Search the Best Cabins in Winter Park

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Park

Exterior

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
10.0 out of 10, Exceptional, (2 reviews)
"Pool is very inviting"
United States
Geri Lamborn M.
$253 nightly
The price is $282
Apr 20 - Apr 21
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax
Property grounds

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
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic Host"
United States
Marek K.
$156 nightly
The price is $173
Apr 22 - Apr 23
Total with taxes and fees
1-bedroom vacation room just 12 minutes from University of Central Florida
Exterior

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

Comfy Tiny Home @WP. Large Private Deck+Queen bed
Fairview Shores
$184 nightly
The price is $204
Apr 20 - Apr 21
Total with taxes and fees
Comfy Tiny Home @WP. Large Private Deck+Queen bed
Interior

Cozy home 5min to Park Ave and Downtown Orlando

Cozy home 5min to Park Ave and Downtown Orlando
Fairview Shores
$240 nightly
The price is $267
Apr 22 - Apr 23
Total with taxes and fees
Cozy home 5min to Park Ave and Downtown Orlando
Fridge, microwave, oven, stovetop

Sleek, Spacious & Central – Your Ideal Getaway

Sleek, Spacious & Central – Your Ideal Getaway
Fairview Shores
10.0 out of 10, Exceptional, (1 review)
"Great location in Winter Park! So many quality restaurants and things to do close by. The home is easily accessible with plenty of space. The host, Wendy was very hospitable. We left a toiletry bag and she was kind enough to let us know so we could come back. We enjoyed our one night stay!"
United States
Adam A.
$196 nightly
The price is $218
Apr 13 - Apr 14
Total with taxes and fees
Sleek, Spacious & Central – Your Ideal Getaway
Exterior detail

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

Virbo Host Website is not working for me. Do not book this property. Thank you
Fairview Shores
$99 nightly
The price is $109
Apr 11 - Apr 12
Total with taxes and fees
Virbo Host Website is not working for me. Do not book this property. Thank you
Smart TV, video games

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, (3 reviews)
"We thoroughly enjoyed our stay! Everything was clean, comfortable, and quiet. Very easy access to local restaurants and shopping, and a short drive to theme parks. We would definitely stay here again! Thank you! "
United States
Megan J.
$349 nightly
The price is $388
Apr 14 - Apr 15
Total with taxes and fees
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Exterior

Cute 5-bedroom house in peaceful Winter Park

Cute 5-bedroom house in peaceful Winter Park
Winter Park
$360 nightly
The price is $398
Apr 12 - Apr 13
Total with taxes and fees
Cute 5-bedroom house in peaceful Winter Park
Property grounds

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

Charming home @wp. Patio +Gazebo. close to highwys
Fairview Shores
7.0 out of 10, Good, (2 reviews)
"Very clean and location was great"
United States
Vicki V.
$219 nightly
The price is $243
Apr 12 - Apr 13
Total with taxes and fees
Charming home @wp. Patio +Gazebo. close to highwys
Exterior

Spacious Modern Japandi Retreat - Winter Park

Spacious Modern Japandi Retreat - Winter Park
Winter Park
10.0 out of 10, Exceptional, (6 reviews)
"Clean house, good location to where we wanted to be!"
United States
Jennifer M.
$457 nightly
The price is $506
Apr 14 - Apr 15
Total with taxes and fees
Spacious Modern Japandi Retreat - Winter Park
Exterior

Funky Remodeled Otown Bungalow Sleeps 8

Funky Remodeled Otown Bungalow Sleeps 8
Fairview Shores
$242 nightly
The price is $270
Apr 13 - Apr 14
Total with taxes and fees
Funky Remodeled Otown Bungalow Sleeps 8
Exterior detail

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.
$282 nightly
The price is $313
Apr 12 - Apr 13
Total with taxes and fees
Mills House @WP. Sleeps 11 Renovated. Queen beds
Exterior

Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
10.0 out of 10, Exceptional, (1 review)
"The house was clean, in a quiet neighborhood. Everything you could need was close and traffic was not bad at all. The host answers any and all questions quick and made the experience hassle free."
United States
Stephanie S.
$313 nightly
The price is $347
May 5 - May 6
Total with taxes and fees
Spacious 5-bedroom house in gorgeous Winter Park
Lobby sitting area

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,002 reviews)
"This hotel has old charm, its super cute and in the best location. Rooms are clean and the staff was super nice! "
United States
Kelley
$204 nightly
The price is $230
Apr 12 - Apr 13
Total with taxes and fees
Park Plaza Hotel
Living area

WINTER PARK TOWNHOUSE - NEAR DOWNNTOWN & PARKS

WINTER PARK TOWNHOUSE - NEAR DOWNNTOWN & PARKS
College Park
9.0 out of 10, Wonderful, (2 reviews)
"We had a great time! Home was clean, roomy and all we had hoped for. The hosts were very communicative and quick to answer all our questions prior to our stay! Would definitely recommend!"
United States
Rita C.
$565 nightly
The price is $628
Apr 13 - Apr 14
Total with taxes and fees
WINTER PARK TOWNHOUSE - NEAR DOWNNTOWN & PARKS
Exterior

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (672 reviews)
"Excellent stay "
United States
Jason
$170 nightly
The price is $191
Apr 26 - Apr 27
Total with taxes and fees
Hilton Garden Inn Winter Park
Terrace/patio

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,001 reviews)
"Everything, location, service, food, cleanliness. Loved our stay thank you"
United States
Ryan
$326 nightly
The price is $367
Apr 12 - Apr 13
Total with taxes and fees
The Alfond Inn
Exterior

SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (361 reviews)
"A very nice hotel in a great area of Orlando. Rooms were spacious, modern-looking, well laid out and clean. Breakfast was above average compared to a typical hotel. Hot brewed complimentary coffee available in the lobby 24/7. Staff were friendly and very responsive to our needs. "
Canada
Zara
$211 nightly
The price is $238
Apr 19 - Apr 20
Total with taxes and fees
SpringHill Suites by Marriott Winter Park
Exterior

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.
$461 nightly
The price is $510
May 5 - May 6
Total with taxes and fees
Cute 5-bedroom,6bed house in superb Winter Park.
Exterior

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.4 out of 10, Very Good, (1,124 reviews)
"Very nice room and breakfast is excellent!"
Canada
Haidee
$67 nightly
The price is $76
May 3 - May 4
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

6/10 Okay
"The price (other than parking) was very reasonable, and it was close to Disney Springs! Overall, the condo was great. We loved the balcony, kitchen, and how clean everything was. The size/crowdiness of the property, however, was undesirable for us. Parking was also very expensive. The road construction going on also made things very chaotic. Due to so many options in this area for similar prices, I probably would not choose this location again. "
Julia 2-night trip
Posted 1 hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Winter Park

Winter Park Cabin Rentals information

Number of reviews
4,183
Accommodation
2 Cabin Rentals
Lowest Price
$76
Highest Price
$628

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 $76 to $628 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