Vacation Rentals & Chalets in Killington

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332 chalets

    0

    NEW LISTING! Clean & bright condo with shared pools, hot tub, sauna & views

    Vermont / Killington

    Killington house

    1 4 min stay varies

    • 1 bedroom
    • sleeps 4
    • min stay varies
    • Swimming pool
    • Child Friendly
    • Car not necessary

    Price per night from

    $61

    Price per night from

    $61

    (1) Excellent 

      25

      Mountain Green Condo - 2BR 1.5 Bath - Across The Streets From The Slopes

      Vermont / Killington

      Killington condo

      2 8 2 nights min

      • 2 bedrooms
      • sleeps 8
      • 2 nights min
      • Swimming pool
      • Child Friendly

      Price per night from

      $292

      Responds fast!
      avg. 1 hour 20 minutes

      Price per night from

      $292

        31

        Mt Green 1-A08

        Vermont / Killington

        Killington house

        1 5 min stay varies

        • 1 bedroom
        • sleeps 5
        • min stay varies
        • Child Friendly

        Price per night from

        $121

        Responds fast!
        avg. 1 hour 22 minutes

        Price per night from

        $121

          14

          Killington Vermont- 2 Bedroom/1Bath. Right in the heart of Ski country!

          Vermont / Killington

          Killington house

          2 8 2 nights min

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

          Price per night from

          $287

          Price per night from

          $287

            0

            Cozy ski condo w/ mountain views & shared pool, hot tub, & sauna

            Vermont / Killington

            Killington house

            3 8 min stay varies

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

            Price per night from

            $123

            Responds fast!
            avg. 3 hours 44 minutes

            Price per night from

            $123

            (7) Very Good 

              14

              The Cabin at Killington: Left Unit - 4 BR, 2 BTH, Sleeps 12, Close to Mountain

              Vermont / Killington

              Killington house

              4 12 min stay varies

              • 4 bedrooms
              • sleeps 12
              • min stay varies
              • Ski
              • Child Friendly
              • Pet Friendly
              “Location” Very nice location in Killington. Near the Mountain were the Eastern Outdoor Reps hold there aug. Trade show dor the dealers in the New England area
              …see more

              Price per night from

              $98

              Price per night from

              $98

                28

                Killington Ski-In/Ski-Out Townhouse w/ Mtn. Views!

                Vermont / Killington

                Killington house

                3 8 min stay varies

                • 3 bedrooms
                • sleeps 8
                • min stay varies
                • Swimming pool
                • Ski
                • Child Friendly

                Price per night from

                $171

                Responds fast!
                avg. 29 minutes

                Price per night from

                $171

                  30

                  The Cabin at Killington: Whole Home - Great House!

                  Vermont / Killington

                  Killington house

                  8 24 min stay varies

                  • 8 bedrooms
                  • sleeps 24
                  • min stay varies
                  • Ski
                  • Child Friendly
                  • Pet Friendly

                  Price per night from

                  $195

                  Price per night from

                  $195

                  (1) Excellent 

                    0

                    Condo w/ shared pool & hot tub, shuttle to the slopes!

                    Vermont / Killington

                    Killington house

                    2 6 2 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 2 nights min
                    • Swimming pool
                    • Child Friendly
                    • Car not necessary

                    Price per night from

                    $204

                    Responds fast!
                    avg. 3 hours 33 minutes

                    Price per night from

                    $204

                      0

                      Condo w/mountain views + shared hot tub, pool & more! Near golf, slopes!

                      Vermont / Killington

                      Killington house

                      1 4 min stay varies

                      • 1 bedroom
                      • sleeps 4
                      • min stay varies
                      • Swimming pool
                      • Child Friendly
                      • Car not necessary

                      Price per night from

                      $66

                      Price per night from

                      $66

                        31

                        Sunrise - Northstar B-1

                        Vermont / Killington

                        Killington house

                        5 10 min stay varies

                        • 5 bedrooms
                        • sleeps 10
                        • min stay varies
                        • Child Friendly

                        Price per night from

                        $381

                        Responds fast!
                        avg. 1 hour 22 minutes

                        Price per night from

                        $381

                          58

                          Colonial home with a yard & deck, close to golf & skiing!

