Apartment holiday rentals in Winter Park

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Popular amenities for Winter Park apartment rentals

Weekly apartment rentals

Superhost
Apartment in Winter Park
4.92 out of 5 average rating, 177 reviews

Cozy 2BR/2B Condo on Winter Park bus route

MariaRating, 5 stars1 week ago
Lisa’s place was amazing! Love the mountains and the location was perfect! Thank you!
Top guest favourite
Apartment in Fraser
5 out of 5 average rating, 60 reviews

NEW-Private HOT TUB-Garage-Coffee bar-Boot Dryer

MaggieRating, 5 stars1 week ago
Kelly’s place was absolutely perfect. Everything we needed was there for us to use. It was spotless, smelled nice, great location and private! The hot tub was such a bonus it was great. There were also chairs and a cooler in the garage for us to use when we took a day trip to the National Park. Look forward to staying there again!
Guest favourite
Apartment in Winter Park
4.95 out of 5 average rating, 38 reviews

Escape to High Lonesome Haus in Winter Park

ÓliRating, 5 stars3 weeks ago
Great Stay in Winter Park I stayed here for about a week and really enjoyed it. The place was clean, cozy, and had everything I needed. The location was peaceful and convenient, and the host was friendly and easy to communicate with. Overall, it was a great experience and I’d definitely stay there again.
Guest favourite
Apartment in Winter Park
4.85 out of 5 average rating, 97 reviews

Cozy Mountain Studio Downtown Winter Park CO.

JohnRating, 5 stars4 months ago
Great spot for walking all over WP. right across the street from The Ditch, Hideaway, and the shuttle station to the hill. 10 out of 10 recommended.
Superhost
Apartment in Winter Park
4.84 out of 5 average rating, 70 reviews

Ski-In/Ski-Out Studio Mtn View-Free Heated Parking

KaraRating, 5 stars3 weeks ago
We had a great stay. Perfect room — clean with a great view. The game room in the building was a huge plus for my son. Shawn’s detailed instructions on parking and checking into the building were perfect. We were confused at first but then realized it’s all laid out with photos and videos. Thanks so much for letting us stay!
Superhost
Apartment in Fraser
4.88 out of 5 average rating, 130 reviews

Newly Renovated Mountain Modern Condo

DavidRating, 5 stars2 months ago
Jordan's condo was perfect and a nice spot for 2 or 3 people. It was set up very well for our 4 day stay and everything was updated and modern. I would stay here again!
Superhost
Apartment in Winter Park
4.81 out of 5 average rating, 309 reviews

Michael’s Dream Views in Winter Park, CO Condo #16

DesireeRating, 5 stars3 weeks ago
The place was comfortable and clean.Location was exactly what we were looking for, we walked nearly everywhere into town and trails near by. Other trails quick 10 minute drive. loved watching the sunset on the porch. Every restaurant with in walking distance. Will definitely stay again next time we're in Winter Park.
Top guest favourite
Apartment in Winter Park
4.92 out of 5 average rating, 78 reviews

Large studio condo downtown Winter Park, CO

EbriamRating, 5 stars2 months ago
Great place, great location & great host! Do not hesitate to book this rental! Sean's condo is a large studio apartment with lots of space and all you need to cook your own meals. What you see in the photos is exactly what you get. The place is clean and well taken care of. I caught the ski train from Denver to Winter Park and was able to get to and from the Winter Park Resort on the bus line, which was about a 5min bus ride. There are several bus lines that all stop a few steps away. There are several stores & restaurants within a short walk. I was able to catch the bus to Safeway to buy groceries which was about a 10-15 min bus ride. You can literally walk out the condo take a few steps to the bus stop & be on the slopes skiing within 10 mins of stepping out the condo. I can't thank Sean enough for being such an amazing host. He went above & beyond to accommodate me. I will most definitely stay in Sean's place again. Book this place you will not be disappointed.

Pet-friendly apartment rentals

Superhost
Apartment in Idaho Springs
4.9 out of 5 average rating, 278 reviews

Blue Moose

JulieRating, 5 stars1 week ago
Really nice condo, gorgeous surroundings in the mountains. Very peaceful and serene area, we absolutely loved our stay. The actual condo building itself is dated and not fancy, however this condo is updated, spacious, and very comfortable. We had a group of four, 2 adults and 2 teens, and we all slept well in the comfy beds and felt refreshed for our adventurous days. We made dinner in the condo each night and had some really memorable family time together. Highly recommend and we will be back if we're ever lucky enough to return to the rockies!
Guest favourite
Apartment in Winter Park
4.74 out of 5 average rating, 189 reviews

Great Condo right on the Creek License #005702

LindsayRating, 5 stars3 months ago
Great place to stay! Parking with a big truck was tricky as some of the parking stalls were too low for us to get in, so if the condos are full not sure where you park?
Guest favourite
Apartment in Granby
4.9 out of 5 average rating, 277 reviews

Queen Studio~Hot Tubs~Pool~RMNP

GiselleRating, 5 stars2 weeks ago
Great stay ! We got it last minute due to our camping plans being rained out but was so suprised by the amazing quality !! We enjoyed the beautiful views and the great hot tub and heated pool . Will most definitely come back one day !
Guest favourite
Apartment in Granby
4.88 out of 5 average rating, 533 reviews

