Winter Park Vacation Rentals

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Browse Select Winter Park Vacation Homes

AMAZING Mtn Views, Private Hot Tub, Gas Fireplace, next to River Trail !!
Fridge, microwave, oven, stovetop
AMAZING Mtn Views, Private Hot Tub, Gas Fireplace, next to River Trail !!
10.0 out of 10, Exceptional, 171 reviews
"So well appointed so local to every thing we needed. Gracious hots"
AMAZING Mtn Views, Private Hot Tub, Gas Fireplace, next to River Trail !!
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI
10.0 out of 10, Exceptional, 61 reviews
"Beautiful condo - we really enjoyed our stay in the Fraser area and the condo was perfect. We loved that the bedrooms were downstairs and upstairs was the living space, which was great for having friends over one night to play a card game. I loved the sunroom - it was perfect for reading in the afternoon. It was also nicely stocked - towels, spices, dishes, pots/pans, bowls, etc. We also loved the access to the hot tub. Rich also allowed us to check in a little early, which was wonderful as we...
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI
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, 110 reviews
"The house is big and comfy, plenty on beds and baths, but still very quiet once you are in the BRs. Gathering areas accommodate a large crowd. Kitchen is a bit dated but functional. Overall a great experience."
The price is CA $813
CA $1,603 total
includes taxes & fees
Jun 1 - Jun 2
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
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Luxe Downtown Winter Park Private Hot Tub 4 BR
Exterior
Luxe Downtown Winter Park Private Hot Tub 4 BR
9.8 out of 10, Exceptional, 46 reviews
"This was the perfect location for our family Easter ski trip. Nice and close to the shuttle."
Luxe Downtown Winter Park Private Hot Tub 4 BR
Prime Location: Riverfront Escape w/Private Hot Tub & Garage - Walk to Main St.
Fridge, microwave, oven, stovetop
Prime Location: Riverfront Escape w/Private Hot Tub & Garage - Walk to Main St.
10.0 out of 10, Exceptional, 44 reviews
"Our family spent 5 nights in this spacious townhome. The kitchen is well appointed and we cooked breakfast a couple of days and made a couple of meals at night as well. We enjoyed the slopes and fresh powder each day we skiing and the hot tub at night. We were so appreciative of Tom being able to accommodate us an extra night due to a winter storm that closed the pass and I70 down. Everything was very comfortable during our stay."
The price is CA $204
CA $856 total
includes taxes & fees
Jun 3 - Jun 4
Prime Location: Riverfront Escape w/Private Hot Tub & Garage - Walk to Main St.
Beautiful Condo - Riverfront-Slopeside-Walk to Resort-On Bus Route
Beautiful Condo - Riverfront-Slopeside-Walk to Resort-On Bus Route
10.0 out of 10, Exceptional, 107 reviews
"The property was perfect for our family with 2 2-year-olds, an 8-year-old, and 4 adults. The bedrooms were set up well for our families. We loved having the entrance way to dump all our gear. The location was great as well! Host was very accommodating to requests. Will definitely want to stay here again in the future."
Beautiful Condo - Riverfront-Slopeside-Walk to Resort-On Bus Route
Mountain Contemporary Townhome in the Heart of Downtown Winter Park
Property grounds
Mountain Contemporary Townhome in the Heart of Downtown Winter Park
10.0 out of 10, Exceptional, 41 reviews
"First time in Winterpark, great location and really appreciated the private bathrooms for the bedrooms."
Mountain Contemporary Townhome in the Heart of Downtown Winter Park
New Riverfront Chalet 112 / Rooftop Hot Tub / Great Views / Best Price - $500 FREE Activities Daily
Terrace/patio
New Riverfront Chalet 112 / Rooftop Hot Tub / Great Views / Best Price - $500 FREE Activities Daily
9.6 out of 10, Exceptional, 10 reviews
"Beautiful property exactly as described. All amenities were functioning and appreciated the quality kitchen supplies. The crock pot came in handy. If we’d had time, we’d have used the mini kitchen aid. Views were gorgeous and our visit was perfectly timed (coincidentally ) for the fall colors. Everyone loved the place. Thank you!"
New Riverfront Chalet 112 / Rooftop Hot Tub / Great Views / Best Price - $500 FREE Activities Daily
Beautiful custom home, open floor plan.
Exterior
Beautiful custom home, open floor plan.
10.0 out of 10, Exceptional, 2 reviews
"Nice house to stay during weekend with family"
The price is CA $630
CA $1,384 total
includes taxes & fees
Jun 3 - Jun 4
Beautiful custom home, open floor plan.
3 bedroom Sleeps 11, pet friendly & private hot tub!
Fridge, microwave, oven, stovetop
3 bedroom Sleeps 11, pet friendly & private hot tub!
10.0 out of 10, Exceptional, 24 reviews
"We had a great stay here! The condo worked great for our group of four friends. We especially enjoyed the nearby bbq restaurant!"
The price is CA $442
CA $1,146 total
includes taxes & fees
Jun 3 - Jun 4
3 bedroom Sleeps 11, pet friendly & private hot tub!
Private Hot Tub and only 5 minutes from Winter Park, Colorado. Blue Bear Chalet
Fridge, microwave, oven, stovetop
Private Hot Tub and only 5 minutes from Winter Park, Colorado. Blue Bear Chalet
10.0 out of 10, Exceptional, 23 reviews
