Holiday rentals in Winter Park

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Popular amenities for Winter Park holiday rentals

Stay near Winter Park's top sights

Mountain Grind Coffee & Bistro168 locals recommend
Hernando's Pizza Pub166 locals recommend
The Foundry Cinema & Bowl163 locals recommend
Fraser Tubing Hill130 locals recommend
Pepe Osaka's Fishtaco Tequila Bar & Grill101 locals recommend
Hideaway Park Brewery76 locals recommend

Other great holiday rentals in Winter Park

Superhost
Loft in Granby
4.83 out of 5 average rating, 132 reviews

Ski in/out- Sleeps 8 Granby Ranch Mountainside #69

BenjaminRating, 5 stars2 months ago
super pleased with our stay. layout was great for us as the kids room was adjacent to ours👍👍
Top guest favourite
Townhouse in Grand Lake
4.95 out of 5 average rating, 272 reviews

Amazing 180° Mtn Views

EmilyRating, 5 stars1 month ago
Highly recommend this cabin if you are looking for a place to stay in Grand Lake! The house sits right on the lake, so the views from every level are incredible. It is very spacious and we had plenty of room for our family of 4. The kitchen is fully stocked. The location is great and only a short drive to downtown Grand Lake for plenty of restaurant options if desired. Everything was super clean and the host was very responsive. Check this place out if you want a mountain getaway!
Guest favourite
Home in Granby
4.91 out of 5 average rating, 104 reviews

Grand Elk Getaway! - Mountain Views & 7 Beds!

BradRating, 5 stars3 weeks ago
We loved the space. It is convenient to shopping and multiple ski resorts. The unit is clean and well appointed. Cory and D were great hosts and took good care of us during our stay.
Guest favourite
Apartment in Granby
4.94 out of 5 average rating, 141 reviews

Ski-in/out & Bike-in/out @ Granby Ranch

NateRating, 5 stars4 weeks ago
My family enjoyed the quick access to and from the lift. This allowed my family to enjoy meals between skiing. The condo had plenty of space and was warm and cozy retreat to rest and relax. It is also close to a grocery store and not far from multiple towns to grab food if needed.
Guest favourite
Home in Grand Lake
4.91 out of 5 average rating, 11 reviews

Take a break from it all-escape to the mountains!

Shravan VarmaRating, 5 stars5 months ago
Our stay was absolutely amazing! This was hands down one of the best places I’ve ever stayed. The views were breathtaking, and every moment felt like a postcard-worthy experience. The home itself was clean, cozy, and well-equipped with everything we needed for a comfortable stay. Our group had such a great time—whether it was relaxing in the common areas, enjoying the scenic surroundings, or simply soaking in the peaceful atmosphere. The host was incredibly responsive and made sure everything was perfect for us. If you’re looking for a place that offers stunning views and a relaxing getaway with friends or family, this is it. Highly recommend!
Top guest favourite
Apartment in Granby
4.96 out of 5 average rating, 72 reviews

Delightful Ski-in/Ski-out Condo at Granby Ranch!

MelindaRating, 5 stars1 month ago
Just as described and had everything you would need to make your stay a pleasant one. Very good communication and we had no problems with the check-in process, etc. Great trip!
Top guest favourite
Home in Granby
4.97 out of 5 average rating, 34 reviews

New! Stunning 2 Bed/2 bath Home

RyanRating, 5 stars2 months ago
Great stay! Clean and well-equipped, incl. consumables like Dove shower products, condiments/spices, laundry soap, etc. Amenities (fireplace, hot tub w/unobstructed view) both SO nice after days cross-country skiing. Having a garage such a treat on cold mornings. Almost 100% as pictured - note the white towel robes are no longer provided in case you want to pack one! - otherwise very accurate. Lots of blankets, linens, pillow choices for sleeping, so bed was comfortable & customizable. 2nd BR/BA across the house from primary; nice for privacy if a group. Outstanding host - one of the best we've stayed with. We almost needed to extend by one night last-minute due to winter storms forecast (at home, ironically), for our departure day. Although we ultimately made it out on time, Sarah was SO communicative and would have rearranged the cleaners so we could stay until early the following morning. We love this area and hope to return again next year; would happily stay again!
Guest favourite
Home in Tabernash
4.91 out of 5 average rating, 79 reviews

Beautiful Mountain Home- Fast Internet and Hot Tub

RachelRating, 5 stars8 months ago
Regan was a great host and made herself available when we reached out. The house is beautiful and conveniently located nearby lots of local attractions. Although the house is in a suburban neighbourhood and not as isolated as the photos appear on the listing. We enjoyed our stay and the hot tub was lovely and relaxing! Would recommend.

Quick stats about holiday rentals in Winter Park

  • Total rentals

    1.5K properties

  • Nightly prices starting at

    £8 before taxes and fees

  • Total number of reviews

    44K reviews

  • Family-friendly rentals

    1.2K properties are a good fit for families

  • Pet-friendly rentals

    250 properties allow pets

  • Rentals with a pool

    620 properties have a pool

Destinations to explore

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