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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

Compare 664 Vacation Homes in Winter Park with updated reviews, rates, and availability.

Luxury Villa 705 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
Property Exterior

Luxury Villa 705 I Private Hot Tub I Views I Best Price I FREE Adventures Daily

10.0 out of 10, Exceptional, (123)
"My wife and I were in town for a wedding and it worked out great. You are literally a one block walk to the free shuttle, but you probably won't even take it. There are so many places to eat, drink, and be merry within walking distance. I loved that the kitchen was a little bit separated from the great room so we could cook and prepare without having everyone gather IN the kitchen...hahaha. The fall colors were incredible, the place impeccable, and the host VERY responsive. If I ever find myself...
Luxury Villa 705 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
Fraser Retreat, Walk to Ski Shuttle & Main St
Fraser Vacation Rental: 3 BR | 3.5 BA | Stairs Required | 1,600 Sq Ft

Fraser Retreat, Walk to Ski Shuttle & Main St

10.0 out of 10, Exceptional, (35)
"Clean, good location and equipped with everything needed. "
Fraser Retreat, Walk to Ski Shuttle & Main St
NEW 2 bedroom private home private hot tub, walk to downtown
45 Idlewild Pic 26

NEW 2 bedroom private home private hot tub, walk to downtown

9.6 out of 10, Exceptional, (4)
"The house was great! Really great location close to downtown. The kitchen is stocked well with cooking supplies. "
The price is SAR 709
SAR 1,677 total
includes taxes & fees
10 Feb - 11 Feb
NEW 2 bedroom private home private hot tub, walk to downtown
Rendezvous - Majestic Views|Hike|Bike|Ski
Cozy fireplace, amazing views, and BIG TV

Rendezvous - Majestic Views|Hike|Bike|Ski

9.4 out of 10, Exceptional, (63)
"We absolutely loved our stay in Fraser during the week of Christmas! The condo is exactly as shown in the photos and the location is perfect being between Winter Park and Fraser/Tabernash for dinners, groceries and anything else you may want/need.The open views from the main room and the general layout of the condo made it very warm and inviting the minute we walked in. The entire condo had everything needed to support our 5 night stay with many of our breakfast/dinners cooked from scratch...
The price is SAR 492
SAR 1,622 total
includes taxes & fees
4 Feb - 5 Feb
Rendezvous - Majestic Views|Hike|Bike|Ski
Whisk Away to Winter Park! 2 BDR 5 Min from Skiing
Cozy living space with gas fireplace and Smart TV

Whisk Away to Winter Park! 2 BDR 5 Min from Skiing

9.4 out of 10, Exceptional, (3)
"Would stay again!!!"
Whisk Away to Winter Park! 2 BDR 5 Min from Skiing
572 Telemark with private hot tub
Relax and watch a movie by the fire

572 Telemark with private hot tub

9.8 out of 10, Exceptional, (10)
"We visited winter park Jan 2025. Close walk to coffee shop, market, bowling/movie theatre and restaurant options. It was perfect. Also close to bus stops that can get you everywhere. Garage is great for parking or ski rentals. Hot tub is private on the back side of the condo with a beautiful view. Very comfortable for our family of six. "
572 Telemark with private hot tub
Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily

Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily

9.6 out of 10, Exceptional, (29)
"Check in was really easy and the garage was a plus since we were in an arctic blast. I would note the garage fit my 4Runner but anything bigger will not fit. The condo itself was nicely stocked and a great location. The only thing I was disappointed in was the condition of the couches- they need to be replaced, leather is pealing up."
Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
New Luxury Loft 49 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily
Your Luxury Loft with Views of the Continential Divide and Winter Park Resort

New Luxury Loft 49 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily

9.6 out of 10, Exceptional, (18)
"We had a great family trip to Winter Park! Had a little trouble accessing the townhome upon arrival due to a front door code issue, but management was quick to resolve the problem. The townhome is so cozy and was so clean upon arrival. Furnishings and bedding are so comfortable! Views of the mountains from every room are beautiful! Safe and quiet neighborhood was also a plus! My teenagers really loved the rooftop hot tub. Shuttle access to Winter Park resort is a quick walk across the main...
New Luxury Loft 49 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
Custom wood vaulted ceilings, beautiful open floor plan, gas fireplace. Cozy up and watch a movie on our 65" HDTV

9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!

9.4 out of 10, Exceptional, (46)
"House matched the rental description, host were very good at communicating with me during our visit."
The price is SAR 2,329
SAR 5,933 total
includes taxes & fees
18 Feb - 19 Feb
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
Indulge | Majestic Views | Teepee | Hot Tub

Indulge | Majestic Views | Teepee | Hot Tub

9.8 out of 10, Exceptional, (13)
"Great place to stay for skiing."
The price is SAR 1,288
SAR 3,207 total
includes taxes & fees
4 Feb - 5 Feb
Indulge | Majestic Views | Teepee | Hot Tub
Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek
A chef's dream gourmet kitchen with high-end appliances and large eat-in kitchen

Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek

9.8 out of 10, Exceptional, (127)
"This property is exactly as described and more! We couldn’t have asked for a better environment to hold our family gathering. The location is so convenient to all Winter Park activities. It is warm, cozy, and inviting. Very few properties have 8 bedrooms each with own bathroom. There is plenty of privacy , but also great spaces for people to gather. Well-equipped kitchen is an extremely accurate description including number of place settings for a large group."
Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
Exterior

Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.

