Vacation Rentals with Hot Tub in Winter Park

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Filtering by: Jacuzzi or hot tub

533 vacation rentals
    24

    Newly Remodeled Slopeside Townhouse

    Grand County / Winter Park

    Winter Park townhouse

    3 8 3 nights min

    • 3 bedrooms
    • sleeps 8
    • 3 nights min
    • Ski
    • Child Friendly

    Price per night from

    $567

    Price per night from

    $567

    (1) Excellent 

      24

      3BR Winter Park Home w/Private Hot Tub & Mtn Views

      Grand County / Winter Park

      Winter Park house

      3 7 min stay varies

      • 3 bedrooms
      • sleeps 7
      • min stay varies
      • Ski
      • Child Friendly

      Price per night from

      $235

      Responds fast!
      avg. 7 minutes

      Price per night from

      $235

      (4) Excellent 

        34

        Dreamcatcher 7B Rental

        Grand County / Winter Park

        Winter Park house

        5 11 min stay varies

        • 5 bedrooms
        • sleeps 11
        • min stay varies
        • Child Friendly
        “Great Experience, no-hassle rental” This is a nice rental in the Lakota area just outside winter park. Everything was great. Only minor issue is we couldn't figure-out whether a shuttle to winter park was available. Drove to Mary Jane free parking.

        Price per night from

        $400

        Price per night from

        $400

          38

          Lakota Trailside 613

          Grand County / Winter Park

          Winter Park house

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Child Friendly

          Price per night from

          $325

          Price per night from

          $325

            12

            Timbers 6-1

            Grand County / Winter Park

            Winter Park condo

            3 8 min stay varies

            • 3 bedrooms
            • sleeps 8
            • min stay varies
            • Child Friendly
            • Car not necessary
            • Pet Friendly

            Price per night from

            $252

            Price per night from

            $252

            (6) Very Good 

              31

              Zephyr Mountain Lodge 2404

              Grand County / Winter Park

              Winter Park house

              2 8 min stay varies

              • 2 bedrooms
              • sleeps 8
              • min stay varies
              • Child Friendly
              “Awesome, great place to stay.” Awesome, my only complaint would be is that it was a little to hot inside the condo, other than that it was great. Spacious and peaceful.

              Price per night from

              $198

              Price per night from

              $198

                0

                Spacious mountain condo w/ private hot tub & jetted tub - close to town!

                Grand County / Winter Park

                Winter Park house

                3 15 min stay varies

                • 3 bedrooms
                • sleeps 15
                • min stay varies
                • Child Friendly
                • Car not necessary

                Price per night from

                $157

                Responds fast!
                avg. 2 hours 30 minutes

                Price per night from

                $157

                  29

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

                  Grand County / Winter Park

                  Winter Park house

                  5 12 min stay varies

                  • 5 bedrooms
                  • sleeps 12
                  • min stay varies
                  • Swimming pool
                  • Ski
                  • Child Friendly

                  Price per night from

                  $458

                  Responds fast!
                  avg. 7 minutes

                  Price per night from

                  $458

                    20

                    Snowblaze Condominiums B22

                    Grand County / Winter Park

                    Winter Park apartment

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $110

                    Price per night from

                    $110

                    (1) Excellent 

                      18

                      Bright, Updated Top Floor Unit With Great Views

                      Grand County / Winter Park

                      Winter Park condo

                      2 6 1 night min

                      • 2 bedrooms
                      • sleeps 6
                      • 1 night min
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $201

                      Price per night from

                      $201

                        31

                        Vasquez Run B201

                        Grand County / Winter Park

                        Winter Park house

                        2 8 min stay varies

                        • 2 bedrooms
                        • sleeps 8
                        • min stay varies
                        • Child Friendly

                        Price per night from

                        $133

                        Price per night from

                        $133

                          24

                          Cozy Winter Park Townhome w/ Hot Tub & Fireplace!

                          Grand County / Winter Park

                          Winter Park house

                          3 10 min stay varies

                          • 3 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Ski
                          • Child Friendly

                          Price per night from

                          $155

                          Responds fast!
                          avg. 7 minutes

                          Price per night from

                          $155

                          (1) Excellent 

                            38

                            Snowblaze C24

                            Grand County / Winter Park

                            Winter Park house

                            2 7 min stay varies

                            • 2 bedrooms
                            • sleeps 7
                            • min stay varies
                            • Swimming pool
                            • Child Friendly

                            Price per night from

                            $174

                            Price per night from

                            $174

                            (27) Very Good 

                              34

                              Zephyr Mountain Lodge 1601

                              Grand County / Winter Park

                              Winter Park house

                              2 6 min stay varies

                              • 2 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Child Friendly
                              “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

                              Price per night from

                              $198

                              Price per night from

                              $198

                                24

                                NEW! Winter Park Studio w/Hot Tub - Walk to Lifts!

