Winter Park Vacation Rentals

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Vacation Rentals in Winter Park

Lake
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer
10.0 out of 10, Exceptional, (339)
"This property has it all! The location is so great! You can walk to everything in town! Including the free shuttle stop to hitch a ride to Winter Park resort. The unit is spotless and is equipped with all that you need. Including an attached garage and a private hot tub! What more could you ask for? The hosts were welcoming and reached out as soon as the reservation was made. I couldn't have been happier staying here!"
The price is CA $162
CA $332 total
includes taxes & fees
May 16 - May 17
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer
Property grounds
Newly renovated Winter Park condo on the Fraser River
10.0 out of 10, Exceptional, (37)
"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
Exterior
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
10.0 out of 10, Exceptional, (11)
"This home has it all. We absolutely loved staying at Trestle house and we hope to come back again soon. The game room was a huge hit for sure and the spacious living/kitchen/dinning area was amazing, My favorite part was watching the snow cats go by the house every morning while drinking our coffee ❤️"
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
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Property grounds
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
10.0 out of 10, Exceptional, (23)
"The house was as advertised. Clean, close to town, shuttle and resort. Views off the back deck were amazing."
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
Fridge, microwave, oven, stovetop
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
10.0 out of 10, Exceptional, (208)
"Our family of 11 had a great stay for a family ski vacation. The owner is helpful and kind, besides being an excellent communicator. The house is wonderful. Its bedrooms are spacious, the beds comfortable, and each room quiet and private. The kitchen was well equipped to cook everything from pancakes to birthday cake to big dinners, and there was plenty of dishes, glasses, wine glasses, serving platters, etc. The large dining room table accommodated everyone easily, and the living room is set...
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
4 bedrooms, internet, bed sheets
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer
10.0 out of 10, Exceptional, (13)
"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
Property grounds
WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH & CARPET
10.0 out of 10, Exceptional, (113)
"Everything about the trip was great"
WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH & CARPET
Property grounds
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
10.0 out of 10, Exceptional, (167)
"Everything was great and as advertised."
The price is CA $150
CA $406 total
includes taxes & fees
May 19 - May 20
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
Property grounds
Spacious 2B-2B Condo in WP - Mtn. Views, Hot Tub / Pool, Free Shuttle, Walkable
10.0 out of 10, Exceptional, (41)
"In town for a wedding at Headwaters. This was a nice, clean and close place to stay. Easily walkable to most of what Winter Park has to offer and right on The Lift route. The condo is clean and spacious. We also found it to be very well stocked with anything needed for our stay. The host was very responsive - although we didn't really need him to be (just noting that our arrival would be delayed due to snow). Overall we are very happy that we found this condo and we're able to stay. Thank...
Spacious 2B-2B Condo in WP - Mtn. Views, Hot Tub / Pool, Free Shuttle, Walkable
Exterior
Large Glass Front with Beautiful Mountain Views
9.8 out of 10, Exceptional, (140)
"Our stay was fabulous. It was easy to get to town and the shuttle and the space was comfortable for our family. It would be helpful to know about the loft style and lack of door in bedrooms for noise planning for the little one ahead of time."
Large Glass Front with Beautiful Mountain Views
Exterior
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out
9.8 out of 10, Exceptional, (147)
"This was our 2nd time staying in Zephyr Slopeside this season and we are so glad we found this listing! Great location, place was nice and clean, and really had everything we needed. Highly recommend! We will be using you all again for our visit next year!"
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out
Property grounds
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA
9.8 out of 10, Exceptional, (148)
"As advertised. Family of 9 had plenty of room. Lift shuttle right outside door. Be advised, it's on 3rd floor with no elevator. Only negatives were water turned off 2 different mornings for remodel downstairs and some outlets were not working or very loose connection. It was clean and spacious. Would stay again."
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA
Exterior
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
9.8 out of 10, Exceptional, (27)
"Great stay, close to the mountain."
The price is CA $108
CA $315 total
includes taxes & fees
May 19 - May 20
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
Terrace/patio
Great Condo-Hot tub-Pool-Walk to Rendezvous and Restaurants
9.8 out of 10, Exceptional, (30)
"Very nice studio, actually more spacious than I thought it would be. Kitchen was nicely stocked, bed was comfortable. Great place to relax after skiing. We enjoyed hot tubing at the fitness center. Just know that the fitness center is in a different building but is a short walk. We were able to park in the garage but we were there Sunday-Thursday. Garage is small so parking may be a challenge on weekends. Overall it was a great place to stay."
Great Condo-Hot tub-Pool-Walk to Rendezvous and Restaurants
Exterior
Fully Remodeled, Two Bed, Two Bath, Best Views, Steps from Town
9.8 out of 10, Exceptional, (48)
"We had a great stay here right before the spring break rush. Gorgeous views! Beds were very comfortable and there was plenty of space for our family of 5. Coming from the plains of the Midwest, the walk and stairs were a struggle with the elevation but it was worth it with the view from the balcony. We had one minor issue with bedding but the hosts were very quick to reply and handle it for us!"
Fully Remodeled, Two Bed, Two Bath, Best Views, Steps from Town
Property grounds
Modern Riverfront Luxury Chalet / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily
9.8 out of 10, Exceptional, (56)
"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
Exterior
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
9.6 out of 10, Exceptional, (110)
"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 $590
CA $1,334 total
includes taxes & fees
May 19 - May 20
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
Exterior
Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
9.6 out of 10, Exceptional, (55)
"This house was everything we wanted and more! So much room to spread out, plenty of beds for everyone and the house came with everything we needed. The kitchen is fully stocked with every pan and dish you could need. We cooked a lot of our meals at the house and loved having everything by we needed. The stove was a little tricky to get lit, but once we figured out that you have to slowly turn the dial after it is lit, it was no problem. All of the beds were very comfortable as well. Everyone...
The price is CA $1,107
CA $2,482 total
includes taxes & fees
May 16 - May 17
Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
TV, fireplace
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
9.6 out of 10, Exceptional, (38)
"Nice house. Just as listed. There was a small issue with the septic system and the property manager had it fixed extremely quick so it didn’t cause us any headache at all. The two king suites upstairs are massive and by far the best rooms if you want to have a quiet room in a house with a ton of people. The garage is gigantic. We will stay here again if we ever come back to winter park."
The price is CA $922
CA $2,252 total
includes taxes & fees
Jun 15 - Jun 16
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
Exterior
Bridger's Cache Ski Lodge | Spacious Ski Chalet | Sleeps 18 | Private Hot Tub
9.6 out of 10, Exceptional, (37)
"The house was perfect for our large family vacation. Four families easily fit in the house with plenty of space to spread out. The kids have a large bunk room and playroom. The adults all got king bedroom suites and enjoyed lounging in the living room. The house is conveniently located minutes from the Winter Park Resort and just 10 minutes from downtown Winter Park. Highly recommend!"
Bridger's Cache Ski Lodge | Spacious Ski Chalet | Sleeps 18 | Private Hot Tub
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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 types of properties in Winter Park you may be interested in

