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Vacation Rentals & Villas in Winter Park

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614 villas

Winter Park Condo w/Hot Tub & Shuttle-Walk to Town

Winter Park apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 12 minutes

Price per night from

$190

Winter Park Home w/Ski Hill Views, Sauna & Hot Tub

Winter Park house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 12 minutes

Price per night from

$378

Cozy Updated Condo With Great Views

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$203

Lakota Trailside 613

Winter Park house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$420

Riverfront Winter Park Condo w/ Hot Tub Access!

Winter Park apartment

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 4 minutes

Price per night from

$136

Ski-In/Ski-Out Winter Park Condo w/Resort Hot Tubs

Winter Park apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 12 minutes

Price per night from

$101

Lakota Northwoods 305

Winter Park house

3 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$420

Base Village Loft 109

Winter Park house

3 bedrooms / 2 bathrooms / sleeps 10

“Wonderful, accessible Condo at Winter Park!” We really enjoyed our stay at this lovely condominium. It was a perfect location for us because it was ski in and out. There were two people who were not able to ski everyday, but they did not feel isolated in a location far from the resort. There were beautiful views out of the windows and a cozy fireplace to warm up next to! The kitchen was well stocked with supplies. The garage was fantastic for parking and storing skis. There were several good places to eat that were just downstairs and around the corner. Surprisingly, they were not overpriced, which was nice! Two people out of our family chose to get massages right below the condo. They got great massages and appreciated the closeness to our unit. Starbucks also was conveniently located within a very short distance. Everything about this condominium was really nice. We spent more money than we normally do, but it was well worth it because of the benefits and lovely atmosphere! ❤️

Price per night from

$358

Zephyr Mountain Lodge 1520

Winter Park house

3 bedrooms / 3 bathrooms / sleeps 8

“Excellent Mountain Spot” First let me say that we are already planning our next trip back to the Zephyr Lodge. The condo was outstanding. The staff at Winter Park Resort were the most friendly that I have ever been around, and I live in a vacation area in Florida. Beautiful mountain views. The best part was watching all of the skiers come into the resort at 8am. The place goes from completely quiet to thousands of people in a matter of minutes. The beds were very comfortable, parking was underground, and the resort has everything you need. Finally, one of the best parts is the shuttle system that will take you to many towns and restaurants in the surrounding area.

Price per night from

$375

Two Brothers Lodge

Winter Park house

5 bedrooms / 5 bathrooms / sleeps 18

Price per night from

$826

Winter Park Condo w/ Hot Tubs, 3 Mi to Ski Resort!

Winter Park apartment

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 12 minutes

Price per night from

$148

Trailhead Lodges 822

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$245

Cozy Winter Park Condo w/Shuttle & Hot Tub Access!

Winter Park apartment

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 12 minutes

Price per night from

$138

Zephyr Mountain Lodge 1601

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 6

“A true ski in ski out condo!” The room satisfied our needs. We loved being able to cook our own meals in our own time frame. Most of the common utensils were provided including common spices. The only downside was the maintenance of the building. One elevator (which there is only 2) was out of service our entire stay. We were told it was out of service prior to our stay as well. On a sold out week it make getting in and out very slow. One hot tub(which there are 2 per side slopside/riverside) was in and out of service. The one that was open was also crowded mostly with kids/teens. The area to store your equipment was great! They have over flow which we used because we could not for everything into the locker. So glad they thought of that provision. And please, don't plan to sleep on the pull out couch! It was horrible. The mattress has springs in it and you can feel everyone of them. The mattress really needs to be replaced. The bedroom beds are comfortable.

Price per night from

$225

Luxe Cabin: 2 King Master Suites on Shuttle Route

Winter Park house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 4 minutes

Price per night from

$309

Base Village Loft 102

Winter Park house

3 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$367

Zephyr Mountain Lodge 2419

Winter Park house

1 bedroom / 1 bathroom / sleeps 4

“Great unit after wifi issues were worked out” We had a great 7-day stay in unit 2419. The unit is a large 1 BR in the heart of the Winter Park village. The unit impeccably decorated, has a queen size Murphy bed and a mini-foosball table that led to impromptu tournaments each day. My only problem with the unit was with the wifi. The unit is on the end of the building and the building's wireless routers are centrally located on each floor. I had a tough time maintaining a sting enough connection to connect to my work'/ VPN service and the kids had trouble maintaining connections to Netflix at night. We contacted the management company and they worked to resolve the issue within two days by installing a wireless router in the room. Again, great unit, would've given it 5 stars if not for the wifi issues during our first three days there. Would definitely select this unit again.

