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177 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

    $264

    Responds fast!
    avg. 33 minutes

    Price per night from

    $264

    (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 12.47 km from Pittsford

      (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

        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

          $131

          Price per night from

          $131

          Distance approx 18.61 km from Pittsford

          (11) Excellent 

            18

            Pond Mountain Inn: Garden Cottage

            Vermont / Wells

            Wells cottage

            2 5 2 nights min

            • 2 bedrooms
            • sleeps 5
            • 2 nights min
            • Nearest beach 6 mi
            • Ask about children
            • Air conditioning
            “Relaxing and cozy” My husband and I stayed here on our honeymoon, and the barn was a great get-away. It was clean, with great high ceilings, nice wood floors, a full kitchen, a nice living room with tv and books. Our host and hostess at the main B&B
            …see more

            Price per night from

            $228

            Price per night from

            $228

            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

              $137

              Responds fast!
              avg. 38 minutes

              Price per night from

              $137

              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

                $247

                Responds fast!
                avg. 3 hours 54 minutes

                Price per night from

                $247

                Distance approx 18.9 km from Pittsford

                (2) Excellent 

                  59

                  Red Acre Cottage in the Green Mountains of Vermont

                  Vermont / Hancock

                  Hancock house

                  2 6 2 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 2 nights min
                  • Child Friendly
                  • Pet Friendly
                  • Private garden

                  Price per night from

                  $144

                  Responds fast!
                  avg. 15 minutes

                  Price per night from

                  $144

                  Distance approx 12.99 km from Pittsford

                    32

                    Private Green Mountain get-away with pond

                    Vermont / Ripton

                    Ripton house

                    3 6 min stay varies

                    • 3 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Child Friendly
                    • Private garden

                    Price per night from

                    $229

                    Responds fast!
                    avg. 2 hours 11 minutes

                    Price per night from

                    $229

                    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 min stay varies

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

                      Price per night from

                      $287

                      Responds fast!
                      avg. 2 hours 58 minutes

                      Price per night from

                      $287

                      Distance approx 12.43 km from Pittsford

                        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

                        Distance approx 14.23 km from Pittsford

                        (1) Excellent 

                          24

                          'Serenity at Sunrise' Townhome by Bear Mountain!

                          Vermont / Killington

                          Killington house

                          3 6 min stay varies

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

                          Price per night from

                          $287

                          Responds fast!
                          avg. 37 minutes

                          Price per night from

                          $287

                          Distance approx 14.15 km from Pittsford

                            17

                            Beautiful Ski home unit at Sunrise in Killington

                            Vermont / Killington

                            Killington house

                            4 12 min stay varies

                            • 4 bedrooms
                            • sleeps 12
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Pet Friendly

                            Price per night from

                            $440

                            Responds fast!
                            avg. 3 hours 43 minutes

                            Price per night from

                            $440

                            Distance approx 11.34 km from Pittsford

                              14

                              VERMONT WATERFRONT CABIN 2 BEDROOM

                              Vermont / Bomoseen

                              Bomoseen house

                              3 4 7 nights min

                              • 3 bedrooms
                              • sleeps 4
                              • 7 nights min
                              • Child Friendly
                              • Private garden

                              Price per night from

                              $147

                              Price per night from

                              $147

                              Distance approx 15.5 km from Pittsford

                                24

                                Cozy Apt Near Killington Ski Area & Sugarbush Farm

                                Vermont / Bridgewater

                                Bridgewater apartment

                                3 9 min stay varies

                                • 3 bedrooms
                                • sleeps 9
                                • min stay varies
                                • Ski
                                • Child Friendly

                                Price per night from

                                $178

                                Responds fast!
                                avg. 47 minutes

                                Price per night from

                                $178

                                Distance approx 7.5 km from Pittsford Show on Map

                                  25

                                  ROSE'S COZY MOUNTAINVIEW -A & -B-

                                  Vermont / Mendon

                                  Mendon house

                                  4 12 min stay varies

                                  • 4 bedrooms
                                  • sleeps 12
                                  • min stay varies
                                  • Nearest beach 30 mi
                                  • Child Friendly
                                  • Private garden

                                  Price per night from

                                  $146

                                  Price per night from

                                  $146

                                  Distance approx 14.21 km from Pittsford

                                    25

                                    The "76" House off Great Eastern Ski Trail - Luxury Slopeside Home.

                                    Vermont / Killington

                                    Killington house

                                    4 14 2 nights min

                                    • 4 bedrooms
                                    • sleeps 14
                                    • 2 nights min
                                    • Child Friendly
                                    • Pet Friendly

                                    Price per night from

                                    $1,100

                                    Responds fast!
                                    avg. 3 hours 43 minutes

                                    Price per night from

                                    $1,100

                                    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 min stay varies

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

                                      Price per night from

                                      $338

                                      Price per night from

                                      $338

                                      Distance approx 7.39 km from Pittsford Show on Map

                                      (1) Excellent 

                                        15

                                        The Little House Vermont

                                        Vermont / Brandon

                                        Brandon house

                                        1 4 2 nights min

                                        • 1 bedroom
                                        • sleeps 4
                                        • 2 nights min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 18 mi
                                        • Air conditioning

                                        Price per night from

                                        $171

                                        Price per night from

                                        $171

                                        Distance approx 14.16 km from Pittsford

                                          35

                                          The Matterhorn House - Ski On Ski Off - Great Eastern Ski Trail - Luxury.