"The property is beautiful and in an overall wonderful location except the trains at night. Nothing to be done about them but it did wake the kids up at 2 and 4 in the morning both nights we were there. Otherwise lovely kitchen, fantastic hot tub, gorgeous property overall!"
Private Hot Tub and only 5 minutes from Winter Park, Colorado. Blue Bear Chalet
Ski In/Out Luxury Condo 1221 / Hot Tub / Gym / Ski Views / Best Price - $500 FREE Activities Daily
Exterior
Ski In/Out Luxury Condo 1221 / Hot Tub / Gym / Ski Views / Best Price - $500 FREE Activities Daily
9.8 out of 10, Exceptional, 37 reviews
"The master bed want the greatest, living room furniture could be improved, and would like to have had more places to hang towels and clothes in master bath. Overall it was a nice place"
Ski In/Out Luxury Condo 1221 / Hot Tub / Gym / Ski Views / Best Price - $500 FREE Activities Daily
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer
4 bedrooms, internet, bed sheets
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer
10.0 out of 10, Exceptional, 13 reviews
"Lots of space for different couples; nicely stocked kitchen with all the pots, pans, and utensils needed; hot tub worked great, quiet, but parking very limited for a large group. Ski shuttle is not very close by - a solid ten minute walk down a hill (in ski boots with gear) and then up the hill after skiing - not ideal. We ended up driving to resort. Easy in and out - will book again in future."
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer
Dog-Friendly Winter Park Townhome w/ Mtn Views!
Fridge, microwave, stovetop, dishwasher
Dog-Friendly Winter Park Townhome w/ Mtn Views!
8.8 out of 10, Excellent, 8 reviews
"We were really happy with our stay here! The bus stop is steps away from the end of the driveway which is amazing. The garage has stairs that you can access the property which is nice. There is also a table in the garage that we used to sit and get our ski gear on. It was handy to be able to leave all our gear down there. The yard was covered with five feet of snow, so my dogs walked right over the fence. Lol. We had to be creative... My son built a snow fence and we just used the back deck for...
Dog-Friendly Winter Park Townhome w/ Mtn Views!
Modern Riverfront Luxury Chalet / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily
Property grounds
Modern Riverfront Luxury Chalet / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily
9.8 out of 10, Exceptional, 56 reviews
"Great place for ski vacation. Close to town and easy drive to mountain. House is clean with nice amenities."
Modern Riverfront Luxury Chalet / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily
Indulge | Majestic Views | Teepee | Hot Tub
Fridge, microwave, oven, stovetop
Indulge | Majestic Views | Teepee | Hot Tub
9.8 out of 10, Exceptional, 7 reviews
"This is a great and versatile home for a medium to large size group. We only had six but with the bunk room, you could fit double that (especially if kids are in your group). The kitchen was well stocked, though we ran out of dishwasher soap during our stay (easy replacement at the local supermarket). The views from the living room and loft are beautiful and you can even see the distant mountains while soaking in the outdoor hot tub. The property management company was very responsive to all of...
The price is CA $323
CA $996 total
includes taxes & fees
Jun 5 - Jun 6
Indulge | Majestic Views | Teepee | Hot Tub
Big 3 Story Home, Shuttle, Hot Tub, Close!
Exterior
Big 3 Story Home, Shuttle, Hot Tub, Close!
9.4 out of 10, Exceptional, 69 reviews
"Everything about our stay was perfect. The house was great. The host was very helpful and easy to communicate with. Highly recommend!"
The price is CA $554
CA $1,252 total
includes taxes & fees
Jun 2 - Jun 3
Big 3 Story Home, Shuttle, Hot Tub, Close!
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, 111 reviews
"Rooms are all great sizes and big living room area with a big TV making things super easy for family with kids. The entry way has a great mud room area which makes it super easy to keep the snow from getting in. We had a great time stay here and would definitely consider staying again."
Custom Timber Home-Great Rates,Central Loc,Views,2 Living Spaces,On Free Shuttle
Enjoy great views from the hot tub at this mountain getaway.
Private kitchen
Enjoy great views from the hot tub at this mountain getaway.
9.6 out of 10, Exceptional, 108 reviews
"Enjoyed this rental. It was a great location and very spacious."
Enjoy great views from the hot tub at this mountain getaway.
Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort
Exterior
Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort
10.0 out of 10, Exceptional, 30 reviews
"This is the perfect place. This house has everything you could need. A ski shuttle actually picks you up and drops you off close to the house. Restaurants/ shops are close by (10-15 minutes). There are three fireplaces. The hot tub is wonderful after a long day of skiing. If there are any problems, they respond quickly."
Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort
Don't see what you're looking for?
See all available properties in Winter Park
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.

