Use filters to narrow your search results!

Winter Park Vacation Rentals(70)

70 Results
Book it Now!
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (22)
    Book it Now!
    2 - 5 night minimum stay
    • 5 BR,
    • 5 BA,
    • 1 HF BA,
    • Sleeps 18
      (29)
      Book it Now!
      4 - 7 night minimum stay
      • 4 BR,
      • 3 BA,
      • 1 HF BA,
      • Sleeps 12
        (38)
        Book it Now!
        3 - 5 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 8
          (28)
          Book it Now!
          2 - 7 night minimum stay
          • 6 BR,
          • 4 BA,
          • Sleeps 20
            (17)
            Book it Now!
            2 - 3 night minimum stay
            • 1 BR,
            • 1 BA,
            • Sleeps 4
              (13)
              Book it Now!
              2 - 7 night minimum stay
              • 3 BR,
              • 2 BA,
              • Sleeps 10
                (8)
                Book it Now!
                2 - 4 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                  (10)
                  3 - 5 night minimum stay
                  • 4 BR,
                  • 4 BA,
                  • Sleeps 12
                    (20)
                    Book it Now!
                    3 - 4 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 8
                      (14)
                      Book it Now!
                      2 - 5 night minimum stay
                      • 4 BR,
                      • 3 BA,
                      • Sleeps 20
                        (23)
                        Book it Now!
                        2 - 5 night minimum stay
                        • 4 BR,
                        • 3 BA,
                        • 1 HF BA,
                        • Sleeps 20
                          (4)
                          Book it Now!
                          2 - 5 night minimum stay
                          • 4 BR,
                          • 3 BA,
                          • 1 HF BA,
                          • Sleeps 13
                            • 3 BR,
                            • 3 BA,
                            • 1 HF BA,
                            • Sleeps 8
                              • 5 BR,
                              • 6 BA,
                              • Sleeps 17
                                2 - 5 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 8
                                  (19)
                                  3 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • 1 HF BA,
                                  • Sleeps 8
                                    (11)
                                    3 night minimum stay
                                    • 5 BR,
                                    • 5 BA,
                                    • Sleeps 15
                                      1 Review
                                      • 3 BR,
                                      • 3 BA,
                                      • Sleeps 10
                                        (10)
                                        • 6 BR,
                                        • 5 BA,
                                        • 1 HF BA,
                                        • Sleeps 18
                                          (17)
                                          1 - 2 night minimum stay
                                          • 4 BR,
                                          • 3 BA,
                                          • 1 HF BA,
                                          • Sleeps 11
                                            3 night minimum stay
                                            • 5 BR,
                                            • 3 BA,
                                            • Sleeps 14
                                              (11)
                                              • 3 BR,
                                              • 3 BA,
                                              • 1 HF BA,
                                              • Sleeps 8
                                                (10)
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  (20)
                                                  2 - 5 night minimum stay
                                                  • 8 BR,
                                                  • 8 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 25
                                                    (11)
                                                    • 2 BR,
                                                    • 3 BA,
                                                    • Sleeps 9
                                                      (3)
                                                      2 - 3 night minimum stay
                                                      • 4 BR,
                                                      • 2 BA,
                                                      • Sleeps 14
                                                        Book it Now!
                                                        1 - 5 night minimum stay
                                                        • 2 BR,
                                                        • 3 BA,
                                                        • Sleeps 6
                                                          (3)
                                                          41 more choices from the HomeAway Network
                                                          Book it Now!
                                                          3 night minimum stay
                                                          • 1 BR,
                                                          • 1 BA,
                                                          • Sleeps 5
                                                            (19)
                                                            Advertisement
                                                             

                                                            Recent Winter Park Reviews

                                                            NICE CONDO GREAT VIEW GOOD LOCATION

                                                            5 of 5
                                                            We had a great time in Winter park. The condo was great and had everything we needed to enjoy our stay. Pool was great for the kids. The location is right above town and there is a trail that leads you right into town. Not a far drive from Rocky Mountain National Park. Also very close to Winter park resort and Trestle bike park. The Downhill Mountain biking is great. Good instructor lead lessons available for beginners.
                                                            • Submitted: Jul 10, 2014
                                                            • Stayed: Jun 2014

                                                            BEAUTIFUL AND GREAT LOCATION, WONDERFUL FOR GROUPS!

                                                            5 of 5
                                                            We escaped up to Winter Park for the 4th this year and had a wonderful stay at this house. The owners were quick to get back with us when we first contacted them as well as accommodating when we requested to check in early. The house felt so comfortable that we felt like we were in our home! We have 3 small children so the upstairs was perfect for us and the beds were extremely comfortable. We also had a set of grandparents with us and the room above the garage was a perfect space for them as it was private, comfortable, and they had their own area to disappear when they wanted to. The location was fantastic for us as we were close to mountain biking, bike paths into town and to the recreation center where we swam, hiking trails, and the rodeo. The house was filled with all the comforts of home and we never had to run to the store to get anything like you usually do when renting a place! All this and I could see the fireworks perfectly from the room above the garage while my 9 month old was asleep soundly in the other part of the house. Thank you for sharing your home with us, it was beautiful, fresh, and very family friendly. We will be back in the winter to enjoy it all over again!
                                                            • Submitted: Jul 7, 2014
                                                            • Stayed: Jul 2014

                                                            I HIGHLY RECOMMEND THIS HOUSE TOWARDS ANYONE LOOKING TO HAVE A FUN INTERMENT GETAWAY.

                                                            5 of 5
                                                            We had an amazing weekend getaway. The house had all new appliances, it was very clean, and extremely roomy. We had a ton of fun and the hot but was great too! I want to thank the owner Aaron for his hospitality. If we needed anything he was willing to help out. His customer service was over the top. Fast reply on email, willing to work with us and great follow up. I highly recommend this house to any one that is wanting to enjoy a wonderful getaway.
                                                            • Submitted: May 5, 2014
                                                            • Stayed: May 2014