Petersburg Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

56 Houses

    6

    Beautiful Vacation Home on a Private Lake

    New York / Petersburg

    Petersburg house

    3 7 7 nights min

    • 3 bedrooms
    • sleeps 7
    • 7 nights min
    • Beach / lakeside relaxation
    • Child Friendly

    Price per night from

    $245

    Price per night from

    $245

      68

      The Lodge at Fox Hollow

      New York / Petersburg

      Petersburg house

      2 7 2 nights min

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

      Price per night from

      $298

      Price per night from

      $298

      Great rentals within 20 miles that match your search

      Distance approx 19.4 km from Petersburg

        31

        Big Beautiful 7 bedroom 3 bath hot tub pool table

        Berkshires / Pittsfield

        Pittsfield house

        7 18 2 nights min

        • 7 bedrooms
        • sleeps 18
        • 2 nights min
        • Child Friendly
        • Ask about pets

        Price per night from

        $344

        Price per night from

        $344

        Distance approx 13.95 km from Petersburg

        (3) Very Good 

          14

          2200sf Country House on 16 Acres-2 Miles to Jiminy

          Berkshires / Hancock

          Hancock house

          4 9 2 nights min

          • 4 bedrooms
          • sleeps 9
          • 2 nights min
          • Child Friendly
          • Pet Friendly
          “Great house Jiminy Peak” We (family of 4) stayed a weekend in January 2010 with friends (family of 5). It is a great house, perfect location and the owner is really great to deal with. Highly recommended for everyone with kids. easy drive to the slope
          …see more

          Price per night from

          $258

          Price per night from

          $258

          Distance approx 15.54 km from Petersburg

            23

            The Dacha: Summer/Skiing House in the Berkshires

            New York / Treadwell

            Treadwell apartment

            2 6 3 nights min

            • 2 bedrooms
            • sleeps 6
            • 3 nights min
            • Child Friendly
            • Pet Friendly

            Price per night from

            $264

            Price per night from

            $264

            Distance approx 13.67 km from Petersburg

              14

              Christmas in The Berkshires

              Berkshires / Hancock

              Hancock condo

              1 4 2 nights min

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

              Price per night from

              $258

              Price per night from

              $258

              Distance approx 12.42 km from Petersburg

              (2) Excellent 

                41

                Apartment walking distance to Mass MoCa!!

                Berkshires / North Adams

                North Adams apartment

                2 10 min stay varies

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

                Price per night from

                $201

                Price per night from

                $201

                Distance approx 14.17 km from Petersburg

                  24

                  Cozy Jiminy Peak Area Condo w/Patio & Pool Access!

                  Berkshires / Hancock

                  Hancock apartment

                  2 6 min stay varies

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

                  Price per night from

                  $212

                  Responds fast!
                  avg. 33 minutes

                  Price per night from

                  $212

                  Distance approx 7.84 km from Petersburg

                    20

                    Karin's Place

                    Green Mountains / Bennington

                    Bennington house

                    7 30 2 nights min

                    • 7 bedrooms
                    • sleeps 30
                    • 2 nights min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $1,546

                    Price per night from

                    $1,546

                    Distance approx 14.18 km from Petersburg

                    (1) Excellent 

                      21

                      Lake House in Berkshires

                      Berkshires / North Adams

                      North Adams cottage

                      1 2 2 nights min

                      • 1 bedroom
                      • sleeps 2
                      • 2 nights min

                      Price per night from

                      $121

                      Price per night from

                      $121

                      Distance approx 17.26 km from Petersburg

                        7

                        "The Barn" on Tower Mountain

                        Berkshires / Hancock

                        Hancock house

                        2 5 2 nights min

                        • 2 bedrooms
                        • sleeps 5
                        • 2 nights min

                        Price per night from

                        $172

                        Price per night from

                        $172

                        Distance approx 7.99 km from Petersburg

                          17

                          House On Main Street

                          Berkshires / Williamstown

                          Williamstown house

                          4 16 2 nights min

                          • 4 bedrooms
                          • sleeps 16
                          • 2 nights min
                          • Child Friendly
                          • Car not necessary
                          • Air conditioning

                          Price per night from

                          $573

                          Responds fast!
                          avg. 1 hour 19 minutes

                          Price per night from

                          $573

                          Distance approx 18.84 km from Petersburg

                          (5) Excellent 

                            31

                            Berkshires Waterfront Lakehouse Sanctuary

                            Berkshires / Lanesboro

                            Lanesboro house

                            3 6 2 nights min

                            • 3 bedrooms
                            • sleeps 6
                            • 2 nights min
                            • Beach / lakeside relaxation
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $224

                            Responds fast!
                            avg. 3 hours 29 minutes

                            Price per night from

                            $224

                            Distance approx 13.28 km from Petersburg

                            (1) Excellent 

                              26

                              Whitman Woods - A Berkshire Vacation

                              Berkshires / Hancock

                              Hancock house

                              4 8 1 night min

                              • 4 bedrooms
                              • sleeps 8
                              • 1 night min
                              • Child Friendly
                              • Private garden