Other property types in Winter Park

Zephyr Mountain Lodge
Front of property - evening/night
Zephyr Mountain Lodge
3.5 star property
8.2 out of 10, Very good, 619 reviews
"The properly was clean and well kwpt however the beds were incredibly uncomfortable and very old. Honestly, this could’ve been a five star experience had the beds not been so incredibly uncomfortable for everyone in our party in three different rooms. We loved the walkability to the ski lift and the amenities and restaurants nearby. However, I would not stay here again because that’s how incredibly bad the beds were. Has five grown adults in their early 30s we all complained about the beds for a...
The price is CA $195
CA $229 total
includes taxes & fees
Jun 7 - Jun 8
Zephyr Mountain Lodge
Indian Peaks Resort
Family Loft, 2 Bedrooms, Hot Tub, Mountain View
Indian Peaks Resort
3.5 star property
9.2 out of 10, Wonderful, 105 reviews
"Amazing room. Very clean rooms and well furnished "
Indian Peaks Resort
Newly renovated Winter Park condo on the Fraser River
Property grounds
Newly renovated Winter Park condo on the Fraser River
10.0 out of 10, Exceptional, 37 reviews
"Everything was just as described in the web site ad. Very clean. The towels and washcloths were great quality (I even wrote down the brand name to purchase some). I had a question while we tee staying and the host was quick to reply to my email with an answer. Would highly recommend this place!"
Newly renovated Winter Park condo on the Fraser River
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.

Winter Park Vacation Homes information

Number of reviews
911
Accommodation
633 Vacation Homes
Lowest Price
CA $204
Highest Price
CA $813

Recent Reviews in Winter Park
Expedia verified reviews

The Vintage Hotel

The Vintage Hotel

5/5 Excellent
"Everything was beyond expectations! "
A verified traveller stayed at The Vintage Hotel
Posted 3 days ago
The Vintage Hotel