                          Vermont / Killington

                          Killington house

                          5 13 min stay varies

                          • 5 bedrooms
                          • sleeps 13
                          • min stay varies
                          • Child Friendly
                          • Car not necessary

                          Price per night from

                          $173

                          Price per night from

                          $173

                            15

                            Ski right home! Updated 1br condo, fireplace, pool, hot tub, fitness center.

                            Vermont / Killington

                            Killington condo

                            1 4 2 nights min

                            • 1 bedroom
                            • sleeps 4
                            • 2 nights min
                            • Swimming pool
                            • Ski
                            • Child Friendly

                            Price per night from

                            $287

                            Responds fast!
                            avg. 2 hours 58 minutes

                            Price per night from

                            $287

                              32

                              Mt Green 1-B03

                              Vermont / Killington

                              Killington house

                              2 6 min stay varies

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

                              Price per night from

                              $145

                              Responds fast!
                              avg. 1 hour 22 minutes

                              Price per night from

                              $145

                              (6) Very Good 

                                41

                                Killington Mountain Retreat: Big, fun, vacation home in Killington Resort

                                Vermont / Killington

                                Killington house

                                7 16 min stay varies

                                • 7 bedrooms
                                • sleeps 16
                                • min stay varies
                                • Ski
                                • Child Friendly
                                • Air conditioning
                                “Summer Wedding” Stayed Friday and Saturday nights for a Saturday night wedding in Pittsfield (about 20 minutes away). The Cabin was as advertised -- and conveniently located (i.e., within walking distance) to groceries and nightlife (Casey's Caboose!
                                …see more

                                Price per night from

                                $178

                                Price per night from

                                $178

                                (1) Excellent 

                                  20

                                  Hideaway Chalet Comfort for 24 close to ski slopes walk to restaurants HOT TUB

                                  Vermont / Killington

                                  Killington house

                                  8 24 2 nights min

                                  • 8 bedrooms
                                  • sleeps 24
                                  • 2 nights min
                                  • Child Friendly
                                  • Private garden

                                  Price per night from

                                  $1,008

                                  Price per night from

                                  $1,008

                                    28

                                    Mt Green 2-E06

                                    Vermont / Killington

                                    Killington house

                                    1 4 min stay varies

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

                                    Price per night from

                                    $121

                                    Responds fast!
                                    avg. 1 hour 22 minutes

                                    Price per night from

                                    $121

                                      19

                                      Luxury Apartment at Slopeside Estate Ski On Ski Off Great Eastern Ski Trail

                                      Vermont / Killington

                                      Killington apartment

                                      1 6 2 nights min

                                      • 1 bedroom
                                      • sleeps 6
                                      • 2 nights min
                                      • Child Friendly
                                      • Pet Friendly

                                      Price per night from

                                      $320

                                      Responds fast!
                                      avg. 3 hours 43 minutes

                                      Price per night from

                                      $320

                                        0

                                        Quaint, dog-friendly condo with resort pool and hot tub, close to skiing!

                                        Vermont / Killington

                                        Killington house

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Car not necessary

                                        Price per night from

                                        $118

                                        Price per night from

                                        $118

                                          45

                                          Ski-themed home close to slopes with a community pool, hot tub & gym!

                                          Vermont / Killington

                                          Killington house

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Swimming pool
                                          • Child Friendly
                                          • Car not necessary

                                          Price per night from

                                          $90

                                          Responds fast!
                                          avg. 3 hours 33 minutes

                                          Price per night from

                                          $90

                                          (6) Excellent 

                                            24

                                            Killington - BOOK NOW FOR WOMENS WORLD CUP THANKSGIVING WEEKEND

                                            Vermont / Killington

                                            Killington condo

                                            2 6 2 nights min

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

                                            Price per night from

                                            $229

                                            Responds fast!
                                            avg. 1 hour 45 minutes

                                            Price per night from

                                            $229

                                              28

                                              Mt Green 3-C08

                                              Vermont / Killington

                                              Killington house

                                              1 4 min stay varies

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

                                              Price per night from

                                              $121

                                              Responds fast!
                                              avg. 1 hour 22 minutes

                                              Price per night from

                                              $121

                                              (1) Excellent 

                                                28

                                                Mt Green 1-B09

                                                Vermont / Killington

                                                Killington house

                                                1 4 min stay varies

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

                                                Price per night from

                                                $121

                                                Responds fast!
                                                avg. 1 hour 22 minutes

                                                Price per night from

                                                $121

                                                  42

                                                  Dog-friendly condo w/ shared pool, hot tub & more, easy ski access - dogs ok!

