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235 Houses

    34

    NEW! Idyllic Pittsford House w/Views of Killington

    Vermont / Pittsford

    Pittsford house

    7 16 min stay varies

    • 7 bedrooms
    • sleeps 16
    • min stay varies
    • Ski
    • Child Friendly
    • Air conditioning

    Price per night from

    $458

    Responds fast!
    avg. 39 minutes

    Price per night from

    $458

    (1) Excellent 

      27

      Unique Luxury Church near Killington - sleeps 10!

      Vermont / Pittsford

      Pittsford house

      3 10 2 nights min

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

      Price per night from

      $258

      Price per night from

      $258

      Great rentals within 20 miles that match your search

      Distance approx 12.8 km from Pittsford

        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

        $285

        Responds fast!
        avg. 2 hours 58 minutes

        Price per night from

        $285

        Distance approx 16.43 km from Pittsford

          4

          The I.B. Munson House Inn - Bedroom 3

          Vermont / Wallingford

          Wallingford b and b

          1 2 2 nights min

          • 1 bedroom
          • sleeps 2
          • 2 nights min

          Price per night from

          $223

          Price per night from

          $223

          Distance approx 12.47 km from Pittsford

            24

            Mt Green 1-C8 ~ RA80777

            Vermont / Killington

            Killington apartment

            1 4 min stay varies

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

            Price per night from

            $160

            Price per night from

            $160

            Distance approx 12.43 km from Pittsford

              24

              Mt Green 3-D10

              Vermont / Killington

              Killington apartment

              4 10 min stay varies

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

              Price per night from

              $374

              Price per night from

              $374

              Distance approx 19.61 km from Pittsford

                24

                NEW! 'Southgate Healing' Apt w/Views by Killington

                Vermont / Bridgewater Corners

                Bridgewater Corners apartment

                1 4 min stay varies

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

                Price per night from

                $217

                Responds fast!
                avg. 19 minutes

                Price per night from

                $217

                Distance approx 18.19 km from Pittsford

                  23

                  Organic Farm, House, Barn Event Rental

                  Vermont / Hancock

                  Hancock farmhouse

                  10 20 2 nights min

                  • 10 bedrooms
                  • sleeps 20
                  • 2 nights min
                  • Ski
                  • Child Friendly

                  Price per night from

                  $1,083

                  Price per night from

                  $1,083

                  Distance approx 12.11 km from Pittsford

                    30

                    Swiss Chalet 8-Bdrooms_6 F-Bathrooms X-Mass *Grps 5+

                    Vermont / Killington

                    Killington chalet

                    8 22 min stay varies

                    • 8 bedrooms
                    • sleeps 22
                    • min stay varies
                    • Swimming pool
                    • Child Friendly
                    • Private garden

                    Price per night from

                    $257

                    Price per night from

                    $257

                    Distance approx 11.4 km from Pittsford

                      8

                      VERMONT WATERFRONT CABIN - 3 Bedroom

                      Vermont / Bomoseen

                      Bomoseen cottage

                      3 6 7 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 7 nights min
                      • Child Friendly

                      Price per night from

                      $147

                      Price per night from

                      $147

                      Distance approx 18.42 km from Pittsford

                        24

                        Hakuna Matata

                        Vermont / Bridgewater

                        Bridgewater house

                        3 6 min stay varies

                        • 3 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Car not necessary
                        • Pet Friendly

                        Price per night from

                        $198

                        Price per night from

                        $198

                        Distance approx 12.49 km from Pittsford

                          24

                          Mt Green 2-F6

                          Vermont / Killington

                          Killington apartment

                          1 4 min stay varies

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

                          Price per night from

                          $168

                          Price per night from

                          $168

                          Distance approx 14.27 km from Pittsford

                            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

                            $741

                            Price per night from

                            $741

                            Distance approx 11.99 km from Pittsford

                            (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

                              $1,003

                              Price per night from

                              $1,003

                              Distance approx 11.68 km from Pittsford

                                24

                                Woods Townhouse A2

                                Vermont / Killington

                                Killington townhouse

                                3 6 min stay varies

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

                                Price per night from

                                $345

                                Price per night from

                                $345

                                Distance approx 9.51 km from Pittsford

                                  25

                                  NEW! Rustic Ski-in Killington Condo w/Pool Access!