                                Grand County / Winter Park

                                Winter Park studio

                                Studio 4 min stay varies

                                • Studio
                                • sleeps 4
                                • min stay varies
                                • Ski
                                • Child Friendly

                                Price per night from

                                $98

                                Responds fast!
                                avg. 7 minutes

                                Price per night from

                                $98

                                  39

                                  Lakota Northwoods 305

                                  Grand County / Winter Park

                                  Winter Park house

                                  3 12 min stay varies

                                  • 3 bedrooms
                                  • sleeps 12
                                  • min stay varies
                                  • Child Friendly

                                  Price per night from

                                  $325

                                  Price per night from

                                  $325

                                  (12) Very Good 

                                    36

                                    Zephyr Mountain Lodge 2307

                                    Grand County / Winter Park

                                    Winter Park house

                                    2 6 min stay varies

                                    • 2 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Child Friendly
                                    “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,

                                    Price per night from

                                    $203

                                    Price per night from

                                    $203

                                    (16) Very Good 

                                      32

                                      Telemark 698

                                      Grand County / Winter Park

                                      Winter Park house

                                      3 8 min stay varies

                                      • 3 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Child Friendly
                                      “Great Place” Beautiful condo. Great location right on bus route. Big rooms and very comfortable beds and nice Kitchen and spacious living area

                                      Price per night from

                                      $253

                                      Price per night from

                                      $253

                                        0

                                        NEW LISTING! Cozy condo w/ shared hot tubs, pool, sauna, gym, and game room

                                        Grand County / Winter Park

                                        Winter Park house

                                        2 7 min stay varies

                                        • 2 bedrooms
                                        • sleeps 7
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Car not necessary

                                        Price per night from

                                        $81

                                        Responds fast!
                                        avg. 2 hours 30 minutes

                                        Price per night from

                                        $81

                                        (1) Excellent 

                                          26

                                          Luxury 4BR Cabin w/2 King Masters on Shuttle Route

                                          Grand County / Winter Park

                                          Winter Park house

                                          4 12 min stay varies

                                          • 4 bedrooms
                                          • sleeps 12
                                          • min stay varies
                                          • Ski
                                          • Child Friendly

                                          Price per night from

                                          $332

                                          Responds fast!
                                          avg. 7 minutes

                                          Price per night from

                                          $332

                                            34

                                            Two Brothers Cabin

                                            Grand County / Winter Park

                                            Winter Park house

                                            5 18 min stay varies

                                            • 5 bedrooms
                                            • sleeps 18
                                            • min stay varies
                                            • Child Friendly

                                            Price per night from

                                            $712

                                            Price per night from

                                            $712

                                            (2) Very Good 

                                              31

                                              Zephyr Mountain Lodge 2004

                                              Grand County / Winter Park

                                              Winter Park house

                                              2 6 min stay varies

                                              • 2 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Child Friendly
                                              “Satisfactory accomodations” This was a nice ski in ski out condo in the bottom floor. Nice accomodations but a little overpriced for the time period. Winter Park is very family friendly and that is what we were looking for. I would recommend for fa

                                              Price per night from

                                              $198

                                              Price per night from

                                              $198

                                              (53) Very Good 

                                                32

                                                Zephyr Mountain Lodge 2419

                                                Grand County / Winter Park

                                                Winter Park house

                                                1 4 min stay varies

                                                • 1 bedroom
                                                • sleeps 4
                                                • min stay varies
                                                • Child Friendly
                                                “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 im

                                                Price per night from

                                                $150

                                                Price per night from

                                                $150

                                                  28

                                                  Red Quill Village 206

                                                  Grand County / Winter Park

                                                  Winter Park house

                                                  3 8 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 8
                                                  • min stay varies
                                                  • Child Friendly

                                                  Price per night from

                                                  $244

                                                  Price per night from

                                                  $244

                                                  (1) Excellent 

                                                    23

                                                    Winter Park Place #16! Beautiful, elegant 2br/2bth

                                                    Grand County / Winter Park

                                                    Winter Park condo

                                                    2 6 2 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 2 nights min
                                                    • Ski
                                                    • Child Friendly