                                                  Vermont / Killington

                                                  Killington house

                                                  3 9 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 9
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Car not necessary

                                                  Price per night from

                                                  $123

                                                  Responds fast!
                                                  avg. 3 hours 33 minutes

                                                  Price per night from

                                                  $123

                                                    24

                                                    Sunrise - Northstar B-1

                                                    Vermont / Killington

                                                    Killington house

                                                    5 10 min stay varies

                                                    • 5 bedrooms
                                                    • sleeps 10
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Car not necessary

                                                    Price per night from

                                                    $518

                                                    Price per night from

                                                    $518

                                                      54

                                                      Aspen Gondola House

                                                      Vermont / Killington

                                                      Killington house

                                                      6 14 min stay varies

                                                      • 6 bedrooms
                                                      • sleeps 14
                                                      • min stay varies
                                                      • Child Friendly

                                                      Price per night from

                                                      $361

                                                      Responds fast!
                                                      avg. 1 hour 22 minutes

                                                      Price per night from

                                                      $361

                                                        26

                                                        LUXURY 6 bedrooms-6.5 bath The Mountainside House - SKi OFF in Killington!

                                                        Vermont / Killington

                                                        Killington house

                                                        6 16 2 nights min

                                                        • 6 bedrooms
                                                        • sleeps 16
                                                        • 2 nights min
                                                        • Child Friendly
                                                        • Air conditioning
                                                        • Pet Friendly

                                                        Price per night from

                                                        $1,650

                                                        Responds fast!
                                                        avg. 3 hours 43 minutes

                                                        Price per night from

                                                        $1,650

                                                          30

                                                          Mt Green 3-D10

                                                          Vermont / Killington

                                                          Killington house

                                                          4 10 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 10
                                                          • min stay varies
                                                          • Child Friendly

                                                          Price per night from

                                                          $286

                                                          Responds fast!
                                                          avg. 1 hour 22 minutes

                                                          Price per night from

                                                          $286

                                                          (4) Very Good 

                                                            16

                                                            ☆ SKI ON & OFF! ☆ Luxury Trailside Condo! NEW Steam Shower, Hot Tub, Pool

                                                            Vermont / Killington

                                                            Killington condo

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Ski
                                                            • Child Friendly
                                                            “First Family Ski Trip with the Kids” I have a 4 year old and an 11 month old and neither my wife nor I had been skiing since both kids were born. Our eldest was ready for his first skiing vacation and Killington was a great spot since they have a gre
                                                            …see more

                                                            Price per night from

                                                            $172

                                                            Responds fast!
                                                            avg. 58 minutes

                                                            Price per night from

                                                            $172

                                                              41

                                                              Townhome near ski slopes w/ shared hot tub, pool & private sauna!

                                                              Vermont / Killington

                                                              Killington house

                                                              2 6 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Car not necessary

                                                              Price per night from

                                                              $250

                                                              Price per night from

                                                              $250

                                                                30

                                                                Sunrise - Timberline L-1

                                                                Vermont / Killington

                                                                Killington house

                                                                3 12 min stay varies

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

                                                                Price per night from

                                                                $292

                                                                Responds fast!
                                                                avg. 1 hour 22 minutes

                                                                Price per night from

                                                                $292

                                                                  24

                                                                  Mt Green 2-C06

                                                                  Vermont / Killington

                                                                  Killington house

                                                                  1 4 min stay varies

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

                                                                  Price per night from

                                                                  $121

                                                                  Responds fast!
                                                                  avg. 1 hour 22 minutes

                                                                  Price per night from

                                                                  $121

                                                                    17

                                                                    Beautiful Ski home unit at Sunrise in Killington

                                                                    Vermont / Killington

                                                                    Killington house

                                                                    4 12 2 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 12
                                                                    • 2 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $440

                                                                    Responds fast!
                                                                    avg. 3 hours 43 minutes

                                                                    Price per night from

                                                                    $440

                                                                      4

                                                                      Ski Killington, Pico, Snow Mobile, Summer Fun

                                                                      Vermont / Killington

                                                                      Killington house

                                                                      5 12 3 nights min

                                                                      • 5 bedrooms
                                                                      • sleeps 12
                                                                      • 3 nights min
                                                                      • Child Friendly
                                                                      • Private garden

                                                                      Price per night from

                                                                      $573

                                                                      Responds fast!
                                                                      avg. 1 hour 12 minutes

                                                                      Price per night from

                                                                      $573

                                                                        0

                                                                        Ski-in/ski-out condo with views & access to a pool, hot tubs, a gym, and tennis!

