilliant-Winter-Park.h122291511.Hotel-Information)

Goldenrod

$142 nightly

$157 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Cozy-RV-With-AC-And-Fitness-Room-In-Brilliant-Winter-Park.h122291511.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/959a6964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/fcdf7880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/93bcae58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, open 10:00 AM to 5:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/w720h947x0y0-b237fd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Alfond Inn

[](https://www.expedia.com/Orlando-Hotels-The-Alfond-Inn.h19791.Hotel-Information)

Winter Park

9.6/10

Exceptional

(1,000 reviews)

"Location was great, friendly staff, beautiful hotel."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica

$394 nightly

$443 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-The-Alfond-Inn.h19791.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/w1350h895x0y5-04b0130a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/f1476d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/18df6c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/6de8c24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Orlando-Hotels-Comfy-Tiny-Home-WP-Large-Private-DeckQueen-Bed.h123398794.Hotel-Information)

Fairview Shores

$231 nightly

$257 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Comfy-Tiny-Home-WP-Large-Private-DeckQueen-Bed.h123398794.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/w1350h895x0y5-06f55f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/aeff95b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/a352947e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/c29ed280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Funky Remodeled Otown Bungalow Sleeps 8

[](https://www.expedia.com/Orlando-Hotels-Funky-Remodeled-Otown-Bungalow-Sleeps-8.h123147976.Hotel-Information)

Fairview Shores

$292 nightly

$325 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Funky-Remodeled-Otown-Bungalow-Sleeps-8.h123147976.Hotel-Information)

![Smart TV, video games](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/4737a68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/777ceefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/c75613db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/a9cacec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Orlando-Hotels-Serene-Mid-Century-32-WBonus-Room-And-Huge-Shaded-Yard-WFence.h91693626.Hotel-Information)

Goldenrod

$412 nightly

$459 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Serene-Mid-Century-32-WBonus-Room-And-Huge-Shaded-Yard-WFence.h91693626.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/d9e95202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/626ae4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/7061403d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/8914dae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy home 5min to Park Ave and Downtown Orlando

[](https://www.expedia.com/Orlando-Hotels-Cozy-Home-5min-To-Park-Ave-And-Downtown-Orlando.h121857215.Hotel-Information)

Fairview Shores

$295 nightly

$328 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Cozy-Home-5min-To-Park-Ave-And-Downtown-Orlando.h121857215.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712438/f0208f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712438/26e68d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712438/b08654c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712438/d7ee55cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5/4 King bed LUX Arcade near WP/CP & DT Orlando ‼️

[](https://www.expedia.com/Orlando-Hotels-54-King-Bed-LUX-Arcade-Near-WPCP-DT-Orlando.h119712438.Hotel-Information)

College Park

10/10

Exceptional

(1 review)

"had a great time. beautiful house"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

katie L.

$4,681 nightly

$5,207 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-54-King-Bed-LUX-Arcade-Near-WPCP-DT-Orlando.h119712438.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/44fac7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/5d356775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/d0827223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/ea81348a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Orlando-Hotels-Mills-House-WP-Sleeps-11-Renovated-Queen-Beds.h119712429.Hotel-Information)

Fairview Shores

6.0/10

(1 review)

"The air fresheners plug ins were too powerful, we had to put them outside while we stayed in the house. Not enough power outlets. Hanging lamps on master bedroom are not practical, didn’t find the switch to turn them off. Spot light outside kept me up. The motion triggered the light to go on and off constantly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Monica E.

$369 nightly

$412 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Mills-House-WP-Sleeps-11-Renovated-Queen-Beds.h119712429.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/3aa946ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/b9965092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/437efd0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/78c9ab55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Orlando-Hotels-4-Bedroom-House-In-Superb-Winter-Park.h120488903.Hotel-Information)

Winter Park

4.0/10

(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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nyssa S.

$574 nightly

$635 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-4-Bedroom-House-In-Superb-Winter-Park.h120488903.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&regionId=7902&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Private vacation homes

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Villas

[](https://www.expedia.com/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CABIN)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CHALET)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=HOUSE_BOAT)

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## Top Winter Park Hotel Reviews

![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg)

### Universal's Cabana Bay Beach Resort

10/10 Excellent

"Room was always clean, everyone was super nice and helpful, the furniture in room maybe need to me replaced the couch was ripped up but other than that it was perfect "

[](https://expedia.com/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information)

![Holiday Inn Resort Orlando - Lake Buena Vista by IHG](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/aa564e7f_y.jpg)

### Holiday Inn Resort Orlando - Lake Buena Vista by IHG

10/10 Excellent

"Great l"