Granby Mountain Retreat

MarshalRating, 5 stars3 days ago
Wonderful and comfortable place. The host was very helpful and made the trip hassle free. Highly recommended.
Guest favourite
Apartment in Fraser
4.91 out of 5 average rating, 134 reviews

Tall Timbers of the Rockies

MichelleRating, 5 stars3 months ago
Just as described. Had everything we needed to cook meals, sleep well, and relax after a ski day (hot tub access and the fireplace). Loved the record player in the evenings. Will stay again if available!
Guest favourite
Apartment in Fraser
4.99 out of 5 average rating, 110 reviews

Winter Park Getaway for Mountain Biking/Hiking!

AllysaRating, 5 stars2 months ago
This was our second time staying here because we love it so much. It’s super convenient to the ski resort, grocery store, restaurants and anything else you might want or need. We stayed with our pups and 5 year old and had a great stay!
Guest favourite
Apartment in Idaho Springs
4.93 out of 5 average rating, 101 reviews

Cozy Modern Condo on The Lake

AngelRating, 5 stars1 week ago
This place was amazing!! It was where we wanted to be near fishing and hiking and just a short drive to downtown which was amazing. Taylor and Nicole were super responsive which always makes everything easier. The place was beautiful. Short walk to the gorgeous hike and fishing steps away. We absolutely enjoyed everything about it and are already planning our next trip! I would highly recommend their condo and it’s where we plan on staying on our next trip!! Thank you so much!
Superhost
Apartment in Granby
4.82 out of 5 average rating, 504 reviews

Luxurious Mountain Condo

TylerRating, 5 stars1 week ago
Steve was very communicative and helpful from the check in process, recommendations, through check out. The place was very clean and had everything we needed. We would stay here again.

Apartment rentals with a pool

Superhost
Apartment in Winter Park
4.72 out of 5 average rating, 275 reviews

Entire Condo In The Heart of Winter Park

LeahRating, 5 stars3 months ago
Great location and communication with host! Will stay again if we return to Winter Park.
Guest favourite
Apartment in Winter Park
4.82 out of 5 average rating, 146 reviews

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!

RossRating, 5 stars3 months ago
We had a great time in Winter Park. Skied 9 days. Billy's condo was right on the Lift Bus Route--very convenient. The hot tubs were great! Everything was as advertised. We would stay there again.
Guest favourite
Apartment in Fraser
4.86 out of 5 average rating, 231 reviews

Beautiful Condo with Hot Tub on Ski Bus Route

SusanRating, 5 stars2 weeks ago
Trish was a wonderful host. Very accommodating for our needs. She was thorough in her check in and out instructions. The place was cozy and had all we need. It was located in walking distance to the rec room and a very short drive to Safeway. Awesome stay!
Guest favourite
Apartment in Fraser
4.9 out of 5 average rating, 135 reviews

Cozy 2 bed/2 bath with Hot Tub and Mountain View

MadisonRating, 5 stars1 week ago
Great location! Will definitely look into staying during winter!
Guest favourite
Apartment in Granby
4.94 out of 5 average rating, 218 reviews

Pine in the Sky Condo, cozy + close to GR/WP/RMNP

HariRating, 5 stars3 weeks ago
I had a great stay at this Airbnb! The place was clean, comfortable, and exactly as described. The host was friendly and responsive, making the whole experience smooth and enjoyable. It’s in a great location and perfect for anyone looking for a relaxing and hassle-free stay. Highly recommend!
Superhost
Apartment in Granby
4.86 out of 5 average rating, 219 reviews

Sandy and Ryan's Granby Getaway!

SkylerRating, 5 stars2 weeks ago
Loved our stay here! Beautiful drive there from Colorado Springs and beautiful views from the pool area! Definitely worth the price! Sandra was very responsive to any questions we had. Would definitely recommend as a great place to stay while visiting RMNP!
Top guest favourite
Apartment in Winter Park
5 out of 5 average rating, 35 reviews

The Rustic Moose

GregoryRating, 5 stars1 week ago
This is a great place at Beaver Village. We've stayed at various units in this complex for many years so were aware of how nice the place was. This one has been remodeled really well, and it was great for our family of six. There was plenty of space and since we visited during what is kind of a mud season, it was very, very peaceful. Would for sure recommend this one!
Top guest favourite
Apartment in Winter Park
4.97 out of 5 average rating, 70 reviews

Mountain getaway near great trails/hot tub access

MichaelRating, 5 stars3 weeks ago
We had a great time at Kasias place and we were pleasantly surprised that the condo actually looked way bigger than it did in the photos. It was very spacious and clean would definitely recommend to others our stay was a 10/10

Quick stats about apartment rentals in Winter Park

  • Total rentals

    770 properties

  • Nightly prices starting at

    $77 SGD before taxes and fees

  • Total number of reviews

    24K reviews

  • Family-friendly rentals

    530 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    350 properties have a pool

Destinations to explore

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  2. United States
  3. Colorado
  4. Grand County
  5. Winter Park
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