                                          Vermont / Killington

                                          Killington house

                                          4 16 2 nights min

                                          • 4 bedrooms
                                          • sleeps 16
                                          • 2 nights min
                                          • Child Friendly
                                          • Pet Friendly

                                          Price per night from

                                          $790

                                          Responds fast!
                                          avg. 3 hours 43 minutes

                                          Price per night from

                                          $790

                                          Distance approx 9.51 km from Pittsford

                                            38

                                            Pico Resort Slopeside Condo, Killington Vermont

                                            Vermont / Killington

                                            Killington condo

                                            2 6 2 nights min

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

                                            Price per night from

                                            $144

                                            Price per night from

                                            $144

                                            Distance approx 14.28 km from Pittsford

                                            (1) Excellent 

                                              25

                                              Serenity at Sunrise

                                              Vermont / Killington

                                              Killington hotel apartment

                                              3 6 3 nights min

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

                                              Price per night from

                                              $430

                                              Responds fast!
                                              avg. 3 hours 41 minutes

                                              Price per night from

                                              $430

                                              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

                                                $201

                                                Price per night from

                                                $201

                                                Distance approx 14.1 km from Pittsford

                                                  20

                                                  Luxury One Bedroom Condominium #7 SkiOnSkiOff 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

                                                  $420

                                                  Responds fast!
                                                  avg. 3 hours 43 minutes

                                                  Price per night from

                                                  $420

                                                  Distance approx 12.47 km from Pittsford

                                                    24

                                                    Mt Green 1-A8

                                                    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

                                                    $169

                                                    Responds fast!
                                                    avg. 3 hours 2 minutes

                                                    Price per night from

                                                    $169

                                                    Distance approx 12.43 km from Pittsford

                                                      28

                                                      Mountain Green Recently Updated 1 BR Condo Across The Street From Snowshed Lodge

                                                      Vermont / Killington

                                                      Killington condo

                                                      1 4 2 nights min

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

                                                      Price per night from

                                                      $247

                                                      Responds fast!
                                                      avg. 1 hour 20 minutes

                                                      Price per night from

                                                      $247

                                                      Distance approx 12.36 km from Pittsford

                                                        31

                                                        The Top Star House in Downtown Killington - Vermont! Luxury Property

                                                        Vermont / Killington

                                                        Killington house

                                                        7 16 2 nights min

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

                                                        Price per night from

                                                        $1,100

                                                        Responds fast!
                                                        avg. 3 hours 43 minutes

                                                        Price per night from

                                                        $1,100

                                                        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

                                                          $1,088

                                                          Price per night from

                                                          $1,088

                                                          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

                                                            $229

                                                            Responds fast!
                                                            avg. 47 minutes

                                                            Price per night from

                                                            $229

                                                            Distance approx 14.32 km from Pittsford

                                                              24

                                                              Sunrise - Timberline L-1

                                                              Vermont / Killington

                                                              Killington house

                                                              3 12 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 12
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Car not necessary
                                                              • Pet Friendly

                                                              Price per night from

                                                              $386

                                                              Price per night from

                                                              $386

                                                              Distance approx 13.91 km from Pittsford

                                                                28

                                                                Luxury Slopeside Estate Ski On Ski Off - Great Eastern Ski Trail

                                                                Vermont / Killington

                                                                Killington house

                                                                5 16 min stay varies

                                                                • 5 bedrooms
                                                                • sleeps 16
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Pet Friendly

                                                                Price per night from

                                                                $990

                                                                Responds fast!
                                                                avg. 3 hours 43 minutes

                                                                Price per night from

                                                                $990

                                                                Distance approx 12.49 km from Pittsford

                                                                  24

                                                                  Mt Green 2-F9

                                                                  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

                                                                  $160

                                                                  Responds fast!
                                                                  avg. 3 hours 40 minutes

                                                                  Price per night from

                                                                  $160

                                                                  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

                                                                    $516

                                                                    Price per night from

                                                                    $516

                                                                    Distance approx 12.99 km from Pittsford

                                                                      13

                                                                      Fall Line Condo 3B/3B off Killington Mountain in Killington.

                                                                      Vermont / Killington

                                                                      Killington condo

                                                                      3 8 2 nights min

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

                                                                      Price per night from

                                                                      $520

                                                                      Responds fast!
                                                                      avg. 3 hours 43 minutes

                                                                      Price per night from

                                                                      $520

                                                                      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

                                                                        $224

                                                                        Price per night from

                                                                        $224

                                                                        Distance approx 12.43 km from Pittsford

                                                                          4

                                                                          Mt Green 3-E9

                                                                          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

                                                                          $218

                                                                          Responds fast!
                                                                          avg. 3 hours 2 minutes

                                                                          Price per night from

                                                                          $218

                                                                          Distance approx 15.5 km from Pittsford

                                                                            24

                                                                            NEW! 3BR Bridgewater Corners Apartment w/ Balcony!

                                                                            Vermont / Bridgewater

                                                                            Bridgewater apartment

                                                                            3 9 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 9
                                                                            • min stay varies
                                                                            • Ski
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $184

                                                                            Responds fast!
                                                                            avg. 47 minutes

                                                                            Price per night from

                                                                            $184

                                                                            Distance approx 12.19 km from Pittsford

                                                                              24

                                                                              Luxury Topridge Unit 15A off Bear Mountain in Killington.

                                                                              Vermont / Killington

                                                                              Killington apartment

                                                                              4 12 2 nights min

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

                                                                              Price per night from

                                                                              $1,000

                                                                              Responds fast!
                                                                              avg. 3 hours 43 minutes

                                                                              Price per night from

                                                                              $1,000