[](https://expedia.com/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.Hotel-Information)

![Orlando International Drive North Hotel](https://images.trvl-media.com/lodging/1000000/50000/41500/41493/d062739a_y.jpg)

### Orlando International Drive North Hotel

10/10 Excellent

"La habitación muy limpia, el personal siempre atento "

[](https://expedia.com/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information)

![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg)

### DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"Not only are the rooms very clean but the staff is extremely nice and the free bus to universal was a great plus. I would recommend this hotel to everyone "

[](https://expedia.com/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information)

![Caribe Royale Orlando](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/033f2fa5_y.jpg)

### Caribe Royale Orlando

10/10 Excellent

"Room was very clean, staff were excellent! "

[](https://expedia.com/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information)

![Ramada by Wyndham Suites Orlando Airport](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg)

### Ramada by Wyndham Suites Orlando Airport

10/10 Excellent

"Very clean room with good breakfast… good hotel for a stopover at a reasonable price"

[](https://expedia.com/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information)

![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg)

### DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent

"good enough"

[](https://expedia.com/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information)

![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg)

### Hyatt Regency Orlando International Airport

10/10 Excellent

"Clean, great customer service, good restaurant and easy location in airport "

[](https://expedia.com/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information)

![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg)

### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"Lovely front desk staff, clean as a whistle, and shockingly SO much space. I wasn't expecting the unit to be so large - it was a nice surprise! Every villa apparently comes with the full kitchen, laundry in-unit, etc, and there were tons of towels, paper products, and everyday living things. My unit had a screened-in patio facing one of the pools - so nice to have some outdoor space. Would entirely recommend. "

[](https://expedia.com/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information)

## Find out more about Winter Park

## Winter Park Cabin Rentals information

| Number of reviews | 3,112           |
| ----------------- | --------------- |
| Accommodation     | 3 Cabin Rentals |
| Lowest Price      | $109            |
| Highest Price     | $5,207          |

## Frequently asked questions

### What are the best cabins near Winter Park?

### Are there cheap cabins in Winter Park?

### What are the best family cabins near Winter Park?

### What are the best river cabins near Winter Park?

### What are the best cabins with pools near Winter Park?

### What are some great Winter Park cabins?

### What are the best weekend cabin rentals in Winter Park?

### Can I find log cabins in Winter Park?

### What are the highest-rated cabins in Winter Park?

### Why should I book a cabin in Winter Park?

### What are the top nature cabins in Winter Park?

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

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- [Maitland Hotels ](https://www.expedia.com/Maitland-Hotels.d8442.Travel-Guide-Hotels)

- [Flights to Orlando ](https://www.expedia.com/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)
- [Flights from Atlanta (ATL) to Orlando (ORL) ](https://www.expedia.com/lp/flights/atl/orl/atlanta-to-orlando)
- [Flights from New York (JFK) to Orlando (MCO) ](https://www.expedia.com/lp/flights/jfk/mco/new-york-to-orlando)
- [Flights from Boston (BOS) to Orlando (MCO) ](https://www.expedia.com/lp/flights/bos/mco/boston-to-orlando)