Outdoor spa tub
Gravity Haus Winter Park
3.5 star property
9.0 out of 10, Wonderful, (440)
"All the employees are so kind! My favorite GH in the state by far!!!"
The price is CA $162
CA $181 total
includes taxes & fees
May 19 - May 20
Gravity Haus Winter Park
Exterior
The Vintage Hotel
3.0 star property
8.6 out of 10, Excellent, (1000)
"Convenient location and excellent property "
The price is CA $123
CA $145 total
includes taxes & fees
May 16 - May 17
The Vintage Hotel
Front of property
Best Western Alpenglo Lodge
2.5 star property
8.6 out of 10, Excellent, (1001)
"Great location and free breakfast "
The price is CA $189
CA $211 total
includes taxes & fees
May 16 - May 17
Best Western Alpenglo Lodge
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.

Frequently asked questions

Can I find vacation rentals in Winter Park?

Yes, we give you a choice of vacation rentals in Winter Park close to Amaze'n Maze Winter Park, or you can select a more remote option if you want a relaxing stay. Visitors like the ski slopes and majestic mountain landscape in Winter Park. You can also check out the live music while you're visiting.

What are some of the best vacation home rentals that Winter Park has to offer?

Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.: This highly rated vacation home rental in Winter Park is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation. Another good choice for your trip to Winter Park is Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!.

How many vacation rentals are there in Winter Park?

With 532 Expedia vacation rentals, you're sure to find just the right place for your Winter Park stay.

What’s there to see and do in Winter Park?

Family-friendly attractions include Amaze'n Maze Winter Park and Vasquez Peak Wilderness, whereas The Fraser River Trail is a spot to enjoy the outdoors. While here, Winter Park Ski Resort and Trestle Bike Park are other places worth a visit.

What’s a vacation rental in Winter Park like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Winter Park. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip.