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Get to Know Winter Park Lodging Company

Winter Park Lodging Company has expertly curated 100+ of Winter Park's best vacation rentals. From ski in ski out rentals to downtown abodes and pet-friendly properties to luxurious mountain homes, we have the perfect Winter Park vacation rental to suit your needs and group size. Our Winter Park lodging options are curated from some of the most stunning homes in the area, and our dedicated local guest experience team is here to answer all your questions, help book your mountain adventures, and give you the best insider tips about Winter Park. It's time to "Play Hard & Rest Easy" on your next Winter Park getaway!

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Featured Properties

Lakota SkiRenity

Find serenity at Lakota SkiRenity, a stunning three bedroom luxury townhome located in the prestigious Lakota neighborhood just across from Winter Park Resort. Thoughtfully designed for both relaxation and adventure seekers, this home blends modern mountain elegance with high end amenities including...

3 bedroom

3 baths

10 guests

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Fox Tracks Lodge

Fox Tracks Lodge is a pristine private home situated in a gorgeous woodland forest, within miles of some of the best skiing & biking in Colorado. An expansive and opulent mountain home, the impressive amenities this space offers will keep you coming back year over year. High-end finish...

4 bedroom

5 baths

14 guests

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Lakota Antlers 409

Conveniently located across from the Winter Park Ski Area, Lakota Antlers 409 is an inviting and comforting townhome to call home for your Winter Park vacation any time of the year.As you enter the home you'll notice the warm radiant heated floor and the beautiful view o...

3 bedroom

2 baths

9 guests

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Base Camp 472

In this stunning, inviting and airy retreat you can find yourself completely at ease. Base Camp 472 features a complete redesign with updated furniture, decor and more! The open floor plan and cathedral ceilings showcase magnificent high-end finishes throughout the home. The large wrap aro...

4 bedroom

4 baths

10 guests

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Base Camp 480

Step into luxury at Base Camp 480, a four-bedroom, ski in ski out townhome that's perfectly appointed in mountain decor for your next Winter Park vacation.Walk into Base Camp 480 and head upstairs to the main level that features a huge open living room with picture windows that showcase the...

4 bedroom

4 baths

12 guests

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Trademark 54

Welcome to your perfect mountain retreat in Winter Park! Located just 1/3 of a mile from the lifts, with easy access to skiing, snowboarding, hiking, and biking trails, this townhome is the ideal home base for your next mountain getaway. This spacious three-level home features three bedroo...

3 bedroom

3 baths

8 guests

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Creating memories that last a lifetime

Casa de Montana — Winter Park Resort 5
Our group of four families enjoyed Casa de Montana so much. This is our 5th year of traveling as a group and we were all in agreement that this was our favorite home yet! The home has a lovely modern yet rustic esthetic and a lovely Christian ethos subtly throughout the home. Every detail was crafted with convenience and luxury in mind. You can tell this is their personal vacation home and not just a vacation rental property - and we have come to understand through the years that this is a big difference maker. We are all blessed to live in high end homes - and this Home had all of the luxuries that are standards to us, but will be a treat to others. Great refrigerator space and drawer... Read more.

Stacey

Jane's Ski Chalet — Winter Park Resort 5
We can't say enough good things about Winter Park Lodging Company or the property, Jane's Ski Chalet, they prepared for us. Eleven of us go on ski holiday every Christmas and Jane's Chalet is the finest property we have ever let. It lacks for nothing. It is nice to have a rental that has every accoutrement we could have ever wanted. We brought a chef, and the kitchen was not only stocked with all the spices and equipment she would need, but it had place settings for 15 and the space to seat everyone. There was no need for that first-day trip to the store to get all the things that most kitchens should already have. We were fully stocked. We entered into a two-car heated garage at... Read more.

Marc

Two Brothers Lodge — Town of Winter Park 5
I cannot say enough about Winter Park Lodging Company. It's staff was very supportive and informative. They called to see if we had any questions before the trip. Checked on us during the trip and the day of checkout. We lost a set of keys and they sent someone over there to check and called us back. The home was perfect for our family of 12 which consisted of 4 families with 4 young grandchildren. Check in and out was easy with the key pad for easy access into the home so no keys were necessary The view and home is beautiful and accommodated us just great, the Kitchen, dining, living area was a great flow. The huge sofa and seats accommodated everyone. We cooked 4 meals over the weekend... Read more.

Debbie

Two Brothers Lodge — Town of Winter Park 5
I cannot say enough about Winter Park Lodging Company. It's staff was very supportive and informative. They called to see if we had any questions before the trip. Checked on us during the trip and the day of checkout. We lost a set of keys and they sent someone over there to check and called us back. The home was perfect for our family of 12 which consisted of 4 families with 4 young grandchildren. Check in and out was easy with the key pad for easy access into the home so no keys were necessary The view and home is beautiful and accommodated us just great, the Kitchen, dining, living area was a great flow. The huge sofa and seats accommodated everyone. We cooked 4 meals over the weekend in... Read more.

Debbie M.

Casa de Montana — Winter Park Resort 5
Our group of four families enjoyed Casa de Montana so much. This is our 5th year of traveling as a group and we were all in agreement that this was our favorite home yet. The home has a lovely modern yet rustic esthetic and a lovely Christian ethos subtly throughout the home. Every detail was crafted with convenience and luxury in mind. You can tell this is their personal vacation home and not just a vacation rental property - and he has come to understand through the years that this is a big difference maker. We are all blessed to live in high end homes - and this Home had all of the luxuries that are standards to us, but will be a treat to others. Great refrigerator space and drawers... Read more.

Stacey a.

Base Village Loft 104 — Winter Park Resort 4
We stayed at 104 just before spring break hit for a few day family ski trip with seven of us. It had been a number of years since I had stayed at Winter Park, but we definitely had a great time. We were very pleased with the 104 property and found the quality to be great. The booking, check-in, and check-out process were all flawless. The fact that doors use codes make it all that much more smooth. Really great when everything just works! While, slopeside would be more technically ski in/ski out, I feel the environment was better and loved cruising through the village. Would definitely stay again, here are the highlights: PROS: -- the garage was great, so handy to have reserved parking all o... Read more.

Tony

Eagle Wind Lodge — Town of Winter Park 4
First I want to say the house was wonderful! It was even more spacious than it appeared on the website and was perfect for our group. But, I do have a couple of criticisms that might be helpful for you in the future. 1) I had asked for an early check-in and was given the impression this would not be a problem. On arrival day no one seems to be aware of this. And when we finally arrived at the house at 4:00 which is the listed check-in, housekeeping was still at the house cleaning. I understand turn around days must be crazy for you guys, but would have preferred that we were not given the expectation of getting in early, than what happened. 2) We were unclear about operating the heat in th... Read more.

Kenny

Rendezvous Wildflower — Town of Winter Park 5
I have so many good things to say about our stay I don't know where to start! If you don't feel like reading just scroll to my short one line review at the end. LOL! I'll try and summarize the best I can... First of all, the property was beautiful, clean and extremely well looked after. We all felt comfortable the second we walked through the door. As far as space is concerned, our family of four had TONS of room and found that there were rooms and space we didn't even end up needing. The kitchen and utilities were well stocked, even including little touches like walking sticks outside the door, mountain bikes in the garage and little things like plastic bags in the pantry cl... Read more.

Dan

Trout Creek Lodge — Town of Winter Park 5
Twenty-Eight of us were at Trout Creek lodge for the weekend to celebrate our 25th high school reunion and the entire experience was amazing. Simply the best, better than all the rest. Ample parking space in the driveway for the 10 plus vehicles we arrived in, and the easy self-check-in and check-out (keypad code) made the logistics of arrival and departure hassle free. Every information was available at a tip of a finger accessible via an app on a smartphone. How remarkable. The amenities were awesome and generous: comfortable beds (and couches and bean bags for those who did not make it to beds), sufficient sundries in kitchen and bathrooms, and enough bathrooms for a big group that needed... Read more.

400B Batch R.

Base Village Loft 102 — Winter Park Resort 5
Regular visitor and longtime customer of Winter Park Lodging Company, (WPLC) Base Village Loft 102 was a unique and excellent unit. Why do I look forward to renting from WPLC? Ultimately, it is the consistency across the units they manage that set them apart from "normal" vacation management companies. Their "standard amenity checklist" that each unit is stocked with is as good as it gets - from kitchen to cleaning supplies to anything else you can think of - WPLC makes sure their units have it, you won't spend your vacation shopping for basic supplies. Base Loft 102 is huge, by far the largest square footage in the WP base area. Huge closets, huge kitchen, huge bedrooms,... Read more.

Taylor

Lakota Antlers 300 — Winter Park Resort 5
Your location, accommodations and view are outstanding! We had plenty of room to sprawl out with our family of 9. The large kitchen table was perfect. (Maybe another couch on the upstairs living room?). The garage was so great and the entry was was nice and big so we had plenty of room to gear up to ski/board. The only issue we had with our stay was not directly about the accommodations, but with the free transit bus system. On your website, when I spoke to someone in your office and on publications in our townhouse, it was highly recommended that we download the app Lift Rider. In the 5 days we were there with 8 of us having the app, it only tracked the bus 1 time. Which meant walking down... Read more.

Angela

Zephyr Mountain Lodge 1218 — Winter Park Resort 3
This is our first time to Winter Park. We always rent condos when we ski at Beaver Creek, Vail, Steamboat, Snowmass, Breckenridge and Park City. Parking for one car is always included. This is the only place that has ever charged us extra to park a car. And $20/night was a bit steep for a place like Winter Park. The unit was very clean, easy to get to, and very convenient. It can be called ski in/out, but the ski out means putting on your skis, going four seconds to take them back off to get on the gondola, and the ski in is a very flat run at the base of Mary Jane, so lots of poling is necessary - not much fun. The kitchen has everything needed, nicely appointed, a nice gas fireplace, comfy... Read more.