                                  Vermont / Killington

                                  Killington condo

                                  2 6 min stay varies

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

                                  Price per night from

                                  $228

                                  Responds fast!
                                  avg. 19 minutes

                                  Price per night from

                                  $228

                                  Distance approx 12.11 km from Pittsford

                                    31

                                    Log Cabin-5 Bd & 2F-Bath_50% Off X-Mass Grps 5+

                                    Vermont / Killington

                                    Killington house

                                    7 16 2 nights min

                                    • 7 bedrooms
                                    • sleeps 16
                                    • 2 nights min
                                    • Swimming pool
                                    • Child Friendly
                                    • Private garden

                                    Price per night from

                                    $371

                                    Price per night from

                                    $371

                                    Distance approx 10.98 km from Pittsford

                                      24

                                      Sweet Life ( 3-Bedroom Chalet )

                                      Vermont / Pittsfield

                                      Pittsfield chalet

                                      3 20 min stay varies

                                      • 3 bedrooms
                                      • sleeps 20
                                      • min stay varies
                                      • Child Friendly
                                      • Car not necessary
                                      • Pet Friendly

                                      Price per night from

                                      $395

                                      Price per night from

                                      $395

                                      Distance approx 9.26 km from Pittsford

                                        15

                                        Aspen Gondola House

                                        Vermont / Killington

                                        Killington house

                                        6 14 min stay varies

                                        • 6 bedrooms
                                        • sleeps 14
                                        • min stay varies
                                        • Child Friendly
                                        • Car not necessary
                                        • Pet Friendly

                                        Price per night from

                                        $475

                                        Price per night from

                                        $475

                                        Distance approx 12.43 km from Pittsford

                                          24

                                          Mt Green 3-C4

                                          Vermont / Killington

                                          Killington apartment

                                          2 8 min stay varies

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

                                          Price per night from

                                          $217

                                          Price per night from

                                          $217

                                          Distance approx 12.11 km from Pittsford

                                            16

                                            Log Cabin-2 Bd_2 F-Bathrooms_ X-Mass Grps 2+*

                                            Vermont / Killington

                                            Killington house

                                            2 8 2 nights min

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

                                            Price per night from

                                            $228

                                            Price per night from

                                            $228

                                            Distance approx 12.47 km from Pittsford

                                              24

                                              Mt Green 1-B9

                                              Vermont / Killington

                                              Killington apartment

                                              1 4 min stay varies

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

                                              Price per night from

                                              $159

                                              Price per night from

                                              $159

                                              Distance approx 7.34 km from Pittsford Show on Map

                                                9

                                                Modern Country in Vermont

                                                Vermont / Rutland

                                                Rutland apartment

                                                1 2 2 nights min

                                                • 1 bedroom
                                                • sleeps 2
                                                • 2 nights min
                                                • Beach / lakeside relaxation
                                                • Ski

                                                Price per night from

                                                $200

                                                Price per night from

                                                $200

                                                Distance approx 14.01 km from Pittsford

                                                  33

                                                  NEW! 4-Season Stockbridge Home-Fireplace & Deck!

                                                  Vermont / Stockbridge

                                                  Stockbridge house

                                                  6 16 min stay varies

                                                  • 6 bedrooms
                                                  • sleeps 16
                                                  • min stay varies
                                                  • Ski
                                                  • Child Friendly

                                                  Price per night from

                                                  $365

                                                  Responds fast!
                                                  avg. 19 minutes

                                                  Price per night from

                                                  $365

                                                  Distance approx 8.21 km from Pittsford Show on Map

                                                    26

                                                    Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

                                                    Vermont / Brandon

                                                    Brandon house

                                                    3 6 5 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 5 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 10 mi
                                                    • Child Friendly

                                                    Price per night from

                                                    $245

                                                    Price per night from

                                                    $245

                                                    Distance approx 14.14 km from Pittsford

                                                      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

                                                      $516

                                                      Price per night from

                                                      $516

                                                      Distance approx 11.44 km from Pittsford

                                                        21

                                                        Woods Resort Village #10

                                                        Vermont / Killington

                                                        Killington apartment

                                                        2 6 min stay varies

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

                                                        Price per night from

                                                        $226

                                                        Price per night from

                                                        $226

                                                        Distance approx 13.92 km from Pittsford

                                                          16

                                                          Hawks View Chalet

                                                          Vermont / Stockbridge

                                                          Stockbridge house

                                                          4 10 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 10
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Car not necessary