                              Price per night from

                              $115

                              Price per night from

                              $115

                              Distance approx 16.01 km from Petersburg

                              (17) Excellent 

                                10

                                Stone School Cottage

                                Berkshires / Lanesboro

                                Lanesboro cottage

                                2 5 2 nights min

                                • 2 bedrooms
                                • sleeps 5
                                • 2 nights min
                                • Child Friendly
                                • Air conditioning
                                • Private garden
                                “A wonderful experience” My parents really enjoyed their stay. They said everything was wonderful. It is a very charming and has wonderful history. They really thought the baby horses playing in the field across the street was an over the top touch.
                                …see more

                                Price per night from

                                $178

                                Responds fast!
                                avg. 2 hours 42 minutes

                                Price per night from

                                $178

                                Distance approx 12.66 km from Petersburg

                                  37

                                  3 BR apartment, walking distance to Mass MoCa

                                  Berkshires / North Adams

                                  North Adams apartment

                                  3 15 min stay varies

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

                                  Price per night from

                                  $212

                                  Price per night from

                                  $212

                                  Distance approx 13.75 km from Petersburg

                                  (2) Excellent 

                                    16

                                    PanoramicView1000 sq ft Guest Quarters Berkshires

                                    Berkshires / Hancock

                                    Hancock cottage

                                    1 6 2 nights min

                                    • 1 bedroom
                                    • sleeps 6
                                    • 2 nights min
                                    • Child Friendly
                                    • Air conditioning
                                    • Ask about pets

                                    Price per night from

                                    $166

                                    Price per night from

                                    $166

                                    Distance approx 13.41 km from Petersburg

                                      7

                                      Berkshires Cottage Country Retreat

                                      New York / Stephentown

                                      Stephentown cottage

                                      3 6 2 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 2 nights min
                                      • Private garden

                                      Price per night from

                                      $189

                                      Responds fast!
                                      avg. 2 hours 19 minutes

                                      Price per night from

                                      $189

                                      Distance approx 15.95 km from Petersburg

                                        28

                                        Gorgeous Newly Renovated Victorian with an Amazing treehouse and playground

                                        New York / Troy

                                        Troy house

                                        4 8 2 nights min

                                        • 4 bedrooms
                                        • sleeps 8
                                        • 2 nights min
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $258

                                        Price per night from

                                        $258

                                        Distance approx 16.01 km from Petersburg

                                        (3) Excellent 

                                          15

                                          Troy, NY - Collar City Hideaway

                                          New York / Troy

                                          Troy apartment

                                          1 2 2 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 2 nights min
                                          • Air conditioning
                                          • Private garden

                                          Price per night from

                                          $75

                                          Responds fast!
                                          avg. 1 hour 6 minutes

                                          Price per night from

                                          $75

                                          Distance approx 13.9 km from Petersburg

                                            6

                                            Thanksgiving week lux condo/4 Berkshires

                                            Berkshires / Williamstown

                                            Williamstown condo

                                            2 4 7 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 7 nights min
                                            • Swimming pool
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $263

                                            Price per night from

                                            $263

                                            Distance approx 16.01 km from Petersburg

                                            (1) Excellent 

                                              18

                                              Troy, NY - Elegant Emma Willard

                                              New York / Troy

                                              Troy apartment

                                              2 6 2 nights min

                                              • 2 bedrooms
                                              • sleeps 6
                                              • 2 nights min
                                              • Beach / lakeside relaxation
                                              • Nearest beach 23 mi
                                              • Child Friendly

                                              Price per night from

                                              $138

                                              Responds fast!
                                              avg. 1 hour 6 minutes

                                              Price per night from

                                              $138

                                              Distance approx 14.78 km from Petersburg

                                                13

                                                Berkshires Summer Rental Beaver Pond Hancock MA

                                                Berkshires / Hancock

                                                Hancock condo

                                                3 6 30 nights min

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

                                                Price per night from

                                                $115

                                                Price per night from

                                                $115

                                                Distance approx 16.34 km from Petersburg

                                                  12

                                                  Olde Judge Mansion B&B

                                                  New York / Troy

                                                  Troy b and b

                                                  5 11 1 night min

                                                  • 5 bedrooms
                                                  • sleeps 11
                                                  • 1 night min
                                                  • Child Friendly

                                                  Price per night from

                                                  $109

                                                  Price per night from

                                                  $109

                                                  Distance approx 16.05 km from Petersburg

                                                    11

                                                    Country Farmhouse with Views

                                                    Green Mountains / Shaftsbury

                                                    Shaftsbury house

                                                    4 6 3 nights min

                                                    • 4 bedrooms
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Child Friendly
                                                    • Air conditioning
                                                    • Private garden

                                                    Price per night from

                                                    $516

                                                    Price per night from

                                                    $516

                                                    Distance approx 14.21 km from Petersburg

                                                      9

                                                      Larger Than Life 1 BR Sleeps 8 Bentley Brook Resort

                                                      Berkshires / Hancock

                                                      Hancock condo

                                                      1 8 3 nights min

                                                      • 1 bedroom
                                                      • sleeps 8
                                                      • 3 nights min
                                                      • Child Friendly

                                                      Price per night from

                                                      $516

                                                      Price per night from

                                                      $516

                                                      Distance approx 15.16 km from Petersburg

                                                        38

                                                        Nestled in the Berkshire Hills, The Manor ensures a joyous experience!