Price per night from

$184

Winter Park CO from $65.00 per Ski Season night !!

Winter Park villa

/ 1 bathroom / sleeps 4

Responds fast! avg. 28 minutes

Price per night from

$57

Zephyr Mountain Lodge 2603

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 8

“The place to be” The view from the room was Magical. The people were so friendly and helpful. There was 6 in our group and the room spacious and clean. We will be back . Thanks Liz

Price per night from

$249

Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!

Winter Park townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$258

Founders Pointe 4345

Winter Park studio

Studio / 1 bathroom / sleeps 4

“Great as always!” This was our third time visiting this particular apartment, and it was great as it always is. It's clean, convenient for shopping and dining and has beautiful views of the mountain. The service we received from winter park lodging makes our trip always go so smoothly and if we have any questions or concerns they are more than happy to help.

Price per night from

$151

Zephyr Mountain Lodge 2307

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 6

“A great family vacation experience” This was our first ski trip and we loved this property! Check in was easy, staff was friendly and helpful, the home was clean and had everything we needed, and the location was perfect. Ski lifts were just outside, and we had a beautiful view of the mountain.

Price per night from

$249

Bridger's Cache Ski Lodge

Winter Park house

5 bedrooms / 6 bathrooms / sleeps 19

Price per night from

$1,128

Rustic Luxury, Unobstructed Views

Winter Park log cabin

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 19 minutes

Price per night from

$564

Zephyr Mountain Lodge 1703

Winter Park house

3 bedrooms / 3 bathrooms / sleeps 10

“Awesome mountian get away!” The room was very clean, well stocked with everything and anything you would need and the view was amazing.

Price per night from

$385

Jane's Ski Chalet

Winter Park house

4 bedrooms / 5 bathrooms / sleeps 17

Price per night from

$1,121

Trout Creek Lodge

Winter Park house

7 bedrooms / 7 bathrooms / sleeps 30

Price per night from

$1,019

Zephyr Mountain Lodge 2510

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 6

“I would highly recommend this condo and resort to anyone.” There were a few issues that arose and they were all dealt with in an expedient and professional manner. This unit was very spacious, clean and well-appointed..I do believe that the photos on the website did not do the unit justice. We thoroughly enjoyed our stay.

Price per night from

$225

Mtn Haven w/ Views & Private Hot Tub ~5 Mi to Ski!

Winter Park house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 12 minutes

Price per night from

$181

Zephyr Mountain Lodge 1318

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$225

Trailhead Lodges 323

Winter Park house

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$292

Winter Park Cabin - Walk to Main Street & Downtown

Winter Park log cabin

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 12 minutes

Price per night from

$165

Base Village Loft 104

Winter Park house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$358

Base Village Loft 108

Winter Park house

3 bedrooms / 3 bathrooms / sleeps 9

“Great Trip” The Loft was very nice. Well stocked with necessities. Loved all the notes around the loft explaining how to work everything. It was a little small for our family of 9 but we made it work. Wish they would update the pull out bed mattress. The location was great! Easy access to everything.

Price per night from

$367

Beautiful, family friendly 2-2 mountain condo

Winter Park condo

2 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$184

9,000 square foot, 9 Bedroom, 9 bath, Victorian Style property for rent.

Winter Park house

9 bedrooms / 9 bathrooms / sleeps 28

“Great! Great Food! Great Hosts! Great Location!” My husband and I stayed at the Winter Park Chateau to celebrate our anniversary. We were pleasantly surprised by a bouquet of flowers and champagne in our room upon arrival. Very thoughtful. We enjoyed social hour treats and wine by the fireplace before we walked across the street for a great dinner. So nice to not to have to drive! We will be back again for our next anniversary for sure!!!

Price per night from

$1,201

New listing! Charming & cozy cabin with private hot tub and mountain views

Winter Park house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$331

Fraser Crossing 3611

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 8

“Good unit and management” This is a nice top floor unit and management was easy to work with and resposive. We added a day to our stay with no problem. One minor criticism is that the beds are on the hard side (firm). Nice kitchen with full size fridge. Washer/dryer is a plus.