                                                          Price per night from

                                                          $435

                                                          Price per night from

                                                          $435

                                                          Distance approx 9.26 km from Pittsford

                                                            23

                                                            Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

                                                            Vermont / Killington

                                                            Killington house

                                                            4 12 2 nights min

                                                            • 4 bedrooms
                                                            • sleeps 12
                                                            • 2 nights min
                                                            • Ski
                                                            • Child Friendly
                                                            • Private garden

                                                            Price per night from

                                                            $513

                                                            Price per night from

                                                            $513

                                                            Distance approx 12.47 km from Pittsford

                                                              24

                                                              Mt Green 1-B2

                                                              Vermont / Killington

                                                              Killington apartment

                                                              2 6 min stay varies

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

                                                              Price per night from

                                                              $226

                                                              Price per night from

                                                              $226

                                                              Distance approx 16.43 km from Pittsford

                                                                4

                                                                The I.B. Munson House Inn - Bedroom 1

                                                                Vermont / Wallingford

                                                                Wallingford b and b

                                                                1 2 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 2 nights min

                                                                Price per night from

                                                                $223

                                                                Price per night from

                                                                $223

                                                                Distance approx 16.43 km from Pittsford

                                                                  4

                                                                  The I.B. Munson House Inn - All Bedrooms

                                                                  Vermont / Wallingford

                                                                  Wallingford b and b

                                                                  4 8 2 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • 2 nights min
                                                                  • Air conditioning
                                                                  • Private garden

                                                                  Price per night from

                                                                  $713

                                                                  Price per night from

                                                                  $713

                                                                  Distance approx 14.45 km from Pittsford

                                                                  (1) Excellent 

                                                                    54

                                                                    The Lodges Bear Mountain Luxury ski-on/ski-off 3 bed 3 Bath LOW RATES-Mar/Apr

                                                                    Vermont / Killington

                                                                    Killington condo

                                                                    3 8 3 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • 3 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $337

                                                                    Price per night from

                                                                    $337

                                                                    Distance approx 9.53 km from Pittsford

                                                                      18

                                                                      Pico Village Resort H304

                                                                      Vermont / Killington

                                                                      Killington condo

                                                                      2 8 min stay varies

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

                                                                      Price per night from

                                                                      $245

                                                                      Price per night from

                                                                      $245

                                                                      Distance approx 7.39 km from Pittsford Show on Map

                                                                      (5) Excellent 

                                                                        27

                                                                        The Little House Vermont

                                                                        Vermont / Brandon

                                                                        Brandon cottage

                                                                        1 4 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • min stay varies
                                                                        • Nearest beach 1 mi
                                                                        • Air conditioning
                                                                        • Private garden

                                                                        Price per night from

                                                                        $136

                                                                        Responds fast!
                                                                        avg. 56 minutes

                                                                        Price per night from

                                                                        $136

                                                                        Distance approx 11.89 km from Pittsford

                                                                          23

                                                                          Suites at killington Center

                                                                          Vermont / Killington

                                                                          Killington condo

                                                                          2 6 2 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 2 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $342

                                                                          Price per night from

                                                                          $342

                                                                          Distance approx 12.42 km from Pittsford

                                                                            24

                                                                            Mt Green 3-B15

                                                                            Vermont / Killington

                                                                            Killington apartment

                                                                            1 5 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 5
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Car not necessary

                                                                            Price per night from

                                                                            $168

                                                                            Price per night from

                                                                            $168

                                                                            Distance approx 19.17 km from Pittsford

                                                                              25

                                                                              Upper unit of Chalet, minutes to Killington, Okemo or Woodstock

                                                                              Vermont / Plymouth

                                                                              Plymouth house

                                                                              2 6 2 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • 2 nights min
                                                                              • Nearest beach 1 mi
                                                                              • Child Friendly
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $399

                                                                              Price per night from

                                                                              $399