                                                        Berkshires / Adams

                                                        Adams house

                                                        7 14 2 nights min

                                                        • 7 bedrooms
                                                        • sleeps 14
                                                        • 2 nights min
                                                        • Child Friendly
                                                        • Private garden

                                                        Price per night from

                                                        $458

                                                        Price per night from

                                                        $458

                                                        Distance approx 12.39 km from Petersburg

                                                          14

                                                          ROOM walking distance to Mass MoCa

                                                          Berkshires / North Adams

                                                          North Adams apartment

                                                          1 8 min stay varies

                                                          • 1 bedroom
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Pet Friendly

                                                          Price per night from

                                                          $115

                                                          Price per night from

                                                          $115

                                                          Distance approx 16.4 km from Petersburg

                                                          (6) Very Good 

                                                            6

                                                            Mountaintop Cabin w/Waterfront & Amazing View

                                                            Green Mountains / Bennington

                                                            Bennington chalet

                                                            2 6 2 nights min

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • 2 nights min
                                                            • Beach / lakeside relaxation
                                                            • Child Friendly
                                                            • Car not necessary

                                                            Price per night from

                                                            $201

                                                            Price per night from

                                                            $201

                                                            Distance approx 10.96 km from Petersburg

                                                            (1) Very Good 

                                                              4

                                                              Golden Triangle in the Berkshires

                                                              Berkshires / Hancock

                                                              Hancock house

                                                              2 4 2 nights min

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • 2 nights min
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $2,863

                                                              Price per night from

                                                              $2,863

                                                              Distance approx 12.91 km from Petersburg

                                                                20

                                                                Romantic Waterfront Vermont Cottage

                                                                Bennington / North Bennington

                                                                North Bennington house

                                                                1 4 3 nights min

                                                                • 1 bedroom
                                                                • sleeps 4
                                                                • 3 nights min
                                                                • Child Friendly
                                                                • Pet Friendly

                                                                Price per night from

                                                                $188

                                                                Price per night from

                                                                $188

                                                                Distance approx 7.94 km from Petersburg

                                                                  9

                                                                  Cozy farmhouse, walk to campus & town

                                                                  Berkshires / Williamstown

                                                                  Williamstown house

                                                                  2 5 2 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 5
                                                                  • 2 nights min
                                                                  • Child Friendly
                                                                  • Private garden

                                                                  Price per night from

                                                                  $361

                                                                  Price per night from

                                                                  $361

                                                                  Distance approx 14.16 km from Petersburg

                                                                    24

                                                                    Ski in Ski Out, Summer fun, Wyndham Bentley Brook

                                                                    Berkshires / Hancock

                                                                    Hancock condo

                                                                    2 8 min stay varies

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

                                                                    Price per night from

                                                                    $228

                                                                    Price per night from

                                                                    $228

                                                                    Distance approx 14.16 km from Petersburg

                                                                      8

                                                                      7 night Christmas week Wyndham Bentley Brook 2 bdr condo Slopeside

                                                                      Berkshires / Hancock

                                                                      Hancock condo

                                                                      2 8 7 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $229

                                                                      Price per night from

                                                                      $229

                                                                      Distance approx 14.11 km from Petersburg

                                                                        10

                                                                        Sweet Berkshire Getaway

                                                                        Berkshires / North Adams

                                                                        North Adams house

                                                                        2 3 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 3
                                                                        • 2 nights min
                                                                        • Nearest beach 0.5 mi
                                                                        • Private garden

                                                                        Price per night from

                                                                        $224

                                                                        Price per night from

                                                                        $224

                                                                        Distance approx 18.14 km from Petersburg

                                                                          26

                                                                          Lakefront Berkshires Cottage - Mins to Skiing!

                                                                          Berkshires / Lanesboro

                                                                          Lanesboro cottage

                                                                          3 10 min stay varies

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

                                                                          Price per night from

                                                                          $287

                                                                          Responds fast!
                                                                          avg. 37 minutes

                                                                          Price per night from

                                                                          $287

                                                                          Distance approx 13.15 km from Petersburg

                                                                            25

                                                                            NEW! Lakefront Averill Park Home w/Patio, Fire Pit

                                                                            New York / Averill Park

                                                                            Averill Park cottage

                                                                            1 4 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $115

                                                                            Responds fast!
                                                                            avg. 47 minutes

                                                                            Price per night from

                                                                            $115