Janice

Rendezvous Wildflower — Town of Winter Park 5
I have so many good things to say about our stay I don't know where to start! If you don't feel like reading just scroll to my short one line review at the end. LOL! I'll try and summarize the best I can... First of all, the property was beautiful, clean and extremely well looked after. We all felt comfortable the second we walked through the door. As far as space is concerned, our family of four had TONS of room and found that there were rooms and space we didn't even end up needing. The kitchen and utilities were well stocked, even including little touches like walking sticks outside the door, mountain bikes in the garage and little things like plastic bags in the pantry closet. The staff... Read more.

Dan H.

Founders Pointe 4541 — Winter Park Resort 5
Very Comfortable, well cared for, well kept, up to date condo. ***Very Clean*** Beautiful View of the mountain, a large, nice balcony with Polywood furniture. Terrific location, less than 100 yards to Starbucks, 150 - 200 yards to the Gondola and all the shops and restaurants at the main base. The furniture was all in good shape and was nice quality. The entry was roomy and well organized with a bench to remove boots/shoes and plentiful hooks to hang helmets, jackets, etc... The living and dining area was lovely, we especially enjoyed the gas fireplace in the evenings. The kitchen was well equipped, plates, glasses, silverware, cookware, coffee pot and water kettle, etc... were in good shape... Read more.

Leslie

Zephyr Mountain Lodge 2305 — Winter Park Resort 5
Winter Park Lodging Company staff are great and did a great job. This is our second rental through them. The process of reservation, check-in and check-out was seamless. The unit itself was a great location for easy acres to gondola. We ate lunch at the unit every day on the slopes. The unit is a bit dated and standard ski condo lay-out. The trash can is in a very inconvenient location but we don't know where else it could go. We recommend replacing the cushion chair IMMEDIATELY. We were pleasantly surprised by the blow-up mattress. The range burners need to checked out as they ALL come on very slowly to heat up. The kitchen needs to be better stocked. You need real cereal bowls and not... Read more.

John

Lakota Vista — Winter Park Resort 5
I organized an early season ski trip for myself and 10 friends and was able to score a beautiful home from Winter Park Lodging Company last minute (Lakota Vista). There was a complication on my end when I originally booked but with one phone call to Winter Park Lodging the issue was resolved in minutes. The property was beautiful, well appointed with decor and amenities, and the gift basket they left upon arrival was a nice touch. Each room is incredibly cozy and the bathrooms are a great size. One of the reasons we chose the property we did was because of the large, sturdy, and cozy bunk beds. They accommodate grown adults which makes this property great for groups with single people; a hug... Read more.

Matt

Chill 303 — Winter Park Resort 4
We really enjoyed our stay at Chill 303! The condo was probably the nicest we have ever stayed at as a family and me personally (I have been going to Colorado skiing over 35 years) It was clean, smelled good, and has all the modern amenities you could ask for. The hot tub is a nice feature after a long hard day on the slopes. The master bathtub has a jacuzzi style and made recovery of tired sore legs super easy. The fireplace gets the living room toasty and sets a nice mood along with the beautiful views of the snow covered trees. This was a fantastic vacation and when we come back to WP, we will stay at Chill again! The one draw back as others have stated is the staircase you have to climb... Read more.

Mitchell

Base Village Loft 104 — Winter Park Resort 4
Our 3 families of 14, ages 5-52, thoroughly enjoyed our 5 day stay at the Base Village Loft. Condo was exactly as pictured. Pros: - close to Gondola (5 mins walk) - two story arrangement, allowing everyone to spread out - full-size washer and dryer in the condo makes laundry convenient - well-stocked with toiletries, soaps and trash bags for our entire stay Cons (very minor): - the first floor is comprised of tile and hardwood and we tend to track snow, dirt and pebbles inside. Would be nice to have a swifter wet jet available for daily cleanup instead of the available broom and vaccum - for transparency, there are 3 flights of stairs to climb to get us to the gondola and back to the condo;... Read more.

Janel

Zephyr Mountain Lodge 2305 — Winter Park Resort 5
WPLC staff are great and did a great job. This is our second rental through them. The process of reservation, check-in and check-out was seamless. The unit itself was a great location for easy acres to gondola. We ate lunch at the unit every day on the slopes. The unit is a bit dated and standard ski condo lay-out. The trash can is in a very inconvenient location but we don't know where else it could go. We recommend replacing the cushion chair IMMEDIATELY. We were pleasantly surprised by the blow-up mattress. The range burners need to checked out as they ALL come on very slowly to heat up. The kitchen needs to be better stocked. You need real cereal bowls and not the saucers. We were NOT ha... Read more.

Fraser Crossing 3611 — Winter Park Resort 5
My family likes to travel and we make 4 to 5 trips every year. We were impressed with how we were treated by all contacts with Winter Park Lodging Company staff. Their communication is awesome, thorough and proactive. They provide you with all the information so its hard to have a question about anything in Winter Park, because they proactively push the information to you. Also, every recommendation they suggested that we participated in was really good, like using Home James for our shuttle transportation from the airport (they were awesome and Bruce the driver made it a fun experience). Also, you really never know what type of company you are dealing with until you have a problem. We staye... Read more.

Mark