Price per night from

$228

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rentals in Winter Park

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About Winter Park

There are few places in the world that can rival Winter Park, Colorado, for beauty and pristine nature. For skiers, snowboarders, and sight seeking travelers alike, the marvel of the Rockies can become your backyard while staying in your very own vacation home. Pursue outdoor adventures by day and step back inside your rental home at night, the perfect place to enjoy a chili cookout with friends and family. Vacation homes in Winter Park can provide a refreshing alternative to the constrictions and hassles of hotels.

Offering only the very best, Winter Park's world-class ski slopes attract skiers of all skill levels. Voted the number one resort by in-state skiers, Winter Park Ski Resort is known as "Colorado's Favorite," and claims an average annual snowfall of 350 inches per year. Winter Park offers activities not just for winter, but for all seasons. Though skiing may feel like the pinnacle of all Winter Park, Colorado, activity, there is an incredible amount to see and do here all year long. For example, you can hike beautiful mountain trails, bike ride through the city, or horseback ride along the water.

Here are a few additional suggestions as you plan your trip:

  • Experience the Winter Park Music Festival: This annual event offers a summer concert season that begins in the middle of July. Mix it up with the JVC Jazz Festival, offering a blend of funk, soul, and of course, jazz.
  • See a live theater production: Live performances and theatrical productions take place every summer from mid-June to August.
  • Take part in the race: Downhill skiing is not the only option for Colorado travelers. The Grand Lake, 25 miles from Winter Park, is home to fabulous cross country skiing and a Classic Cross Country Skiing Race in March.
  • See Winter Park from above: Take flight in a Great Adventure Balloon Tour, located just one hour from Denver, and view the Rocky Mountain Park in an unforgettable way.
  • Meet world class dog sledding teams: During Winter Park's annual dog sled races, teams of dogs pull sleds along an 8 mile track. These races are popular with spectators because of the opportunity to interact with both the dogs and the mushers.
  • Hike the trails: Go hiking, biking, or Winter Park snowmobiling through the Apache National Forest. Straddling the continental divide in north central Colorado, the forest represents the quiet side of Rocky Mountain National Park.

Snowboard and ski Winter Park's slopes during the cold season, and come back in the spring to see the mountains bloom with wildflowers. No matter when you choose to schedule your visit, experience the beauty of the Rocky Mountains from your own private luxury vacation rental. Rent a trendy condo close to the shopping and nightlife downtown, or find a secluded lakeside cabin with all the amenities you and your family need for the perfect vacation adventure. While you're visiting Winter Park, you may also want to explore beautiful nearby mountain destinations like Vail and Telluride.

Top Destination reviews

Trailhead Lodges 723
723 Trailhead

Very clean, well furnished and decorated. We loved it. Very large with enormous three bedrooms and bathrooms so everyone had separate space. Also very well equipped kitchen. … see more
Winter Park CO from $65.00 per Ski Season night !!
Great place to stay

Right in the middle of everything ..easy to get to shops or slopes...everything was very clean and really like parking garage! … see more
Winter Park Condo w/ Hot Tubs, 3 Mi to Ski Resort!
Cozy Comfortable Condo

The location of this condo was excellent, walking distance to WinterPark downtown (10-15 min). Very easy to locate. The condo was very updated, nice size bedrooms and comfortable beds. The condo was clean with nice furnishings and everything you need in the kitchen. I loved the wall mirror in the dining area. The condo is small and would not recommend it for a huge group even though it sleeps 7, however it is very nice for a small group. The area was quite and clean and the owner was very pleasant to deal with.see more
Luxurious Cabin: Two Master Suites, Hot tub, Views
Beautiful, spacious home

This beautiful home was perfect for our extended family! We had a baby with us, so the baby gates, high chair and portable crib were great! Wonderful space to gather and play games and be together, plus room to spread out and have some privacy as well. Lacey and Lee were very accommodating and took care of any needs we had. We will be back!see more
Trailhead Lodges 432
Great place to stay

Spacious, clean, everything you would need is provided, close to everything, highly recommend, would buy one myself if becomes available. … see more
Founders Pointe 4345
Weekend getaway

Incredible weekend away. Great room, excellent access to the hot tub and elevators/stairs. Heater in the room definitely works, we had to open the window to get cooled down. … see more

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