                                                    Price per night from

                                                    $171

                                                    Responds fast!
                                                    avg. 2 hours 16 minutes

                                                    Price per night from

                                                    $171

                                                      23

                                                      Rustic Luxury, Unobstructed Views

                                                      Grand County / Winter Park

                                                      Winter Park log cabin

                                                      4 10 2 nights min

                                                      • 4 bedrooms
                                                      • sleeps 10
                                                      • 2 nights min
                                                      • Child Friendly

                                                      Price per night from

                                                      $501

                                                      Price per night from

                                                      $501

                                                      (2) Excellent 

                                                        35

                                                        Trailhead Lodges 432

                                                        Grand County / Winter Park

                                                        Winter Park house

                                                        2 8 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child Friendly
                                                        “Summertime in Winter Park” Outstanding from the first phone call to Winter Park Lodging till the day we left our unit, Trailhead Lodge 432. Crystal & Meg were fantastic in answering all questions and taking care of any concerns that we had.

                                                        Price per night from

                                                        $211

                                                        Price per night from

                                                        $211

                                                        (3) Average 

                                                          25

                                                          Winter Park Place 15

                                                          Grand County / Winter Park

                                                          Winter Park apartment

                                                          2 6 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Child Friendly
                                                          “Location and space.” Location is great. Free bus to the slopes across the street. Ski rental next door. Very spacious two level apartment. Well equipped although some appliances showed some wear. The cloth on the chairs and coach didn't seem very clea

                                                          Price per night from

                                                          $123

                                                          Price per night from

                                                          $123

                                                            30

                                                            Zephyr Mountain Lodge 1318

                                                            Grand County / Winter Park

                                                            Winter Park house

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Child Friendly

                                                            Price per night from

                                                            $198

                                                            Price per night from

                                                            $198

                                                            (7) Excellent 

                                                              37

                                                              Zephyr Mountain Lodge 1703

                                                              Grand County / Winter Park

                                                              Winter Park house

                                                              3 10 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 10
                                                              • min stay varies
                                                              • Child Friendly
                                                              “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

                                                              $219

                                                              Price per night from

                                                              $219

                                                              (6) Very Good 

                                                                39

                                                                Zephyr Mountain Lodge 1520

                                                                Grand County / Winter Park

                                                                Winter Park house

                                                                3 8 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Child Friendly
                                                                “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 a

                                                                Price per night from

                                                                $212

                                                                Price per night from

                                                                $212

                                                                (3) Very Good 

                                                                  27

                                                                  Timber Lake Way 491

                                                                  Grand County / Winter Park

                                                                  Winter Park house

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  “Awesome” Unit was just as described. Beautiful view. Location is excellent.

                                                                  Price per night from

                                                                  $186

                                                                  Price per night from

                                                                  $186

                                                                  (1) Very Good 

                                                                    33

                                                                    Zephyr Mountain Lodge 2510

                                                                    Grand County / Winter Park

                                                                    Winter Park house

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Child Friendly
                                                                    “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

                                                                    Price per night from

                                                                    $198

                                                                    Price per night from

                                                                    $198

                                                                    (4) Very Good 

                                                                      14

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

                                                                      Grand County / Winter Park

                                                                      Winter Park villa

                                                                      4 2 nights min

                                                                      • sleeps 4
                                                                      • 2 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Car not necessary

                                                                      Price per night from

                                                                      $58

                                                                      Responds fast!
                                                                      avg. 2 hours 56 minutes

                                                                      Price per night from

                                                                      $58

                                                                      (1) Very Good 

                                                                        32

                                                                        Iron Horse Resort 3094

                                                                        Grand County / Winter Park

                                                                        Winter Park apartment

                                                                        2 8 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 8
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $197

                                                                        Price per night from

                                                                        $197

                                                                          21

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

                                                                          Grand County / Winter Park

                                                                          Winter Park townhouse

                                                                          3 8 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • min stay varies
                                                                          • Ski
                                                                          • Child Friendly
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $258

                                                                          Price per night from

                                                                          $258

                                                                            36

                                                                            Trailhead Lodges 822

                                                                            Grand County / Winter Park

                                                                            Winter Park condo

                                                                            2 8 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $211

                                                                            Price per night from

                                                                            $211

                                                                            (45) Very Good 

                                                                              31

                                                                              Founders Pointe 4345

                                                                              Grand County / Winter Park

                                                                              Winter Park studio

                                                                              Studio 4 min stay varies

                                                                              • Studio
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              “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

                                                                              Price per night from

                                                                              $124

                                                                              Price per night from

                                                                              $124