9.6 out of 10, Exceptional, (118)
"Got off to a bumpy start with snowy driveway, but management company worked with us to fix it.Location was great and the skiers had a great time!"
The price is SAR 2,228
SAR 4,357 total
includes taxes & fees
5 Feb - 6 Feb
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
Beautiful townhome in the heart of Town of Winter Park w/PRIVATE HOT TUB
Exterior - Front of the house

Beautiful townhome in the heart of Town of Winter Park w/PRIVATE HOT TUB

9.8 out of 10, Exceptional, (38)
"Our party of 5 adults really enjoyed the rental. The Townhome is incredibly clean and is very roomy, comfortable and well appointed. The hot tub was great after each day of skiing. The location within walking distance of Winter Park's resrtaurants and bars, but is situated in a very quiet development. The property manager was incredibly responsive and helpful. Will stay there again!"
The price is SAR 1,125
SAR 3,699 total
includes taxes & fees
18 Feb - 19 Feb
Beautiful townhome in the heart of Town of Winter Park w/PRIVATE HOT TUB
New Luxury Loft 24 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Beautiful open floor plan with great views

New Luxury Loft 24 I Hot Tub I Great Views I Best Price I FREE Adventures Daily

9.8 out of 10, Exceptional, (41)
"We had a great time at David’s place! We found it to be exactly as advertised. Clean and comfortable in a great location. We were able to walk to just about everything we wanted to do. We would definitely recommend and stay again!"
New Luxury Loft 24 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!
Living area

3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!

10.0 out of 10, Exceptional, (94)
"We really enjoyed our stay here, everything was clean and worked well. The location is amazing! We will be coming back!"
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!
Custom Timber Home-Great Rates,Central Loc,Views,2 Living Spaces,On Free Shuttle
Exterior

Custom Timber Home-Great Rates,Central Loc,Views,2 Living Spaces,On Free Shuttle

9.6 out of 10, Exceptional, (116)
"Great accommodation for a large group with small children. Enough beds for all adults. Place was clean and decorated. Only issue was the door lock but we had a great quick response from the owners to help us. Definitely would come again. "
Custom Timber Home-Great Rates,Central Loc,Views,2 Living Spaces,On Free Shuttle
210 Sawyer with Private Hot Tub
Living Room

210 Sawyer with Private Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great place, great location !!! Close to the slopes . Planning our spring break ski trip asap. Clean place, and the hot tub was great .perfect weather snowed yesterday "
210 Sawyer with Private Hot Tub
Luxury, END UNIT townhome w/amazing views & privacy. High-end furnishings. Cozy.
Living area

Luxury, END UNIT townhome w/amazing views & privacy. High-end furnishings. Cozy.

10.0 out of 10, Exceptional, (10)
"The Townhouse was cozy, warm & spacious meeting all our needs. Internet, TVs, Board Games, mudroom, garage. Stunning views of the mountains. We'll book again. "
The price is SAR 1,125
SAR 2,860 total
includes taxes & fees
2 Mar - 3 Mar
Luxury, END UNIT townhome w/amazing views & privacy. High-end furnishings. Cozy.
Moose Lodge with private hot tub

Moose Lodge with private hot tub

10.0 out of 10, Exceptional, (2)
"The home was beautiful! The views amazing. I would recommend putting T.V. S in the bedrooms. Also the driveway is alittle steep. We had to pay a wrecker to pull us up to the street due to our van not having 4 wheel drive. We had to purchase salt and shovel snow since management didn’t send plow or put salt down as they said they would. Over all I would recommend this property just drive a a 4 wheel car. Not a passenger can."
Moose Lodge with private hot tub
Trailhead 524 Clubhouse w/ Hot tub | Pool
View of dining and living room with the fireplace

Trailhead 524 Clubhouse w/ Hot tub | Pool

9.8 out of 10, Exceptional, (40)
"Our Family had a wonderful stay in Winter Park. The condo was perfect for two families with a total of 4 kids. The drive to the mountain was less than 10 minutes and the location was near restaurants, ski rental places, and a park. The two sleds in the closet were a nice touch for the kids to sled on the nearby hill."
Trailhead 524 Clubhouse w/ Hot tub | Pool
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.
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Other property types in Winter Park

A Frame Club
Exterior

A Frame Club

3.5 star property
9.0 out of 10, Wonderful, (84)
"During our stay I don't think we had any visits from the cleaning crew. They had an envelope to give tips to them and I thought it was a joke. Overall the cabin was very nice and comfortable."
A Frame Club
Zephyr Mountain Lodge
Front of property - evening/night

Zephyr Mountain Lodge

3.5 star property
8.2 out of 10, Very Good, (647)
"You can't beat the location, with the gondola just steps away from the lockers. The building is a bit older but the rooms were very nice and comfy. Also loved the hot tub after a day of freezing on the slopes. "
The price is SAR 1,478
SAR 1,763 total
includes taxes & fees
10 Feb - 11 Feb
Zephyr Mountain Lodge
Indian Peaks Resort
Exterior detail

Indian Peaks Resort

3.5 star property
9.2 out of 10, Wonderful, (122)
"We loved this condo. Loved the small 2 person indoor hottub. Convenient location. Ski bus picks up right outside the entrance. Will stay here again. Great value. "
Indian Peaks Resort
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.