                                                                        Vermont / Killington

                                                                        Killington house

                                                                        3 4 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 4
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Car not necessary

                                                                        Price per night from

                                                                        $111

                                                                        Responds fast!
                                                                        avg. 3 hours 44 minutes

                                                                        Price per night from

                                                                        $111

                                                                          0

                                                                          Ski-in/ski-out condo w/ shared pool & hot tub - great winter getaway

                                                                          Vermont / Killington

                                                                          Killington house

                                                                          4 12 min stay varies

                                                                          • 4 bedrooms
                                                                          • sleeps 12
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Car not necessary

                                                                          Price per night from

                                                                          $142

                                                                          Price per night from

                                                                          $142

                                                                            28

                                                                            Premier Ski-in / Ski-out - 3 Bed, Sunrise Mountain

                                                                            Vermont / Killington

                                                                            Killington apartment

                                                                            3 10 2 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 10
                                                                            • 2 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $745

                                                                            Price per night from

                                                                            $745

                                                                              27

                                                                              Luxury Trailside Village Three Bedroom #6 SkiOnSkiOff Great Eastern Ski Trai!

                                                                              Vermont / Killington

                                                                              Killington apartment

                                                                              3 10 2 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 10
                                                                              • 2 nights min
                                                                              • Child Friendly
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $400

                                                                              Responds fast!
                                                                              avg. 3 hours 43 minutes

                                                                              Price per night from

                                                                              $400

                                                                              About Killington

                                                                              As one of the most popular ski destinations on the East coast, Killington, VT boasts natural beauty, cosmopolitan dining and shopping, and great slopes. During the winter, visitors can take part in outdoor activities such as skiing, snowmobiling, and snowboarding. However, Killington is also a great four-season getaway. When the snow melts, the city transforms into the ideal place for hiking, biking, and golfing on two PGA courses. With plenty of arts, culture, and entertainment, there is something for everyone to enjoy.

                                                                              Some of the sights you will not want to miss include:

                                                                              • Killington Resort: As the largest ski and snowboard resort in eastern North America and a wintertime haven, this attraction boasts almost 200 trails spanning across seven mountains. Explore Killington's stash, an all-natural terrain park tucked off the shoulder of Skye Peak and available by Skye Peak Express. The stash is one of the only five that exist worldwide, and the only of its kind along the East Coast.
                                                                              • Killington Golf Course: Those visiting Killington during warmer months can play a round of golf here.
                                                                              • McLaughlin Falls: Explore this serene, five-mile bike route that takes riders past beautiful waterfalls. Absorb Vermont's northern charm while looking for covered bridges and family farms along the way.
                                                                              • Killington Music Festival: Those visiting Killington during summer months can enjoy this event. The festival unites young musicians from across the country to perform at various locations in Killington throughout June, July, and August.
                                                                              • Appalachian Trail Adventures: If combining outdoor adventure with relaxation is your thing, then this hiking spa is for you. Go on one of the daily guided hikes through the Green Mountains and indulge in a revitalizing treatment afterwards.
                                                                              • Pickle Barrel Night Club: Affectionately known as "the house that rocks Killington," this music venue showcases the best bands on tour in the East. The complex is three levels, has four bars, and two stages.

                                                                              With your vacation rental nestled along the foothills of Killington Mountain, walk just minutes to the shuttles that will whisk you to the gondola in no time. Spend your days descending white powder slopes, then retreat home at night and rest near the fireplace of your condo or cabin. Killington Mountain, VT is a destination that offers something for everyone no matter what the season. Whether you are skiing Killington in winter, hiking the trails in summer, or relaxing at a Killington spa in the fall, visitors will find this area a place they will want to return to again and again.