- [Orlando Vacations ](https://www.expedia.com/Orlando.d178294.Destination-Travel-Guides)
- [Walt Disney World® Resort ](https://www.expedia.com/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)
- [Albin Polasek Museum and Sculpture Gardens ](https://www.expedia.com/Albin-Polasek-Museum-And-Sculpture-Gardens-Orlando.d6154778.Vacation-Attraction)
- [Winter Park Country Club ](https://www.expedia.com/Winter-Park-Country-Club-Orlando.d6239878.Vacation-Attraction)
- [Kraft Azalea Gardens ](https://www.expedia.com/Kraft-Azalea-Gardens-Orlando.d553248621532654339.Vacation-Attraction)
- [Copland Tennis Stadium ](https://www.expedia.com/Copland-Tennis-Stadium-Orlando.d553248621563220224.Vacation-Attraction)
- [Rollins Museum of Art ](https://www.expedia.com/Rollins-Museum-Of-Art-Orlando.d6154782.Vacation-Attraction)
- [Morse Museum of American Art ](https://www.expedia.com/Morse-Museum-Of-American-Art-Orlando.d6154772.Vacation-Attraction)
- [Casa Feliz Historic Home Museum ](https://www.expedia.com/Casa-Feliz-Historic-Home-Museum-Orlando.d6154784.Vacation-Attraction)
- [Winter Park Corner Shopping Center ](https://www.expedia.com/Winter-Park-Corner-Shopping-Center-Orlando.d553248621532654341.Vacation-Attraction)
- [Rollins College ](https://www.expedia.com/Rollins-College-Orlando.d6154361.Vacation-Attraction)
- [Barker Stadium ](https://www.expedia.com/Barker-Stadium-Orlando.d553248621563220225.Vacation-Attraction)
- [Virginia S. Nelson Rose Garden ](https://www.expedia.com/Virginia-S-Nelson-Rose-Garden-Orlando.d6239868.Vacation-Attraction)
- [Winter Park History Museum ](https://www.expedia.com/Winter-Park-History-Museum-Orlando.d553248621532654329.Vacation-Attraction)
- [Cahall Sandspur Field ](https://www.expedia.com/Cahall-Sandspur-Field-Orlando.d6239859.Vacation-Attraction)
- [Alfond Swimming Pool ](https://www.expedia.com/Alfond-Swimming-Pool-Orlando.d553248621558036313.Vacation-Attraction)
- [All Fired Up ](https://www.expedia.com/All-Fired-Up-Orlando.d553248621532654330.Vacation-Attraction)
- [Lake Virginia ](https://www.expedia.com/Lake-Virginia-Orlando.d553248621532654331.Vacation-Attraction)
- [Crealde School of Art ](https://www.expedia.com/Crealde-School-Of-Art-Orlando.d6239848.Vacation-Attraction)
- [Hannibal Square Heritage Center ](https://www.expedia.com/Hannibal-Square-Heritage-Center-Orlando.d553248621532654328.Vacation-Attraction)
- [Winter Park Playhouse ](https://www.expedia.com/Winter-Park-Playhouse-Orlando.d553248621561885914.Vacation-Attraction)
- [Winter Park Tennis Center ](https://www.expedia.com/Winter-Park-Tennis-Center-Orlando.d636723274468732928.Vacation-Attraction)
- [Lake Rose ](https://www.expedia.com/Lake-Rose-Orlando.d6360988.Vacation-Attraction)
- [Winter Park Village ](https://www.expedia.com/Winter-Park-Village-Orlando.d6239900.Vacation-Attraction)
- [Howell Branch Preserve Pavilion ](https://www.expedia.com/Howell-Branch-Preserve-Pavilion-Orlando.d553248621532654340.Vacation-Attraction)
- [Mead Garden ](https://www.expedia.com/Mead-Garden-Orlando.d6239861.Vacation-Attraction)
- [Hollie Anna Shopping Center ](https://www.expedia.com/Hollie-Anna-Shopping-Center-Orlando.d553248621563220220.Vacation-Attraction)
- [Lake Maitland Terrace Marina ](https://www.expedia.com/Lake-Maitland-Terrace-Marina-Orlando.d553248621563220228.Vacation-Attraction)
- [Enzian Theater ](https://www.expedia.com/Enzian-Theater-Orlando.d6154880.Vacation-Attraction)
- [Winter Pines Golf Club ](https://www.expedia.com/Winter-Pines-Golf-Club-Orlando.d6239892.Vacation-Attraction)
- [Lee Road Shopping Center ](https://www.expedia.com/Lee-Road-Shopping-Center-Fairview-Shores.d553248621563220222.Vacation-Attraction)
- [Visit Orwin Manor ](https://www.expedia.com/Orlando-Orwin-Manor.dx553248635976471367)
- [Lake Lily Park ](https://www.expedia.com/Lake-Lily-Park-Orlando.d553248621532654336.Vacation-Attraction)

- [Car rental Orlando Airport (MCO) ](https://www.expedia.com/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide)
- [Car rentals near Orlando ](https://www.expedia.com/Car-Rentals-In-Orlando.d178294.Car-Rental-Guide)
- [Car rentals near Albin Polasek Museum and Sculpture Gardens ](https://www.expedia.com/Car-Rentals-In-Albin-Polasek-Museum-And-Sculpture-Gardens.d6154778.Car-Rental-Guide)
- [Car rentals near Winter Park Corner Shopping Center ](https://www.expedia.com/Car-Rentals-In-Winter-Park-Corner-Shopping-Center.d553248621532654341.Car-Rental-Guide)
- [Car rentals near Rollins College ](https://www.expedia.com/Car-Rentals-In-Rollins-College.d6154361.Car-Rental-Guide)
- [Compact Car Rentals near Rollins College ](https://www.expedia.com/Compact-Car-Rentals-In-Rollins-College.d6154361-tCompact.Car-Rental-Guide-Class)
- [Car rentals near Aloma ](https://www.expedia.com/Car-Rentals-In-Aloma.d553248635975863638.Car-Rental-Guide)

- [Things to do in Orlando ](https://www.expedia.com/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)